Title: 3 Stars Hotels in Winchester Historic District, Winchester from CA $109 - Find Cheap Winchester Historic District Hotels With 3 Stars | Expedia.ca [Winchester Historic District Travel Guide](https://expedia.ca/Winchester-Winchester-Historic-District.dx918789051029594112)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d6056879.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.ca/Things-To-Do-In-Winchester.d6056879.Travel-Guide-Activities)[Winchester Historic District Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester-Historic-District.d918789051029594112.Car-Rental-Guide)[Winchester Historic District Vacations](https://expedia.ca/Winchester-Historic-District.d918789051029594112.Destination-Travel-Guides) ![A nice 3 block outdoor downtown shopping area with dining and bars also. ](https://images.trvl-media.com/place/6056879/3acc501a-a330-4063-b538-b2368ef6a4c5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Fernando Begay # 3 Stars Hotels in Winchester Historic District, Winchester from CA $109 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winchester Historic District 3 Star Hotels Tonight [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=918789051029594112&startDate=2025-12-12&endDate=2025-12-13&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=918789051029594112&startDate=2025-12-13&endDate=2025-12-14&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=918789051029594112&startDate=2025-12-12&endDate=2025-12-14&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=918789051029594112&startDate=2025-12-19&endDate=2025-12-21&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester Historic District 3-star hotels ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/9e66afda.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) ![Fitness facility](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/d8a75afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Winchester [](https://www.expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) Winchester 9.2/10 Wonderful (2222) "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 CA $141 CA $154 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/a391dd61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/f49e1754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/6b04791b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/39b30783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Winchester, VA [](https://www.expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) Winchester 8.8/10 Excellent (1001) "Have stayed here multiple times -always good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $116 CA $126 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![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) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/50dde1f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The George Washington Hotel, A Wyndham Grand Hotel [](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) Old Town Winchester 9.4/10 Exceptional (1006) "Great hotel!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CHARLES CA $174 CA $198 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.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) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/d236d605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Additional Living Area)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/aeec97ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Winchester Se-Historic Gateway by IHG [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) Winchester 9.0/10 Wonderful (1002) "Clean room, quiet area, good breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laurie CA $97 CA $109 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/1b2ad59b.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) ![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) ### Courtyard by Marriott Winchester [](https://www.expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) Winchester 9.0/10 Wonderful (915) "comfortable room, amenities and staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Prashant CA $147 CA $160 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.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) ![Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/5df91a0d.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/120000/117800/117743/4baca37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Winchester [](https://www.expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) Winchester 9.0/10 Wonderful (1001) "Great location close to restaurants " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SILVIA CA $104 CA $117 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/50595509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/673fcd79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/050b5ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/dcb5b936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Front Royal [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information) Front Royal 9.6/10 Exceptional (554) "Perfect for one night stay before Skyline Drive trip. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy CA $163 CA $182 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/6291b142.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) ![Casino](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/61b207d7.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 [](https://www.expedia.ca/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) Charles Town 8.6/10 Excellent (521) "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 CA $179 CA $214 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a7fe3c2c.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) ![Bar (on property)](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/ab47e230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/689131eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Winchester [](https://www.expedia.ca/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information) Winchester 9.0/10 Wonderful (508) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DONNA D CA $132 CA $149 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/3000000/2750000/2745600/2745505/0ecd0e18.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) ![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) ![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) ### TownePlace Suites by Marriott Winchester [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Winchester.h2745505.Hotel-Information) Winchester 8.8/10 Excellent (478) "Nice place to stay. Great staff and breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stormy CA $148 CA $161 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Winchester.h2745505.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/a3d72fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/9e80fe83.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/06bbe3a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wayside Inn [](https://www.expedia.ca/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) Middletown 9.2/10 Wonderful (416) "Historic inn. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $99 CA $123 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/30ef090b.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) ![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/0f03a335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/52d84062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carriage Inn B&B [](https://www.expedia.ca/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) Charles Town 9.6/10 Exceptional (439) "Excellent accommodations and breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $173 CA $196 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551300/98551264/c7865ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551300/98551264/bae86f26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551300/98551264/74557242.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551300/98551264/742ed326_edited_20e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chic Front Royal Retreat Near Shenandoah River! [](https://www.expedia.ca/Front-Royal-Hotels-Chic-Front-Royal-Retreat-Near-Shenandoah-River.h98551264.Hotel-Information) Front Royal 10/10 Exceptional (6) "Nice place near skyline drive" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timmy [](https://www.expedia.ca/Front-Royal-Hotels-Chic-Front-Royal-Retreat-Near-Shenandoah-River.h98551264.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550800/98550730/d3249f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550800/98550730/10293e98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550800/98550730/f8b664ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98550800/98550730/8dcc0cad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded Berkeley Springs Home w/ Fire Pit + Deck! [](https://www.expedia.ca/Berkeley-Springs-Hotels-Secluded-Berkeley-Springs-Home-W-Fire-Pit-Deck.h98550730.Hotel-Information) Berkeley Springs [](https://www.expedia.ca/Berkeley-Springs-Hotels-Secluded-Berkeley-Springs-Home-W-Fire-Pit-Deck.h98550730.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93204200/93204197/5a8565bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Front of property](https://images.trvl-media.com/lodging/94000000/93210000/93204200/93204197/f829392a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93204200/93204197/2bccaef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93204200/93204197/85d58737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunny Front Royal Vacation Rental w/ Hot Tub! [](https://www.expedia.ca/Front-Royal-Hotels-Sunny-Front-Royal-Vacation-Rental-W-Hot-Tub.h93204197.Hotel-Information) Front Royal [](https://www.expedia.ca/Front-Royal-Hotels-Sunny-Front-Royal-Vacation-Rental-W-Hot-Tub.h93204197.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199900/93199813/bdea0867.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199900/93199813/6985fe33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199900/93199813/ca84f476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93200000/93199900/93199813/26a42433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Front Royal Retreat \~ 1 Mi to National Park! [](https://www.expedia.ca/Front-Royal-Hotels-Front-Royal-Retreat-1-Mi-To-National-Park.h93199813.Hotel-Information) Front Royal [](https://www.expedia.ca/Front-Royal-Hotels-Front-Royal-Retreat-1-Mi-To-National-Park.h93199813.Hotel-Information) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/102000000/101850000/101845400/101845369/39556d19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/102000000/101850000/101845400/101845369/f09eeeea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/102000000/101850000/101845400/101845369/dfe6045a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/102000000/101850000/101845400/101845369/de28d4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charles Town Townhome: 9 Mi to Harpers Ferry [](https://www.expedia.ca/Charles-Town-Hotels-Charles-Town-Townhome-4-Mi-To-Hollywood-Casino.h101845369.Hotel-Information) Charles Town [](https://www.expedia.ca/Charles-Town-Hotels-Charles-Town-Townhome-4-Mi-To-Hollywood-Casino.h101845369.Hotel-Information) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109690000/109682500/109682488/41b422b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109690000/109682500/109682488/c068279b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109690000/109682500/109682488/f0f6d4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/110000000/109690000/109682500/109682488/e25ed46a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Mi to Hollywood Casino: Charles Town Townhome! [](https://www.expedia.ca/Charles-Town-Hotels-2-Mi-To-Hollywood-Casino-Charles-Town-Townhome.h109682488.Hotel-Information) Charles Town [](https://www.expedia.ca/Charles-Town-Hotels-2-Mi-To-Hollywood-Casino-Charles-Town-Townhome.h109682488.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551900/98551827/942c7487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551900/98551827/8b8d93de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551900/98551827/b660e49b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/99000000/98560000/98551900/98551827/2f1047db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Home in Star Tannery w/ Private Backyard! [](https://www.expedia.ca/Strasburg-Hotels-Cozy-Home-In-Star-Tannery-W-Private-Backyard.h98551827.Hotel-Information) Strasburg [](https://www.expedia.ca/Strasburg-Hotels-Cozy-Home-In-Star-Tannery-W-Private-Backyard.h98551827.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93207100/93207046/385f380b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93207100/93207046/c695947f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93207100/93207046/04243560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93207100/93207046/9bc30309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cabin With Sunroom & Cacapon River Access! [](https://www.expedia.ca/Capon-Bridge-Hotels-Cozy-Cabin-With-Sunroom-Cacapon-River-Access.h93207046.Hotel-Information) Capon Bridge 10/10 Exceptional (2) "We had a fantastic family trip. This was a great landing point to amazing outdoor adventures in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer [](https://www.expedia.ca/Capon-Bridge-Hotels-Cozy-Cabin-With-Sunroom-Cacapon-River-Access.h93207046.Hotel-Information) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F3Star-Winchester-Historic-District-Winchester-Hotels.s30-n918789051029594112-0.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F3Star-Winchester-Historic-District-Winchester-Hotels.s30-n918789051029594112-0.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Winchester Historic District. ![DoubleTree by Hilton Front Royal Blue Ridge Shadows](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows 111 Hospitality Drive Front Royal VA CA $134 CA $148 total Dec 18 - Dec 19 includes taxes & fees 8.8/10 Excellent! (1,000 reviews) [](https://expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![Hillbrook Inn](https://images.trvl-media.com/lodging/4000000/3090000/3082200/3082115/eaa4b7cf_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hillbrook Inn 4490 Summit Point Road Charles Town WV CA $208 CA $268 total Dec 18 - Dec 19 includes taxes & fees 9.4/10 Exceptional! (123 reviews) [](https://expedia.ca/Martinsburg-Hotels-Hillbrook-Inn.h3082115.Hotel-Information) ![L'Auberge Provencale Inn & Restaurant](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/8c81eb2d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### L'Auberge Provencale Inn & Restaurant 13630 Lord Fairfax Hwy Boyce VA CA $395 CA $436 total Dec 16 - Dec 17 includes taxes & fees 9.4/10 Exceptional! (174 reviews) [](https://expedia.ca/Winchester-Hotels-LAuberge-Provencale.h15945622.Hotel-Information) Still don't see what you're looking for? [See all properties in Winchester Historic District.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025®ionId=918789051029594112&star=30) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025®ionId=918789051029594112&star=30&star=30&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025®ionId=918789051029594112&star=30&star=30&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025®ionId=918789051029594112&star=30&star=30&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025®ionId=918789051029594112&star=30&star=30&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=13%2F12%2F2025&endDate=14%2F12%2F2025®ionId=918789051029594112&star=30&star=30&amenities=WATER_PARK) 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. ## Top Winchester Historic District Hotel Reviews ![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 "Clean room, quiet area, good breakfast" [](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.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 "Comfortable and clean room." [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg) ### Country Inn & Suites by Radisson, Winchester, VA 10/10 Excellent "Room was large, very clean and very comfortable." [](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![The Inn at Charles Town - Hollywood Casino](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/fd85fd97_y.jpg) ### The Inn at Charles Town - Hollywood Casino 10/10 Excellent "Very clean which is what I really care about. Also it was quiet. I plan to stay here again. I like how to an easily walk to sheets. We never went to the casino, but would like to one day. Both of the ladies who ran the continental breakfast were so nice and helpful." 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