Title: The Best Hotels in Old Town Winchester, Winchester - 2025 Updated Prices | Expedia.co.uk [Old Town Winchester Travel Guide](https://expedia.co.uk/Winchester-Old-Town-Winchester.dx6164092)[Holiday Rentals in Winchester](https://expedia.co.uk/Winchester-Holiday-Rentals.d6056879.Travel-Guide-HolidayRentals)[Flights to Winchester](https://expedia.co.uk/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)[Old Town Winchester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Old-Town-Winchester.d6164092.Car-Hire-Guide)[Old Town Winchester Holidays](https://expedia.co.uk/Old-Town-Winchester.d6164092.Holidays-City-Breaks) ![The Courthouse in Winchester, Virginia.](https://images.trvl-media.com/place/6164092/74e89cff-4502-4b70-84ac-0bb3e6917b82.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hotels in Old Town Winchester, Winchester ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Old Town Winchester Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Old+Town+Winchester%2C+Winchester%2C+Virginia%2C+United+States+of+America®ionId=6164092&latLong=39.18421%2C-78.16561&adults=2&startDate=2025-11-10&d1=2025-11-10&endDate=2025-11-12&d2=2025-11-12&amenities=POOL) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Old+Town+Winchester%2C+Winchester%2C+Virginia%2C+United+States+of+America®ionId=6164092&latLong=39.18421%2C-78.16561&adults=2&startDate=2025-11-10&d1=2025-11-10&endDate=2025-11-12&d2=2025-11-12&amenities=PETS) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Old+Town+Winchester%2C+Winchester%2C+Virginia%2C+United+States+of+America®ionId=6164092&latLong=39.18421%2C-78.16561&adults=2&startDate=2025-11-10&d1=2025-11-10&endDate=2025-11-12&d2=2025-11-12&lodging=APARTMENT) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Old+Town+Winchester%2C+Winchester%2C+Virginia%2C+United+States+of+America®ionId=6164092&latLong=39.18421%2C-78.16561&adults=2&startDate=2025-11-10&d1=2025-11-10&endDate=2025-11-12&d2=2025-11-12&travelerType=family_friendly) Cabin [](https://www.expedia.co.uk/Hotel-Search?destination=Old+Town+Winchester%2C+Winchester%2C+Virginia%2C+United+States+of+America®ionId=6164092&latLong=39.18421%2C-78.16561&adults=2&startDate=2025-11-10&d1=2025-11-10&endDate=2025-11-12&d2=2025-11-12&lodging=CABIN) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Old+Town+Winchester%2C+Winchester%2C+Virginia%2C+United+States+of+America®ionId=6164092&latLong=39.18421%2C-78.16561&adults=2&startDate=2025-11-10&d1=2025-11-10&endDate=2025-11-12&d2=2025-11-12&amenities=HOT_TUB) Cottage [](https://www.expedia.co.uk/Hotel-Search?destination=Old+Town+Winchester%2C+Winchester%2C+Virginia%2C+United+States+of+America®ionId=6164092&latLong=39.18421%2C-78.16561&adults=2&startDate=2025-11-10&d1=2025-11-10&endDate=2025-11-12&d2=2025-11-12&lodging=COTTAGE) ## Check prices for these dates Tonight [27 Oct - 28 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6164092&startDate=2025-10-27&endDate=2025-10-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [28 Oct - 29 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6164092&startDate=2025-10-28&endDate=2025-10-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [31 Oct - 2 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6164092&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6164092&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Property class ## Top Trending Hotels Near Old Town Winchester, Winchester ![2 restaurants, breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/bff9ad76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5707228d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/d6b37fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The George Washington Hotel, A Wyndham Grand Hotel Old Town Winchester 9.4/10 Exceptional (1009) "Very nice hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul £108 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/ffce1877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/41cd029b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, desk, blackout curtains](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/d78ffc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Winchester 1.8 mi from Old Town Winchester 9.2/10 Wonderful (2188) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David £84 includes taxes & fees 29 Oct - 30 Oct [](https://www.expedia.co.uk/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![In-room safe, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/1e2a7464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/28616e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/422ace16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Double Beds, Smoking | In-room safe, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/65ba6c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Winchester 1.8 mi from Old Town Winchester 8.6/10 Excellent (1110) "It's been a great stay so far" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sabrina £56 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![Snack bar](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/76fedaf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/daf3dfdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/bf8dce02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TRU By Hilton Winchester 2.7 mi from Old Town Winchester 9.0/10 Wonderful (734) "Friendly staff, convenient location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dahai £71 includes taxes & fees 26 Nov - 27 Nov [](https://www.expedia.co.uk/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information) ![Suite, 1 Bedroom | 1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/0a2d8398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/69d352d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/3c75b4dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/61e9f06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites Winchester by IHG 1.9 mi from Old Town Winchester 8.8/10 Excellent (527) "Lots of parking. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Douglas £73 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Candlewood-Suites-Winchester.h1652870.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/689131eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/037b096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily breakfast for a fee](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a36008d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a7fe3c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Winchester 1.3 mi from Old Town Winchester 8.8/10 Excellent (500) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DONNA D £81 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Additional Living Area) | In-room safe, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/aeec97ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/ee4df7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/b6f40366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Winchester Se-Historic Gateway by IHG 2 mi from Old Town Winchester 9.0/10 Wonderful (1005) "Great stay value" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy £66 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/8753a03f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/92453303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/1c983a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed with Sofa bed, Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/1000000/860000/856400/856310/3c65e97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Inn & Suites 12 mi from Old Town Winchester 5.8/10 (292) "I loved staying here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Whitney £51 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Middletown-Hotels-Econo-Lodge-Inn-Suites.h856310.Hotel-Information) ![Lift](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/9ef74ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/e47a228e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/be9a8325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Strasburg/Shenandoah Valley 16 mi from Old Town Winchester 8.4/10 Very good (1010) "Our stay was fine, convenient location to our planned activities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mitchell £60 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/fd85fd97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/a984ecc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/6a9fc093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/29d89638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Charles Town - Hollywood Casino 18.7 mi from Old Town Winchester 8.6/10 Excellent (501) "Great place to stay to go to the casino" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra £106 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/4d102079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/db46282e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 9 AM to 10 PM, pool loungers](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/2f833e8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast ](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/ef7d5b18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Winchester South-Stephens City by IHG 7.7 mi from Old Town Winchester 8.2/10 Very good (786) "Very friendly staff, clean, would definitely stay again " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Christie £71 includes taxes & fees 7 Nov - 8 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/0fd2f943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/9e37f17d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout curtains, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/d2e5becf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/c7da6581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Winchester 2.7 mi from Old Town Winchester 9.2/10 Wonderful (1006) "All comments are very positive, staff, rooms, cleanliness, breakfast " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Lucie £64 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/071235b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/a2451115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/f4004e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/ff7a3bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Front Royal Near Shenandoah National Park 18.5 mi from Old Town Winchester 6.4/10 (904) "Great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gordon £47 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Baymont-By-Wyndham-Front-Royal-Near-Shenandoah-National-Park.h10535.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/w4000h2662x0y0-b556d792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/b20fa3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/27064e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/f063e2e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Winchester 1.8 mi from Old Town Winchester 9.0/10 Wonderful (779) "Super friendly staff, clean rooms, very convenient. I would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen £76 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Winchester.h1066410.Hotel-Information) ![Premium bedding, pillow-top beds, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/fc21f98c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/617e781a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/w3000h1998x0y0-156eb7d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/5ec973d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge By Wyndham Charles Town/Harpers Ferry 18.3 mi from Old Town Winchester 7.0/10 Good (255) "Wasn’t the cleanest but it’s good for a quick stop" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Autumn £57 includes taxes & fees 28 Oct - 29 Oct [](https://www.expedia.co.uk/Charles-Town-Hotels-Travelodge-By-Wyndham-Charles-TownHarpers-Ferry.h72023562.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/16920465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/769f9c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/800932de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Winchester-University/Mall Area 1.3 mi from Old Town Winchester 9.0/10 Wonderful (1006) "Staff was excellent !!! Hotel was clean and comfortable in great location !!! Would stay here again !!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary £87 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/8f242b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/5ea79918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down duvets, Select Comfort beds, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/cab9baeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/1b2ad59b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Winchester 1.9 mi from Old Town Winchester 8.8/10 Excellent (890) " Nice hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Grace £87 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/9730f3d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/913756e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/dfc64d18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/85bb7f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Stephens City - Winchester South 7.7 mi from Old Town Winchester 8.0/10 Very good (617) "Nice breakfast, clean room and friendly people." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carrie £64 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Quality-Inn-Stephens-City-Winchester-South.h4419.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/ac575b89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/b2c1f0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/1687542a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom | Living area | 48-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/6b1b10e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Winchester 1.3 mi from Old Town Winchester 9.0/10 Wonderful (1007) "Great location close to restaurants " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SILVIA £74 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1330000/1327400/1327336/73114153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1330000/1327400/1327336/368a0b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1330000/1327400/1327336/6a69f2f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking (Drinks & Snacks) | In-room safe, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/2000000/1330000/1327400/1327336/a5bd4bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Martinsburg South-Inwood 13.9 mi from Old Town Winchester 9.2/10 Wonderful (632) "Good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judith £82 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Martinsburg-Hotels-Hampton-Inn-Martinsburg-South-Inwood.h1327336.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-11-10&endDate=2025-11-11®ionId=6164092&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOld-Town-Winchester-Winchester-Hotels.0-n6164092-0.Travel-Guide-Filter-Hotels?eapid=0&tpid=3)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOld-Town-Winchester-Winchester-Hotels.0-n6164092-0.Travel-Guide-Filter-Hotels?eapid=0&tpid=3) ## Hotels in Old Town Winchester with free breakfast ![2 restaurants, breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/bff9ad76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5707228d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/d6b37fa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The George Washington Hotel, A Wyndham Grand Hotel Old Town Winchester - Breakfast included 9.4/10 Exceptional (1009) £108 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=1364026&PinnedHotelID=1364026&HadPinnedHotel=true®ionId=6164092&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true) ![Exterior](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/e46c3593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/6a37f73c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/f8e3941a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Winchester 4.8 mi from Old Town Winchester - Breakfast included 9.4/10 Exceptional (1045) £83 includes taxes & fees 31 Oct - 1 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=57958244&PinnedHotelID=57958244&HadPinnedHotel=true®ionId=6164092&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true) ![Exterior](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/ffce1877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/41cd029b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, desk, blackout curtains](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/d78ffc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Winchester 1.8 mi from Old Town Winchester - Breakfast included 9.2/10 Wonderful (2188) £84 includes taxes & fees 29 Oct - 30 Oct [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&selected=2678524&PinnedHotelID=2678524&HadPinnedHotel=true®ionId=6164092&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true) ![Lobby](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking | Desk, laptop workspace, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/e8922549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/8897f4a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/5447905f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Microtel Inn & Suites by Wyndham Winchester 2.6 mi from Old Town Winchester - Breakfast included 9.2/10 Wonderful (1347) £64 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=70921061&PinnedHotelID=70921061&HadPinnedHotel=true®ionId=6164092&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/737257e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/afbe118c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/810f7f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/w3837h2557x3y3-0ba96f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Front Royal 15.6 mi from Old Town Winchester - Breakfast included 9.0/10 Wonderful (1025) £95 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-09&endDate=2025-11-10&selected=892585&PinnedHotelID=892585&HadPinnedHotel=true®ionId=6164092&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true) ![1 bedroom, pillow-top beds, desk, laptop workspace](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/e6dc1dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/164a5d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/a3d383f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Winchester 3.3 mi from Old Town Winchester - Breakfast included 9.6/10 Exceptional (751) £91 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=42543772&PinnedHotelID=42543772&HadPinnedHotel=true®ionId=6164092&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true) ![Snack bar](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/76fedaf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/daf3dfdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/bf8dce02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TRU By Hilton Winchester 2.7 mi from Old Town Winchester - Breakfast included 9.0/10 Wonderful (734) £71 includes taxes & fees 26 Nov - 27 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-26&endDate=2025-11-27&selected=39493421&PinnedHotelID=39493421&HadPinnedHotel=true®ionId=6164092&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true) ![Lobby](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/b06f3533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/0f2ede5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/e0021d58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Winchester, VA 4.7 mi from Old Town Winchester - Breakfast included 8.8/10 Excellent (1009) £74 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-09&endDate=2025-11-10&selected=1652833&PinnedHotelID=1652833&HadPinnedHotel=true®ionId=6164092&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true) ![Lift](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/9ef74ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/e47a228e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/be9a8325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Strasburg/Shenandoah Valley 16 mi from Old Town Winchester - Breakfast included 8.4/10 Very good (1010) £60 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=1246311&PinnedHotelID=1246311&HadPinnedHotel=true®ionId=6164092&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true) ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Additional Living Area) | In-room safe, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/aeec97ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/ee4df7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/b6f40366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Winchester Se-Historic Gateway by IHG 2 mi from Old Town Winchester - Breakfast included 9.0/10 Wonderful (1005) £66 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=1889084&PinnedHotelID=1889084&HadPinnedHotel=true®ionId=6164092&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true) [See more properties](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-10&endDate=2025-11-11®ionId=6164092&adults=2&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## Hotels in Old Town Winchester with a pool ![Restaurant](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/8f242b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/5ea79918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down duvets, Select Comfort beds, desk, laptop workspace](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/cab9baeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/1b2ad59b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Winchester 1.9 mi from Old Town Winchester - Pool 8.8/10 Excellent (890) £87 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=1497898&PinnedHotelID=1497898&HadPinnedHotel=true®ionId=6164092&adults=2&amenities=POOL&openPlayBack=true) ![Property entrance](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/071235b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/a2451115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/f4004e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/ff7a3bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Front Royal Near Shenandoah National Park 18.5 mi from Old Town Winchester - Pool 6.4/10 (904) £47 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=10535&PinnedHotelID=10535&HadPinnedHotel=true®ionId=6164092&adults=2&amenities=POOL&openPlayBack=true) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/38caae92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room | In-room safe, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/91ceaee8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free breakfast ](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/c973829f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/424ee863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Winchester by IHG 1.9 mi from Old Town Winchester - Pool 9.0/10 Wonderful (790) £101 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=1090593&PinnedHotelID=1090593&HadPinnedHotel=true®ionId=6164092&adults=2&amenities=POOL&openPlayBack=true) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/9730f3d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/913756e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/dfc64d18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/85bb7f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Stephens City - Winchester South 7.7 mi from Old Town Winchester - Pool 8.0/10 Very good (617) £64 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=4419&PinnedHotelID=4419&HadPinnedHotel=true®ionId=6164092&adults=2&amenities=POOL&openPlayBack=true) [See more properties](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-10&endDate=2025-11-11®ionId=6164092&adults=2&sort=RECOMMENDED&amenities=POOL&openPlayBack=true) ## Top guest rated hotels in Old Town Winchester ![Courtyard](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/52d84062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Mary Rutherford Room | Individually decorated, individually furnished, blackout curtains](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/fead0911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/6f99e56e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/a53cd216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carriage Inn B&B 18.2 mi from Old Town Winchester 9.6/10 Exceptional (432) £134 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&selected=2762649&PinnedHotelID=2762649&HadPinnedHotel=true®ionId=6164092&adults=2&guestRating=35&openPlayBack=true) ![Front of property – evening/night](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/bdaadecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/eadb3a5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/a99c9843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Double Beds, Non Smoking | View from room](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/182da075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax Inn Motel 17.2 mi from Old Town Winchester 8.2/10 Very good (255) £58 includes taxes & fees 28 Oct - 29 Oct [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=11854156&PinnedHotelID=11854156&HadPinnedHotel=true®ionId=6164092&adults=2&guestRating=35&openPlayBack=true) ![Exterior](https://images.trvl-media.com/lodging/16000000/15800000/15799900/15799885/39d8617d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, soundproofing, iron/ironing board, cots/infant beds](https://images.trvl-media.com/lodging/16000000/15800000/15799900/15799885/2186fef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/16000000/15800000/15799900/15799885/7d6688ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, soundproofing, iron/ironing board, cots/infant beds](https://images.trvl-media.com/lodging/16000000/15800000/15799900/15799885/08468627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Twi-Lite Inn 17.3 mi from Old Town Winchester 8.2/10 Very good (531) £54 includes taxes & fees 27 Nov - 28 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-27&endDate=2025-11-28&selected=15799885&PinnedHotelID=15799885&HadPinnedHotel=true®ionId=6164092&adults=2&guestRating=35&openPlayBack=true) ![Restaurant](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/fd85fd97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/a984ecc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/6a9fc093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/29d89638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Charles Town - Hollywood Casino 18.7 mi from Old Town Winchester 8.6/10 Excellent (501) £106 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&selected=76876848&PinnedHotelID=76876848&HadPinnedHotel=true®ionId=6164092&adults=2&guestRating=35&openPlayBack=true) ![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/8c81eb2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Renoir | Premium bedding, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/ff749f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/22bccc43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/a0a5a84e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Auberge Provencale Inn & Restaurant 8.7 mi from Old Town Winchester 9.6/10 Exceptional (172) £228 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=15945622&PinnedHotelID=15945622&HadPinnedHotel=true®ionId=6164092&adults=2&guestRating=35&openPlayBack=true) ![Premium bedding, pillow-top beds, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/fc21f98c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/617e781a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/w3000h1998x0y0-156eb7d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/73000000/72030000/72023600/72023562/5ec973d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge By Wyndham Charles Town/Harpers Ferry 18.3 mi from Old Town Winchester 7.0/10 Good (255) £57 includes taxes & fees 28 Oct - 29 Oct [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=72023562&PinnedHotelID=72023562&HadPinnedHotel=true®ionId=6164092&adults=2&guestRating=35&openPlayBack=true) ![In-room safe, desk, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/c096d0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/0ecd0e18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/b1c7d60b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/802c0401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Winchester 1.9 mi from Old Town Winchester 8.8/10 Excellent (466) £88 includes taxes & fees 29 Oct - 30 Oct [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&selected=2745505&PinnedHotelID=2745505&HadPinnedHotel=true®ionId=6164092&adults=2&guestRating=35&openPlayBack=true) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/689131eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/037b096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily breakfast for a fee](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a36008d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a7fe3c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Winchester 1.3 mi from Old Town Winchester 8.8/10 Excellent (500) £81 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-09&endDate=2025-11-10&selected=2169428&PinnedHotelID=2169428&HadPinnedHotel=true®ionId=6164092&adults=2&guestRating=35&openPlayBack=true) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33120000/33110300/33110221/901f0183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single Room, 1 Queen Bed, Non Smoking | Private kitchen | Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/34000000/33120000/33110300/33110221/63b9b0a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33120000/33110300/33110221/c8e8c51c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single Room, 1 Queen Bed, Non Smoking | Individually decorated, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/34000000/33120000/33110300/33110221/eb562304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ANS Inn & Suites 2.5 mi from Old Town Winchester 7.6/10 Good (65) £56 includes taxes & fees 28 Oct - 29 Oct [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=33110221&PinnedHotelID=33110221&HadPinnedHotel=true®ionId=6164092&adults=2&guestRating=35&openPlayBack=true) ![Porch](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/16920465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/769f9c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/800932de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Winchester-University/Mall Area 1.3 mi from Old Town Winchester 9.0/10 Wonderful (1006) £87 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&selected=19971&PinnedHotelID=19971&HadPinnedHotel=true®ionId=6164092&adults=2&guestRating=35&openPlayBack=true) [See more properties](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-10&endDate=2025-11-11®ionId=6164092&adults=2&sort=RECOMMENDED&guestRating=35&openPlayBack=true) ## Where to stay in Old Town Winchester Find the best Old Town Winchester areas for the activities you enjoy most. [Learn more about Old Town Winchester](https://www.expedia.co.uk/Winchester-Old-Town-Winchester.dx6164092) - Winchester Historic District ![](https://mediaim.expedia.com/destination/1/720fb116634761161ecda43d4ca150e7.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.co.uk/Hotel-Search?pwaOverlay=map®ionId=918789051029594112) ![Winchester Historic District map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:ctdnFvsd%7CM%7DI_FCA%5BQeAo%40iAs%40L_%40DB%5E%7BAFDDQDUf%40NDUHBR%7D%40RFLo%40o%40Wc%40USGHeBDuADw%40HaChDM%40ETkCHcAeAG%7B%40Ew%40El%40mFFMFIFGJGHAJ%3FtA%5CRB%5CuC%5BGVwB_CaBaGgEiNmJ%3F%5B%7C%40iFi%40m%40Z%7DBDCHg%40Hq%40F_%40%40SDS%60%40LFi%40F_%40Da%40Fa%40XHR%5BHk%40Hg%40OEHg%40%3FGPgALy%40p%40R%3F_%40L%7B%40%5EJR%3Fd%40LDUBUBONDNDNDNDNDNDNDJBVHPFNBLBn%40PZYb%40L%40%3FRFTaBbAVLDJc%40%5CuBDUN%7B%40MIAAc%40KDUW%40SAK%3Fa%40G_%40KHa%40VcBFQLy%40l%40PRHPFRFCP%7EAd%40BSvA%60%40CRRFVFN%3FNDEZJBND%40%40AFJDbAXGXEXALn%40RpG%7DAf%40ICJk%40zDaFwACb%40Mx%40Kr%40ZJa%40nCd%40NbAX%5CmCTFRDhAXVmB%7C%40VFc%40v%40oFJK%60%40%3FVB%5CDb%40JnCx%40nDbAF_%40RsAT%7DA%7EBp%40hCjAh%40NlBv%40Kn%40_%40bCxA%60%40c%40lDYfBRj%40Kl%40E%5ELDEZ%3F%3FCXNDRFA%40XH%5C%3Fb%40LTFRFRFXHVRf%40NCTCLALCLCRId%40%5B%5EE%5CG%5CXJPDCPCLALCJADA%3FGASIMCGd%40Ib%40Kr%40O%60%40U%7EAHDTDRFEPCRE%5CAJERYIG%60%40Ij%40%5DXM%7C%40ZJG%5ETHABKp%40z%40V%40n%40LD%60%40LZJBM%60%40J%5EJQnAIb%40WlB%7D%40WA%3FECCNy%40Ui%40f%40%5BK%3FAOGMGA%3F%7B%40YEe%40MGq%40Q%3FABIc%40Mi%40O%5BAg%40O_%40KYIYIc%40R%5DKg%40QAJw%40WQw%40q%40Sg%40Oc%40Kc%40Ne%40O%3FDuAa%40%5D%40UIQGFe%40OE%3FBGCKAk%40QCAk%40Oi%40b%40QI%40CSEi%40ODUOES%7CAGFM%60%40QnAMEAJOp%40PFIn%40Id%40Ij%40If%40Ih%40If%40Ij%40Kh%40Gh%40If%40Kl%40Ih%40QG%3FA_ACMTWn%40Uh%40Gl%40Gn%40Id%40AH%3Fn%40%3Fv%40AXJDTx%40Yf%40p%40%5EjA%5EsE%7CY&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=DA_fdKQkDO_rSB3B7g9rdHINaU0=) ### Winchester Historic District While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Winchester Little Theater. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=918789051029594112) ## Top Old Town Winchester Hotel Reviews ![DoubleTree by Hilton Front Royal Blue Ridge Shadows](//images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a_y.jpg) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows 10/10 Excellent "Our room was great and fresh. Dinner at the hotel restaurant was delicious and the staff was friendly and welcoming. " [](https://expedia.co.uk/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![Holiday Inn Winchester Se-Historic Gateway by IHG](//images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2_y.jpg) ### Holiday Inn Winchester Se-Historic Gateway by IHG 10/10 Excellent "Good" [](https://expedia.co.uk/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Rodeway Inn & Suites - Charles Town, WV](//images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/b6dd3662_y.jpg) ### Rodeway Inn & Suites - Charles Town, WV 10/10 Excellent "Great for the value!! " [](https://expedia.co.uk/Martinsburg-Hotels-Rodeway-Inn-Suites.h9868848.Hotel-Information) ![Motel 6 Winchester, VA](//images.trvl-media.com/lodging/1000000/50000/43100/43087/f87cf676_y.jpg) ### Motel 6 Winchester, VA 10/10 Excellent "Good area to walk your dogs if they travel with you" [](https://expedia.co.uk/Winchester-Hotels-Motel-6-Winchester.h43087.Hotel-Information) ![Comfort Inn & Suites Winchester](//images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg) ### Comfort Inn & Suites Winchester 10/10 Excellent "Clean rooms and comfortable beds and bedding. Plentiful bath towels. Convenient location " [](https://expedia.co.uk/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Travelodge by Wyndham Winchester](//images.trvl-media.com/lodging/1000000/10000/9600/9600/28616e5b_y.jpg) ### Travelodge by Wyndham Winchester 10/10 Excellent "Safe, clean, respectful. Easy check-in. Good breakfast with fast service. Clean rooms. " [](https://expedia.co.uk/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![TRU By Hilton Winchester](//images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b_y.jpg) ### TRU By Hilton Winchester 10/10 Excellent "Only issue was the bagel's we're gone by the time I got to breakfast but that was my fault cuz I was being a lazy bum 😁" [](https://expedia.co.uk/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information) ![The George Washington Hotel, A Wyndham Grand Hotel](//images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c_y.jpg) ### The George Washington Hotel, A Wyndham Grand Hotel 10/10 Excellent "Amazing hotel with lovely rooms, easy parking, near (walking distance ) great restaurants and shops. Highly recommend spa in building." [](https://expedia.co.uk/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Winchester](//images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "New contemporary hotel; comfortable bed and nicely decorated room. Good location to restaurants and the highway. Nice staff and good breakfast (standard food items). Only complaint is that need a few more parking spaces. " [](https://expedia.co.uk/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Old Town Winchester that travellers recommend? > [The George Washington Hotel, A Wyndham Grand Hotel](https://www.expedia.co.uk/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information), is a highly praised destination in Old Town Winchester, boasting a great rating of 9.4. This Georgian-style property offers a luxurious retreat with a full-service spa, superb for those looking to unwind after a day of exploration. Guests rave about the onsite massage services and the option for in-room pampering, ensuring a relaxing stay. ### What are the best family hotels in Old Town Winchester? > [The George Washington Hotel, A Wyndham Grand Hotel](https://www.expedia.co.uk/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information), stands out as an exceptional choice for families visiting Old Town Winchester, boasting an impressive traveller review score of 9.4. This hotel not only offers connecting rooms, making it convenient for families to stay close together, but also provides free cribs for little ones, ensuring a comfortable stay for guests of all ages. ### What are the best spa hotels in Old Town Winchester? > For a rejuvenating escape, [The George Washington Hotel, A Wyndham Grand Hotel](https://www.expedia.co.uk/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) is a great choice in Old Town Winchester, boasting an impressive customer review rating of 9.4. This historic hotel features a full-service spa where guests can indulge in a range of treatments, including in-room massages, ensuring a personalized and relaxing experience. ### What are the best budget hotels in Old Town Winchester? > [The George Washington Hotel, A Wyndham Grand Hotel](https://www.expedia.co.uk/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information), is a fantastic option for travellers seeking comfort and convenience in Old Town Winchester. With a stellar review rating of 9.4, this hotel effortlessly combines modern amenities with a touch of historic charm. ### Can I cancel my hotel reservation on Expedia? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Old Town Winchester hotel for you. ### How can I save on a Old Town Winchester hotel booking with Expedia? > With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Old Town Winchester hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings. ### How much is the nightly rate at a Old Town Winchester hotel? > Hotel prices in Old Town Winchester often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates. ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [4 Star Hotels in Winchester](https://www.expedia.co.uk/4Star-Winchester-Hotels.s40-0-d6056879.Travel-Guide-Filter-Hotels) - [Hotels near Aspen Dale Winery at the Barn](https://www.expedia.co.uk/Aspen-Dale-Winery-At-The-Barn-Hotels.0-l553248621532661858-0.Travel-Guide-Filter-Hotels) - [Berryville Hotels](https://www.expedia.co.uk/Berryville-Hotels.d184082.Travel-Guide-Hotels) - [Bluemont Hotels](https://www.expedia.co.uk/Bluemont-Hotels.d6348602.Travel-Guide-Hotels) - [Hilton Hotels in Boyce](https://www.expedia.co.uk/Boyce-Hotels-Hilton-Hotels.0-0-d184084--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Boyce Hotels](https://www.expedia.co.uk/Boyce-Hotels.d184084.Travel-Guide-Hotels) - [Delaplane Hotels](https://www.expedia.co.uk/Delaplane-Hotels.d3000355082.Travel-Guide-Hotels) - [Hotels near Dinosaur Land](https://www.expedia.co.uk/Dinosaur-Land-Hotels.0-l553248621532661835-0.Travel-Guide-Filter-Hotels) - [Hotels near Front Royal Entrance Shenandoah National Park](https://www.expedia.co.uk/Front-Royal-Entrance-Shenandoah-National-Park-Hotels.0-l6129961-0.Travel-Guide-Filter-Hotels) - [Front Royal Hotels](https://www.expedia.co.uk/Front-Royal-Hotels.d7312.Travel-Guide-Hotels) - [Gaylord Hotels](https://www.expedia.co.uk/Gaylord-Hotels.d553248635975869503.Travel-Guide-Hotels) - [Gore Hotels](https://www.expedia.co.uk/Gore-Hotels.d3000460015.Travel-Guide-Hotels) - [Hillsboro Hotels](https://www.expedia.co.uk/Hillsboro-Hotels.d3000460046.Travel-Guide-Hotels) - [Jordan Springs Hotels](https://www.expedia.co.uk/Jordan-Springs-Hotels.d553248635975872368.Travel-Guide-Hotels) - [Linden Hotels](https://www.expedia.co.uk/Linden-Hotels.d3000460101.Travel-Guide-Hotels) - [Hotels near Linden Vineyards](https://www.expedia.co.uk/Linden-Vineyards-Hotels.0-l553248621532661830-0.Travel-Guide-Filter-Hotels) - [Markham Hotels](https://www.expedia.co.uk/Markham-Hotels.d553248635975848092.Travel-Guide-Hotels) - [Maurertown Hotels](https://www.expedia.co.uk/Maurertown-Hotels.d6353680.Travel-Guide-Hotels) - [Middletown Hotels](https://www.expedia.co.uk/Middletown-Hotels.d12013.Travel-Guide-Hotels) - [Millwood Hotels](https://www.expedia.co.uk/Millwood-Hotels.d3000460156.Travel-Guide-Hotels) - [Holiday Homes in Millwood](https://www.expedia.co.uk/Millwood-Private-Holiday-Homes.d3000460156-aaPrivateHolidayHomes.Travel-Guide-Accommodation) - [Paris Hotels](https://www.expedia.co.uk/Paris-Hotels.d6050691.Travel-Guide-Hotels) - [Riverton Hotels](https://www.expedia.co.uk/Riverton-Hotels.d553248635975849884.Travel-Guide-Hotels) - [Round Hill Hotels](https://www.expedia.co.uk/Round-Hill-Hotels.d3000460647.Travel-Guide-Hotels) - [Star Tannery Hotels](https://www.expedia.co.uk/Star-Tannery-Hotels.d3000460674.Travel-Guide-Hotels) - [Stephens City Hotels](https://www.expedia.co.uk/Stephens-City-Hotels.d12076.Travel-Guide-Hotels) - [Strasburg Hotels](https://www.expedia.co.uk/Strasburg-Hotels.d55195.Travel-Guide-Hotels) - [Toms Brook Hotels](https://www.expedia.co.uk/Toms-Brook-Hotels.d3000460702.Travel-Guide-Hotels) - [Upperville Hotels](https://www.expedia.co.uk/Upperville-Hotels.d184116.Travel-Guide-Hotels) - [Hotels near Watermelon Park Campground](https://www.expedia.co.uk/Watermelon-Park-Campground-Hotels.0-l553248621532661928-0.Travel-Guide-Filter-Hotels) - [White Post Hotels](https://www.expedia.co.uk/White-Post-Hotels.d184119.Travel-Guide-Hotels) - [B&B in Winchester](https://www.expedia.co.uk/Winchester-Bed-And-Breakfasts.d6056879-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Cabin Rentals in Winchester](https://www.expedia.co.uk/Winchester-Cabins.d6056879-aaCabins.Travel-Guide-Accommodation) - [Beach Resorts & in Winchester](https://www.expedia.co.uk/Winchester-Hotels-Beach-Hotels.0-0-d6056879-tBeachHotels.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Winchester](https://www.expedia.co.uk/Winchester-Hotels-Boutique-Hotel.0-0-d6056879-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Winchester](https://www.expedia.co.uk/Winchester-Hotels-Budget-Hotels.0-0-d6056879-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Casino Hotels in Winchester](https://www.expedia.co.uk/Winchester-Hotels-Casino-Hotel.0-0-d6056879-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Gay-Friendly Hotels in Winchester](https://www.expedia.co.uk/Winchester-Hotels-Gay-Friendly-Hotel.0-0-d6056879-tGayFriendlyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Winchester](https://www.expedia.co.uk/Winchester-Hotels-Golf-Hotels.0-0-d6056879-tGolfHotels.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Winchester](https://www.expedia.co.uk/Winchester-Hotels-Hotels-With-Hot-Tubs.0-0-d6056879-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with Indoor Pools in Winchester](https://www.expedia.co.uk/Winchester-Hotels-Hotels-With-Indoor-Pools.0-0-d6056879-tHotelswithIndoorPools.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Winchester](https://www.expedia.co.uk/Winchester-Hotels-Luxury-Hotel.0-0-d6056879-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oyo Rooms Hotels in Winchester](https://www.expedia.co.uk/Winchester-Hotels-OYO-Rooms.0-0-d6056879--bOYORooms.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Winchester](https://www.expedia.co.uk/Winchester-Hotels-Pet-Friendly-Hotel.0-0-d6056879-tPetFriendlyHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Winchester](https://www.expedia.co.uk/Winchester-Hotels-Winery-Hotels.0-0-d6056879-tWineryHotels.Travel-Guide-Filter-Hotels) - [Winchester Hotels](https://www.expedia.co.uk/Winchester-Hotels.d6056879.Travel-Guide-Hotels) - [Hotels near Winchester Little Theater](https://www.expedia.co.uk/Winchester-Little-Theater-Hotels.0-l6164047-0.Travel-Guide-Filter-Hotels) - [Flights to Bluemont](https://www.expedia.co.uk/Cheap-Flights-To-Bluemont.d6348602.Travel-Guide-Flights) - [Flights to Front Royal](https://www.expedia.co.uk/Cheap-Flights-To-Front-Royal.d7312.Travel-Guide-Flights) - [Flights to Paris](https://www.expedia.co.uk/Cheap-Flights-To-Paris.d6050691.Travel-Guide-Flights) - [Flights to Winchester](https://www.expedia.co.uk/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights) - [Flights from Winchester Regional](https://www.expedia.co.uk/lp/airports/wgo/flights-from-winchester-regional-airport) - [Flights from Middletown](https://www.expedia.co.uk/lp/flights/12013/flights-from-middletown) - [Flights from Berryville](https://www.expedia.co.uk/lp/flights/184082/flights-from-berryville) - [Flights from Round Hill](https://www.expedia.co.uk/lp/flights/3000460647/flights-from-round-hill) - [Flights from Star Tannery](https://www.expedia.co.uk/lp/flights/3000460674/flights-from-star-tannery) - [Flights from Toms Brook](https://www.expedia.co.uk/lp/flights/3000460702/flights-from-toms-brook) - [Flights from Clear Brook](https://www.expedia.co.uk/lp/flights/553248635975870250/flights-from-clear-brook) - [Flights from Cross Junction](https://www.expedia.co.uk/lp/flights/553248635975978078/flights-from-cross-junction) - [Flights from Winchester](https://www.expedia.co.uk/lp/flights/6056879/flights-from-winchester) - [Flights from Front Royal](https://www.expedia.co.uk/lp/flights/7312/flights-from-front-royal) - [Flights from Aberdeen (APG) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/apg/wgo/aberdeen-to-winchester) - [Flights from Newcastle (BEO) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/beo/wgo/newcastle-to-winchester) - [Flights from Belfast (BFS) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/bfs/wgo/belfast-to-winchester) - [Flights from Birmingham (BHM) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/bhm/wgo/birmingham-to-winchester) - [Flights from Edinburgh (EDI) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/edi/wgo/edinburgh-to-winchester) - [Flights from Fort Lauderdale (FLL) to Front Royal (FRR)](https://www.expedia.co.uk/lp/flights/fll/frr/fort-lauderdale-to-front-royal) - [Flights from Glasgow (GLA) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/gla/wgo/glasgow-to-winchester) - [Flights from Washington (IAD) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/iad/wgo/washington-to-winchester) - [Flights from Seoul (ICN) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/icn/wgo/seoul-to-winchester) - [Flights from Indianapolis (IND) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/ind/wgo/indianapolis-to-winchester) - [Flights from Los Angeles (LAX) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/lax/wgo/los-angeles-to-winchester) - [Flights from London (LON) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/lon/wgo/london-to-winchester) - [Flights from Miami (MIA) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/mia/wgo/miami-to-winchester) - [Flights from Chicago (ORD) to Winchester (WGO)](https://www.expedia.co.uk/lp/flights/ord/wgo/chicago-to-winchester) - [Apple Blossom Mall](https://www.expedia.co.uk/Apple-Blossom-Mall-Winchester.d6164018.Attraction) - [Barns of Rose Hill](https://www.expedia.co.uk/Barns-Of-Rose-Hill-Berryville.d553248621561864687.Attraction) - [Berryville Holidays](https://www.expedia.co.uk/Berryville.d184082.Holidays-City-Breaks) - [Visit Bluemont](https://www.expedia.co.uk/Bluemont.dx6348602) - [Boyce Holidays](https://www.expedia.co.uk/Boyce.d184084.Holidays-City-Breaks) - [Bright Box Theater](https://www.expedia.co.uk/Bright-Box-Theater-Old-Town-Winchester.d553248621561864843.Attraction) - [Dinosaur Land](https://www.expedia.co.uk/Dinosaur-Land-White-Post.d553248621532661835.Attraction) - [Visit Front Royal](https://www.expedia.co.uk/Front-Royal.dx7312) - [Visit Linden](https://www.expedia.co.uk/Linden.dx3000460101) - [Mackintosh Fruit Farm](https://www.expedia.co.uk/Mackintosh-Fruit-Farm-Berryville.d553248621532661930.Attraction) - [Visit Round Hill](https://www.expedia.co.uk/Round-Hill.dx3000460647) - [Shenandoah Valley Discovery Museum](https://www.expedia.co.uk/Shenandoah-Valley-Discovery-Museum-Old-Town-Winchester.d553248621587527659.Attraction) - [Winchester Medical Center](https://www.expedia.co.uk/Winchester-Medical-Center-Winchester.d6164057.Attraction) - [Ace New Zealand Rental Cars in Riverton](https://www.expedia.co.uk/ACE-New-Zealand-Car-Rentals-In-Riverton.d553248635975849884-c1106.Car-Rental-Guide-Suppliers) - [Avis Rental Cars in Winchester](https://www.expedia.co.uk/Avis-Car-Rentals-In-Winchester.d6056879-c41.Car-Rental-Guide-Suppliers) - [Car hire Front Royal](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Front-Royal.d7312.Car-Hire-Guide) - [Car hire Paris](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Paris.d6050691.Car-Hire-Guide) - [Car hire Winchester](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchester.d6056879.Car-Hire-Guide) - [Car hire in Dollar Rent A Car Bd De La Marine](https://www.expedia.co.uk/Dollar-Rent-A-Car-at-Bd-De-La-Marine-Hyeres-FRA.v12076.Car-Rental-Guide-Location) - [Enterprise Rental Cars in Winchester](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Winchester.d6056879-c15.Car-Rental-Guide-Suppliers) - [Minivan Car Hire in Winchester](https://www.expedia.co.uk/Minivan-Car-Rentals-In-Winchester.d6056879-tMinivan.Car-Rental-Guide-Class) - [Front Royal Holiday Rentals](https://www.expedia.co.uk/Front-Royal-Holiday-Rentals.d7312.Travel-Guide-HolidayRentals) - [Strasburg Holiday Rentals](https://www.expedia.co.uk/Strasburg-Holiday-Rentals.d55195.Travel-Guide-HolidayRentals) - [Winchester Holiday Rentals](https://www.expedia.co.uk/Winchester-Holiday-Rentals.d6056879.Travel-Guide-HolidayRentals) - [Things to do in Bluemont](https://www.expedia.co.uk/Things-To-Do-In-Bluemont.d6348602.Travel-Guide-Activities) - [Book Hotels in Old Town Winchester on Expedia.com](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels.0-n6164092-0.Travel-Guide-Filter-Hotels) - Explore a world of travel with Expedia ### Hotels in top Winchester neighborhoods - [Hotels in Old Town Winchester](https://expedia.co.uk/Old-Town-Winchester-Winchester-Hotels.0-n6164092-0.Travel-Guide-Filter-Hotels) ### Hotels near popular Winchester Attractions - [Hotels near George Washington National Forest](https://expedia.co.uk/George-Washington-National-Forest-Hotels.0-l6160906-0.Travel-Guide-Filter-Hotels) ### Choose Your Old Town Winchester Hotel Style - [Hotels with Hot Tubs in Old Town Winchester](https://expedia.co.uk/Old-Town-Winchester-Winchester-Hotels-Hotels-With-Hot-Tubs.0-n6164092-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) ### More accommodation types in Old Town Winchester - [Cabin Rentals in Winchester](https://expedia.co.uk/Winchester-Cabins.d6056879-aaCabins.Travel-Guide-Accommodation) - [B&B in Winchester](https://expedia.co.uk/Winchester-Bed-And-Breakfasts.d6056879-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Villas in Winchester](https://expedia.co.uk/Winchester-Villas.d6056879-aaVillas.Travel-Guide-Accommodation) ### Hotels Close to Nearby Airports - [Hotels near Ronald Reagan Washington National Airport](https://expedia.co.uk/Ronald-Reagan-Washington-National-Airport-Hotels.0-aDCA-0.Travel-Guide-Filter-Hotels) - [Hotels near Baltimore Washington Intl. Thurgood Marshall Airport](https://expedia.co.uk/Baltimore-Washington-Intl-Thurgood-Marshall-Airport-Hotels.0-aBWI-0.Travel-Guide-Filter-Hotels) - [Hotels near Washington Dulles Intl. Airport](https://expedia.co.uk/Washington-Dulles-Intl-Airport-Hotels.0-aIAD-0.Travel-Guide-Filter-Hotels) ### Explore more hotels - [DoubleTree by Hilton Front Royal Blue Ridge Shadows](https://expedia.co.uk/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) - [Holiday Inn Winchester Se-Historic Gateway by IHG](https://expedia.co.uk/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) - [TRU By Hilton Winchester](https://expedia.co.uk/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information) - [Motel 6 Winchester, VA](https://expedia.co.uk/Winchester-Hotels-Motel-6-Winchester.h43087.Hotel-Information) - [Rodeway Inn & Suites - Charles Town, WV](https://expedia.co.uk/Martinsburg-Hotels-Rodeway-Inn-Suites.h9868848.Hotel-Information) - [Super 8 by Wyndham Front Royal](https://expedia.co.uk/Winchester-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.Hotel-Information) - [The Inn at Charles Town - Hollywood Casino](https://expedia.co.uk/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) - [Courtyard by Marriott Winchester](https://expedia.co.uk/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) - [SpringHill Suites by Marriott Winchester](https://expedia.co.uk/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) - [Spark by Hilton Winchester](https://expedia.co.uk/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) [See a list of all hotels in Winchester](https://expedia.co.uk/All-Winchester-Hotels.d6056879.Travel-Guide-City-All-Hotels) ### More ways to book - [Book Hotels in Old Town Winchester on Expedia.com](https://www.expedia.com/Old-Town-Winchester-Winchester-Hotels.0-n6164092-0.Travel-Guide-Filter-Hotels) ### Expedia's Latest Trends Hotels - [BOS Airport Hotels](https://expedia.co.uk/Logan-Intl-Airport-Hotels.0-aBOS-0.Travel-Guide-Filter-Hotels) - [Doria Grand Hotel](https://expedia.co.uk/Milan-Hotels-Doria-Grand-Hotel.h5726.Hotel-Information) - [Tin Shui Wai Hotels](https://expedia.co.uk/Tin-Shui-Wai-Yuen-Long-Hotels.0-n6140329-0.Travel-Guide-Filter-Hotels) - [Hotels in Frankfurt](https://expedia.co.uk/Frankfurt-Hotels.d179894.Travel-Guide-Hotels) - [Sofitel London Gatwick](https://expedia.co.uk/Gatwick-Hotels-Sofitel-London-Gatwick.h22934.Hotel-Information) - [Peckham Hotels](https://expedia.co.uk/Peckham-London-Hotels.0-n6251538-0.Travel-Guide-Filter-Hotels) - [El Dorado Royale, Catamaran, Cenote, All & More Inclusive Adults Only](https://expedia.co.uk/Playa-Del-Carmen-Hotels-El-Dorado-Royale.h916205.Hotel-Information) - [Hotel Pomorie Sun](https://expedia.co.uk/Sunny-Beach-Hotels-Hotel-Pomorie-Sun.h14741692.Hotel-Information) - [Ramblas Barcelona](https://expedia.co.uk/Barcelona-Hotels-Ramblas-Barcelona.h17191.Hotel-Information) - [Hotels in Sun City](https://expedia.co.uk/Sun-City-Hotels.d2609.Travel-Guide-Hotels) - [Caldera Creta Paradise](https://expedia.co.uk/Chania-Hotels-Atlantica-Creta-Paradise-All-Inclusive.h66147186.Hotel-Information) - [The Dolphin SA1 Hotel](https://expedia.co.uk/Swansea-Hotels-The-Dolphin-SA1-Hotel.h71639.Hotel-Information) Flights - [Cheap Flights from Durham (MME) to Glasgow (GLA)](https://expedia.co.uk/lp/flights/mme/gla/durham-to-glasgow) - [Cheap Flights to Kefalonia](https://expedia.co.uk/Cheap-Flights-To-Kefalonia.d6244029.Travel-Guide-Flights) - [Cheap Flights to Skopelos Town](https://expedia.co.uk/Cheap-Flights-To-Skopelos-Town.d6062884.Travel-Guide-Flights) - [Cheap Flights from Newcastle (NCL) to Oxford (OXF)](https://expedia.co.uk/lp/flights/ncl/oxf/newcastle-to-oxford) - [Cheap Flights from London (LHR) to Edremit (EDO)](https://expedia.co.uk/lp/flights/lhr/edo/london-to-edremit) Cars - [Car hire in Jumeirah Beach Residence](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Jumeirah-Beach-Residence.d6258785.Car-Hire-Guide) - [Car hire in Banstead](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Banstead.d553248623255257171.Car-Hire-Guide) - [Car hire in Mansfield](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Mansfield.d6047095.Car-Hire-Guide) Activities - [Things to do in Imsouane](https://expedia.co.uk/Things-To-Do-In-Imsouane.d3000000826.Travel-Guide-Activities) Packages - [Spain Holidays](https://expedia.co.uk/Spain.d166.Holidays-City-Breaks) - [Cabo Roig Beach](https://expedia.co.uk/Cabo-Roig-Beach-Orihuela-Costa.d6256436.Attraction) - [Mirabilandia](https://expedia.co.uk/Mirabilandia-Ravenna.d6105230.Attraction) - [Costa Rica Holidays](https://expedia.co.uk/Costa-Rica.d42.Holidays-City-Breaks) - [Churchill Square Shopping Centre](https://expedia.co.uk/Churchill-Square-Shopping-Centre-Brighton-City-Centre.d6081167.Attraction) General - [Visit Foz](https://expedia.co.uk/Foz.dx6094687) - [Visit Cork City Centre](https://expedia.co.uk/Cork-Cork-City-Centre.dx6205877) - [Visit Isle of Skye](https://expedia.co.uk/Isle-Of-Skye.dx6131920) - [Visit Finale Ligure](https://expedia.co.uk/Finale-Ligure.dx6025847)