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) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hotels in Old Town Winchester, Winchester ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 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=2025-10-04&d1=2025-10-04&endDate=2025-10-06&d2=2025-10-06&amenities=HOT_TUB) 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=2025-10-04&d1=2025-10-04&endDate=2025-10-06&d2=2025-10-06&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=2025-10-04&d1=2025-10-04&endDate=2025-10-06&d2=2025-10-06&lodging=COTTAGE) 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=2025-10-04&d1=2025-10-04&endDate=2025-10-06&d2=2025-10-06&travelerType=family_friendly) 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=2025-10-04&d1=2025-10-04&endDate=2025-10-06&d2=2025-10-06&lodging=APARTMENT) 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=2025-10-04&d1=2025-10-04&endDate=2025-10-06&d2=2025-10-06&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=2025-10-04&d1=2025-10-04&endDate=2025-10-06&d2=2025-10-06&amenities=PETS) ## Check prices for these dates Tonight [20 Sept - 21 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6164092&startDate=2025-09-20&endDate=2025-09-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [21 Sept - 22 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6164092&startDate=2025-09-21&endDate=2025-09-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Sept - 28 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6164092&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [3 Oct - 5 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=6164092&startDate=2025-10-03&endDate=2025-10-05&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) ![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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/a8e7d0d0.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 (1010) "Perfect location to visit for business or pleasure!" £107 includes taxes & fees 28 Sept - 29 Sept [](https://www.expedia.co.uk/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/299522c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 1 Queen Bed | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/b112d555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/d6942b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/2f175422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wayside Inn 12.3 mi from Old Town Winchester 9.2/10 Wonderful (406) "Rooms and property were beautiful. Wish they provided garbage cans and ash trays for outdoor seating. " £83 includes taxes & fees 22 Sept - 23 Sept [](https://www.expedia.co.uk/Middletown-Hotels-Wayside-Inn.h34467.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/9874bc44.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) ![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 13.6 mi from Old Town Winchester 9.0/10 Wonderful (1006) "Nice property and great location. " £92 includes taxes & fees 28 Sept - 29 Sept [](https://www.expedia.co.uk/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.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) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/ee4df7fa.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) ![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 (1010) "Great hotel! " £77 includes taxes & fees 28 Sept - 29 Sept [](https://www.expedia.co.uk/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.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) ![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) ![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 1.3 mi from Old Town Winchester 9.0/10 Wonderful (1003) "Front desk person was very helpful" £79 includes taxes & fees 29 Sept - 30 Sept [](https://www.expedia.co.uk/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde.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) ![Reception](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/51a72e04.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 8.8/10 Excellent (1015) "Great place to stay!" £76 includes taxes & fees 5 Oct - 6 Oct [](https://www.expedia.co.uk/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.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) ![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) ![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 (2156) "Would stay again if in the area. " £87 includes taxes & fees 23 Sept - 24 Sept [](https://www.expedia.co.uk/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.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) ![Lobby](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/29d89638.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) ### The Inn at Charles Town - Hollywood Casino 18.7 mi from Old Town Winchester 8.6/10 Excellent (491) "It is convenient to the casino and racetrack. The continental breakfast was average at best. For a tremendous breakfast try the Charlestown Family Diner across the street from this property." £229 includes taxes & fees 3 Oct - 4 Oct [](https://www.expedia.co.uk/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.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) ![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) ### Courtyard by Marriott Winchester 1.9 mi from Old Town Winchester 8.8/10 Excellent (875) "Nice rooms, staff was friendly " £86 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) ![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) ![32-inch flat-screen TV with digital channels, TV, Netflix](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/7c860f3e.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 (457) "Terrific Stay! Skylar at the front desk is always so welcoming & helpful!" £86 includes taxes & fees 13 Oct - 14 Oct [](https://www.expedia.co.uk/Winchester-Hotels-TownePlace-Suites-By-Marriott-Winchester.h2745505.Hotel-Information) ![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) ![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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/422ace16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/w3000h1997x0y0-2ca33d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Winchester 1.8 mi from Old Town Winchester 8.4/10 Very good (1096) "My favorite hotel in VA, always stay there when visiting friends and family. " £56 includes taxes & fees 20 Oct - 21 Oct [](https://www.expedia.co.uk/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/52d84062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/acf14b95.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 (428) "Excellent, historic, amazing breakfast and hostess" £131 includes taxes & fees 30 Sept - 1 Oct [](https://www.expedia.co.uk/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/eaa4b7cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (The Bamford Suite) | Premium bedding, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/50b1e67b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/f8c19c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/46449a17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hillbrook Inn 13.5 mi from Old Town Winchester 8.6/10 Excellent (669) "We had a wonderful time at Hillbrook. Loved the grounds, the cozy room, the spa massage was awesome!" £172 includes taxes & fees 7 Oct - 8 Oct [](https://www.expedia.co.uk/Martinsburg-Hotels-Hillbrook-Inn.h3082115.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/2000000/1250000/1246400/1246311/9fcf0199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Strasburg/Shenandoah Valley 16 mi from Old Town Winchester 8.2/10 Very good (1012) "No complaints, staff was friendly and helpful, the room was clean and the breakfast met our needs. " £59 includes taxes & fees 28 Sept - 29 Sept [](https://www.expedia.co.uk/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.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) ![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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/7e51069b.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 (1010) "Dog friendly, quiet and clean. " £68 includes taxes & fees 28 Sept - 29 Sept [](https://www.expedia.co.uk/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657.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) ![Indoor pool](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/3e194222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Microtel Inn & Suites by Wyndham Winchester 2.6 mi from Old Town Winchester 9.2/10 Wonderful (1343) "would definitely stay here again." £70 includes taxes & fees 29 Sept - 30 Sept [](https://www.expedia.co.uk/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.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) ![Interior](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a7fe3c2c.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) ### Hilton Garden Inn Winchester 1.3 mi from Old Town Winchester 8.8/10 Excellent (492) "Having the restaurant on site is so convenient!" £103 includes taxes & fees 20 Oct - 21 Oct [](https://www.expedia.co.uk/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.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) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/f4aba607.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) ### Quality Inn Stephens City - Winchester South 7.7 mi from Old Town Winchester 8.0/10 Very good (605) "Great stay!" £62 includes taxes & fees 20 Oct - 21 Oct [](https://www.expedia.co.uk/Winchester-Hotels-Quality-Inn-Stephens-City-Winchester-South.h4419.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/0776aa15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/dff66771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed | Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/e6a24681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/055110cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Front Royal 15.1 mi from Old Town Winchester 9.6/10 Exceptional (536) "Great hotel!" £119 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.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) ![Standard Room, 2 Queen Beds, Non Smoking | Hypo-allergenic bedding, down duvets, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/900000/892900/892882/decc147c.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) ![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 1.9 mi from Old Town Winchester 7.8/10 Good (1008) "Great stay offered a haven on a long trip!" £61 includes taxes & fees 29 Sept - 30 Sept [](https://www.expedia.co.uk/Winchester-Hotels-Sleep-Inn-Suites.h892882.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=2025-10-04&endDate=2025-10-05®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)[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) ## 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:ctdnFtsd%7CM%7DI%7DECA%5BQeAo%40iAs%40L_%40DB%5E%7BAFDDSDSf%40NDUHBR%7D%40RFLo%40o%40Wc%40USGHeBDuADw%40HaCjDM%3FETkCHcAeAG%7B%40Ew%40El%40mFFMFIFGJGHAJ%3FtA%5CRB%5CuC%5BGVwB_CaBaGgEiNmJ%3F%5B%7C%40iFi%40o%40Z%7BBDCHg%40Hq%40F_%40BSBS%60%40LFi%40F_%40Da%40Fa%40XHR%5BHk%40Hg%40OGHe%40%3FGPgALy%40p%40R%3F_%40L%7B%40%5EJRAd%40NDUBUBONDNDNDNDNDNDNDJBVHPFNBLBn%40PZYb%40J%40%40RFTcBbAXLDJc%40%5CuBDUN%7D%40MGAAc%40KDUW%40SAK%3Fa%40G_%40KHa%40VcBFQLy%40l%40PRHPFRFCP%7EAd%40BSxA%60%40ERRFVFN%3FNDEZJBND%40%40AFJDbAXGXEXALp%40RnG%7DAf%40KCLk%40zDaFwAC%60%40Mx%40Kt%40ZJa%40nCd%40NbAX%5CmCTDRFhAXVmB%7C%40VFc%40v%40oFJK%60%40%3FVB%5CDb%40JnCx%40nDbAF_%40RsAT%7DA%7EBn%40hClAh%40NlBv%40Kn%40_%40bCxA%60%40c%40lDYfBRj%40Kl%40E%5ELDEZ%3F%3FCXNDRFA%40XH%5C%3Fb%40LTFRFRFXHVRf%40NCTCLALCLCRId%40%5B%5EE%5CG%5CXJPDCPALCJCLADA%3FGASIMCGd%40Ib%40Kr%40O%60%40U%7EAHBTFRFCPERE%5CAJERYIG%60%40Ij%40%5DXM%7C%40ZJG%5ETHABKp%40z%40VBn%40JD%60%40JZLBM%60%40J%5EJQnAIb%40WlB%7B%40WC%3FECCNy%40Ui%40f%40%5BK%3FAOGMGA%3F%7B%40YEe%40MGq%40Q%3FABKc%40Ki%40O%5BAg%40O_%40KYIYIc%40R%5DKg%40QAJw%40WQw%40q%40Sg%40Oc%40Mc%40Pe%40O%3FDuAa%40%5D%40UIQGFe%40OE%3FBGCICm%40OCAk%40Oi%40%60%40QG%40CSEi%40ODWMCU%7CAGFM%60%40QnAKECJOp%40RFKl%40If%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%5EsEzY&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=fZ5k4VxrY6HuuI7umpgpSp91zQs=) ### 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 ![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 "Always enjoy our stay at the GW Hotel. We were upgraded to a Junior Suite with a jacuzzi tub — an added bonus! It is conveniently located just a short walk to the pedestrian only downtown shops and restaurants. We will surely return when we are in the area." [](https://expedia.co.uk/Winchester-Hotels-The-George-Washington-Hotel.h1364026.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 "Excellent staff every time we stay!!" [](https://expedia.co.uk/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Country Inn & Suites by Radisson, Winchester, VA](//images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg) ### Country Inn & Suites by Radisson, Winchester, VA 10/10 Excellent "Wifi could be a bit better" [](https://expedia.co.uk/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.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 "The hotel was very nice and the staff was great! Check-in was easy and very helpful. We had our breakfast included which worked out well. Tina, our server, was above and beyond. She was so friendly and offered my husband a few suggestions which was wonderful. Highly recommend anyone staying there. " [](https://expedia.co.uk/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Hampton Inn Winchester-University/Mall Area](//images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68_y.jpg) ### Hampton Inn Winchester-University/Mall Area 10/10 Excellent "Great staff.. clean, cozy " [](https://expedia.co.uk/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) ![SpringHill Suites by Marriott Winchester](//images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05_y.jpg) ### SpringHill Suites by Marriott Winchester 10/10 Excellent "y" [](https://expedia.co.uk/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![Hampton Inn Front Royal](//images.trvl-media.com/lodging/1000000/900000/892600/892585/75c26333_y.jpg) ### Hampton Inn Front Royal 10/10 Excellent "Everything was great. Only downside for me was the showerhead in the room didn't have a setting that was ideal for thicker hair. I'm not sure if there are low-flow water restrictions in Virginia, but there most volume I could get was on the light spray plus jet massage setting, and it just wasn't very effective. My hair is on the thicker side of average, not super thick, and my shower time was a lot longer than normal. I can't imagine how something with truly thick hair would ever get their scalp clean or hair rinsed." [](https://expedia.co.uk/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) ![Courtyard by Marriott Winchester](//images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/8f242b36_y.jpg) ### Courtyard by Marriott Winchester 10/10 Excellent "Very clean and the employees hospitality was outstanding. " [](https://expedia.co.uk/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) ![Quality Inn Winchester](//images.trvl-media.com/lodging/1000000/180000/172900/172810/0fd2f943_y.jpg) ### Quality Inn Winchester 10/10 Excellent "Welcoming atmosphere friendly staff " [](https://expedia.co.uk/Winchester-Hotels-Quality-Inn.h172810.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. 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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) - [Country Inn & Suites by Radisson, Winchester, VA](https://expedia.co.uk/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) - [Quality Inn Winchester](https://expedia.co.uk/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information) - [Rodeway Inn & Suites - Charles Town, WV](https://expedia.co.uk/Martinsburg-Hotels-Rodeway-Inn-Suites.h9868848.Hotel-Information) - [Hampton Inn Winchester-University/Mall Area](https://expedia.co.uk/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) - [The Inn at Charles Town - Hollywood Casino](https://expedia.co.uk/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) - [TRU By Hilton Winchester](https://expedia.co.uk/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information) - [TownePlace Suites by Marriott Front Royal](https://expedia.co.uk/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.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)