Title: The Best Hotels in Old Town Winchester, Winchester - 2026 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 Spa [](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=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&amenities=SPA_ON_SITE) Apart hotel [](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=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&lodging=APART_HOTEL) Resort [](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=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&lodging=HOTEL_RESORT) 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=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&amenities=POOL) 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=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&lodging=COTTAGE) 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=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&lodging=APARTMENT) Farm [](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=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&lodging=AGRITOURISM) Capsule hotel [](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=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&lodging=CAPSULE_HOTEL) 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=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&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=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&lodging=CABIN) 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=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&amenities=PETS) House­boat [](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=2025-12-24&d1=2025-12-24&endDate=2025-12-26&d2=2025-12-26&lodging=HOUSE_BOAT) ## Check prices for these dates Tonight [10 Dec - 11 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6164092&startDate=2025-12-10&endDate=2025-12-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [11 Dec - 12 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6164092&startDate=2025-12-11&endDate=2025-12-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [12 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6164092&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6164092&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Property class ## Our top choices for Old Town Winchester hotels ![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) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/b1a55fc4.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) ### La Quinta Inn & Suites by Wyndham Winchester [](https://www.expedia.co.uk/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) 1.8 mi from Old Town Winchester 9.2/10 Wonderful (2221) "Rooms are always clean when I stay and the staff was very friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley £85 includes taxes & fees 5 Jan - 6 Jan 2026 [](https://www.expedia.co.uk/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.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) ![Reception](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/bf8dce02.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) ### TRU By Hilton Winchester [](https://www.expedia.co.uk/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information) 2.7 mi from Old Town Winchester 9.0/10 Wonderful (765) "The hotel was clean and the staff was pleasant." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherri £60 includes taxes & fees 7 Jan - 8 Jan 2026 [](https://www.expedia.co.uk/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/7ff8d7be.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) ### Holiday Inn Winchester Se-Historic Gateway by IHG [](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) 2 mi from Old Town Winchester 9.0/10 Wonderful (1000) "Todo excelente " ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) Anner Javier £63 includes taxes & fees 23 Dec - 24 Dec [](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.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) ![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 sitting area](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/a19abecc.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) ### The Inn at Charles Town - Hollywood Casino [](https://www.expedia.co.uk/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) 18.7 mi from Old Town Winchester 8.6/10 Excellent (520) "the room was clean and the staff was great. The shuttle service to the casino was awesome." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve £117 includes taxes & fees 30 Dec - 31 Dec [](https://www.expedia.co.uk/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/037b096c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a948cd9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Winchester [](https://www.expedia.co.uk/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information) 1.3 mi from Old Town Winchester 9.0/10 Wonderful (508) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DONNA D £81 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.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) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/cd85ec17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking | Blackout curtains, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/9e90770a.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 [](https://www.expedia.co.uk/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information) 2.7 mi from Old Town Winchester 9.2/10 Wonderful (1001) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaron £62 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/19e0634f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Smoking | Living area | LED TV](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/fe05e412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Smoking | Living area | LED TV](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/38eadba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Winchester [](https://www.expedia.co.uk/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) 1.8 mi from Old Town Winchester 8.6/10 Excellent (1081) "Good price, good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George £56 includes taxes & fees 28 Dec - 29 Dec [](https://www.expedia.co.uk/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/71be8e87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/83ee60b6.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) ### Holiday Inn Express Winchester South-Stephens City by IHG [](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information) 7.7 mi from Old Town Winchester 8.2/10 Very good (802) "Nice stay and friendly people " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ALFRED £60 includes taxes & fees 1 Jan - 2 Jan 2026 [](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information) ![Suite, 1 Bedroom | In-room safe, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/0a2d8398.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) ![Breakfast meal](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/a5945e18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites Winchester by IHG [](https://www.expedia.co.uk/Winchester-Hotels-Candlewood-Suites-Winchester.h1652870.Hotel-Information) 1.9 mi from Old Town Winchester 8.8/10 Excellent (543) "Very clean room, excellent staff!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James £64 includes taxes & fees 3 Jan - 4 Jan 2026 [](https://www.expedia.co.uk/Winchester-Hotels-Candlewood-Suites-Winchester.h1652870.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) ![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) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1330000/1327400/1327336/6a69f2f2.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) ### Hampton Inn Martinsburg South-Inwood [](https://www.expedia.co.uk/Martinsburg-Hotels-Hampton-Inn-Martinsburg-South-Inwood.h1327336.Hotel-Information) 13.9 mi from Old Town Winchester 9.2/10 Wonderful (642) "Good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judith £70 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Martinsburg-Hotels-Hampton-Inn-Martinsburg-South-Inwood.h1327336.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/be9a8325.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) ### Ramada by Wyndham Strasburg/Shenandoah Valley [](https://www.expedia.co.uk/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) 16 mi from Old Town Winchester 8.2/10 Very good (1001) "Friendly Staff, clean room." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Frank £60 includes taxes & fees 1 Jan - 2 Jan 2026 [](https://www.expedia.co.uk/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.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) ![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) ![In-room safe, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/9fc99c66.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) ### Spark by Hilton Winchester [](https://www.expedia.co.uk/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) 1.3 mi from Old Town Winchester 9.0/10 Wonderful (1001) "Great location close to restaurants " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SILVIA £64 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.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) ![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) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/b20fa3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Winchester [](https://www.expedia.co.uk/Winchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Winchester.h1066410.Hotel-Information) 1.8 mi from Old Town Winchester 9.0/10 Wonderful (797) "Quick check in, clean room, friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darcy £76 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Winchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Winchester.h1066410.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/38caae92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/39db0b0d.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) ![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) ### Holiday Inn Express Hotel & Suites Winchester by IHG [](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Express-Hotel-Suites-Winchester.h1090593.Hotel-Information) 1.9 mi from Old Town Winchester 9.0/10 Wonderful (798) "Clean room, easy and quick check in." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline £85 includes taxes & fees 15 Dec - 16 Dec [](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Express-Hotel-Suites-Winchester.h1090593.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/723a3b2f.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) ![Reception](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/5ea79918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Winchester [](https://www.expedia.co.uk/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) 1.9 mi from Old Town Winchester 9.0/10 Wonderful (914) "comfortable room, amenities and staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Prashant £87 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) ![2 bars/lounges, sports bar](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/b6dd3662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Smoking | Desk, iron/ironing board, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/71615746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/64e72433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/14125876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn & Suites Charles Town [](https://www.expedia.co.uk/Martinsburg-Hotels-Rodeway-Inn-Suites.h9868848.Hotel-Information) 18.5 mi from Old Town Winchester 8.6/10 Excellent (1003) "Good for me and front desk allowed me to check in early" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devan £54 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Martinsburg-Hotels-Rodeway-Inn-Suites.h9868848.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 Middletown - Winchester South [](https://www.expedia.co.uk/Middletown-Hotels-Econo-Lodge-Inn-Suites.h856310.Hotel-Information) 12 mi from Old Town Winchester 5.8/10 (299) "I loved staying here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Whitney £51 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Middletown-Hotels-Econo-Lodge-Inn-Suites.h856310.Hotel-Information) ![Pillow-top beds, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/57a6dfe3.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) ### SpringHill Suites by Marriott Winchester [](https://www.expedia.co.uk/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) 3.3 mi from Old Town Winchester 9.4/10 Exceptional (775) "The staff were friendly and knowledgeable . Clean room and breakfast was excellent. Hotel close to restaurants and stores. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yolanda £87 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/53b7b275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/d2967872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/502f6bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast ](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/c9f83fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Winchester near University [](https://www.expedia.co.uk/Winchester-Hotels-Sleep-Inn-Suites.h892882.Hotel-Information) 1.9 mi from Old Town Winchester 7.8/10 Good (1000) "The rooms were clean and the facility seemed safe and well maintained. The room had seen many patches and repairs and had a distinct smell. The indoor pool, “gym” and breakfast were a plus. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) tyshia £56 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Winchester-Hotels-Sleep-Inn-Suites.h892882.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/ad5604d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/b96d495c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/9cf3d079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows [](https://www.expedia.co.uk/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) 13.6 mi from Old Town Winchester 9.0/10 Wonderful (1000) "Friendly staff, nice clean room, hotel restaurant was delicious. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dorothy £83 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.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=2025-12-24&endDate=2025-12-25®ionId=6164092&adults=2&sort=RECOMMENDED&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 Shenandoah Valley Discovery Museum. [See properties](https://www.expedia.co.uk/Hotel-Search?regionId=918789051029594112) ## Top Old Town Winchester Hotel Reviews ![Quality Inn Winchester](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/0fd2f943_y.jpg) ### Quality Inn Winchester 10/10 Excellent "Everything was great, including breakfast " [](https://expedia.co.uk/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information) ![Rodeway Inn & Suites - Charles Town, WV](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/b6dd3662_y.jpg) ### Rodeway Inn & Suites - Charles Town, WV 10/10 Excellent "Good for me and front desk allowed me to check in early" [](https://expedia.co.uk/Martinsburg-Hotels-Rodeway-Inn-Suites.h9868848.Hotel-Information) ![Holiday Inn Winchester Se-Historic Gateway by IHG](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2_y.jpg) ### Holiday Inn Winchester Se-Historic Gateway by IHG 10/10 Excellent "Staff is fantastic and breakfast is always great. " [](https://expedia.co.uk/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg) ### Comfort Inn & Suites Winchester 10/10 Excellent "Nice facility right off the highway. Clean, comfortable and large room. Staff were very nice. Easy parking. Next door to movies. " [](https://expedia.co.uk/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Travelodge by Wyndham Winchester](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1_y.jpg) ### Travelodge by Wyndham Winchester 10/10 Excellent "Très très bien déjeuné wow depuis 20 ans que je passe par la ils s'améliore toujours " [](https://expedia.co.uk/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![SpringHill Suites by Marriott Winchester](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05_y.jpg) ### SpringHill Suites by Marriott Winchester 10/10 Excellent "Clean room, courteous and professional staff. Great breakfast selections" [](https://expedia.co.uk/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![The George Washington Hotel, A Wyndham Grand Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c_y.jpg) ### The George Washington Hotel, A Wyndham Grand Hotel 10/10 Excellent "Great hotel and staff" [](https://expedia.co.uk/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "Everything was clean. Smelt good. Staff was very friendly!" [](https://expedia.co.uk/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Hampton Inn Winchester-University/Mall Area](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68_y.jpg) ### Hampton Inn Winchester-University/Mall Area 10/10 Excellent "Room was quiet and comfy and staff were friendly! Entry way was decorated for the holidays!" [](https://expedia.co.uk/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Old Town Winchester that travellers recommend? > This 3.5-star hotel, with an outstanding 9.4 rating, is praised by guests for its comfortable and clean rooms, as well as its friendly and helpful staff. The hotel offers convenient amenities such as valet parking, an indoor pool, and accessible fitness facilities, some of which are available 24 hours a day or offer discounts at nearby locations. Its location is considered great, and guests appreciate the free and easy parking. The Bright Box Theater is just 0.3 km away, making it an ideal choice for those looking to enjoy local entertainment. ### What are the best family hotels in Old Town Winchester? > This 3.5-star hotel, with an impressive 9.4 rating, is highly regarded by families. Guests consistently mention the comfortable and clean rooms, along with the friendly and helpful staff. It offers free internet and WiFi, connecting rooms, and complimentary toiletries, which are all convenient for families. The hotel also provides free cribs upon request. Its location is considered great, and parking is free and easy. The George Washington Hotel is conveniently located near Bright Box Theater, just 0.3 km away, and Friendship Park is also within easy reach at 1.2 km. ### What are the best spa hotels in Old Town Winchester? > This 3.5-star hotel, with an impressive 9.4 rating, offers a full-service spa with daily treatments and massage services, great for relaxation. Guests frequently praise the comfortable and clean rooms, the friendly and helpful staff, and the convenient location. Additionally, the hotel provides free internet and free WiFi, along with complimentary toiletries and free cribs upon request. Free and easy parking is also a welcome amenity. ### When is the best time to go to Old Town Winchester? > Spring brings blooming flowers and comfortable temperatures, great for strolling along the historic streets and enjoying outdoor dining. This is also when the famous Shenandoah Apple Blossom Festival takes place, usually in late April or early May, which fills the town with parades, music, and events. Couples often enjoy this time for its romantic feel and the chance to experience a lively local tradition. > > > Autumn offers crisp air and beautiful fall foliage, especially in late September and October. The cooler temperatures are ideal for exploring the walking mall and visiting nearby orchards for apple picking. Families will find this a lovely time to visit, with plenty of activities like pumpkin patches and corn mazes in the surrounding area, making for memorable day trips. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Old Town Winchester hotel booking with Expedia? ### How much is the nightly rate at a Old Town Winchester hotel? ## 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) - 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