Title: 10 Best Hotels in Winchester Historic District, Winchester for 2025 | 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) ![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) # Hotels in Winchester Historic District, Winchester ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.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 Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![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 Winchester Historic District Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Winchester+Historic+District%2C+Winchester%2C+Virginia%2C+United+States+of+America®ionId=918789051029594112&latLong=39.184877%2C-78.167913&adults=2&startDate=2025-10-16&d1=2025-10-16&endDate=2025-10-18&d2=2025-10-18&travelerType=family_friendly) Pool [](https://www.expedia.ca/Hotel-Search?destination=Winchester+Historic+District%2C+Winchester%2C+Virginia%2C+United+States+of+America®ionId=918789051029594112&latLong=39.184877%2C-78.167913&adults=2&startDate=2025-10-16&d1=2025-10-16&endDate=2025-10-18&d2=2025-10-18&amenities=POOL) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Winchester+Historic+District%2C+Winchester%2C+Virginia%2C+United+States+of+America®ionId=918789051029594112&latLong=39.184877%2C-78.167913&adults=2&startDate=2025-10-16&d1=2025-10-16&endDate=2025-10-18&d2=2025-10-18&amenities=HOT_TUB) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Winchester+Historic+District%2C+Winchester%2C+Virginia%2C+United+States+of+America®ionId=918789051029594112&latLong=39.184877%2C-78.167913&adults=2&startDate=2025-10-16&d1=2025-10-16&endDate=2025-10-18&d2=2025-10-18&amenities=PETS) ## Check prices for these dates Tonight [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=918789051029594112&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=918789051029594112&startDate=2025-10-03&endDate=2025-10-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=918789051029594112&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=918789051029594112&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Winchester Historic District hotels and places to stay ![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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/a8e7d0d0.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) ![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) ### The George Washington Hotel, A Wyndham Grand Hotel Winchester Historic District 9.4/10 Exceptional (1005) "Perfect location to visit for business or pleasure!" CA $177 CA $200 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Winchester-Hotels-The-George-Washington-Hotel.h1364026.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/8c81eb2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/22bccc43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/a0a5a84e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Renoir](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/ff749f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Auberge Provencale Inn & Restaurant 14.2 km from Winchester Historic District 9.6/10 Exceptional (172) "Wonderful staff and service!" CA $383 CA $423 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Winchester-Hotels-LAuberge-Provencale.h15945622.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) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1330000/1327400/1327336/6a69f2f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1330000/1327400/1327336/02fadc90.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 22.4 km from Winchester Historic District 9.2/10 Wonderful (621) "The property was very clean and the breakfast was excellent." CA $141 CA $158 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg-South-Inwood.h1327336.Hotel-Information) ![Elevator](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378.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 drapes, 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 25.7 km from Winchester Historic District 8.4/10 Very good (1003) "Mexican restaurant on site was convenient after a long day of driving. " CA $97 CA $108 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/2df64736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/ce971938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/c77f2534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/7a027ae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Strasburg Shenandoah Valley 24.8 km from Winchester Historic District 9.0/10 Wonderful (1000) "Service was excellent and very accommodating, we will be back " CA $164 CA $183 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-Strasburg-Shenandoah-Valley.h2230885.Hotel-Information) ![Suite, 1 Bedroom](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) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652870/69d352d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites Winchester by IHG 3.3 km from Winchester Historic District 8.8/10 Excellent (516) "The suites we're clean and spacious. The perfect stay for a family weekend!" CA $130 CA $141 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Winchester-Hotels-Candlewood-Suites-Winchester.h1652870.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/689131eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169428/a948cd9d.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) ### Hilton Garden Inn Winchester 2.1 km from Winchester Historic District 8.8/10 Excellent (494) "A great stop for our family of four on a long drive home." CA $159 CA $180 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Winchester-Hotels-Hilton-Garden-Inn-Winchester.h2169428.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/06bbe3a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 1 Queen Bed](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) ### Wayside Inn 19.7 km from Winchester Historic District 9.2/10 Wonderful (407) "Clean room and friendly staff. Air conditioning was very noisy and the inn needs some upkeep, but we would stay there again." CA $152 CA $182 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Middletown-Hotels-Wayside-Inn.h34467.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) ![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) ![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 3.2 km from Winchester Historic District 8.8/10 Excellent (459) "Nice place to stay. Great staff and breakfast." CA $149 CA $162 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Winchester.h2745505.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/c68804b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Additional Living Area)](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889084/aeec97ef.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 3.3 km from Winchester Historic District 9.0/10 Wonderful (1001) "Great hotel! " CA $123 CA $138 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/0fd2f943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/9e37f17d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/180000/172900/172810/c7da6581.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) ### Quality Inn Winchester 4.4 km from Winchester Historic District 9.2/10 Wonderful (1000) "We will be staying there again" CA $105 CA $115 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information) ![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/19700/19613/dabc5e45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19700/19613/4596badc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19700/19613/226ec321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19700/19613/174386aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Winchester 4.3 km from Winchester Historic District 6.6/10 (454) "I liked the area convenient to get on and off the highway." CA $92 CA $100 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Winchester-Hotels-Days-Inn-By-Wyndham-Winchester.h19613.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33120000/33110300/33110221/901f0183.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/34000000/33120000/33110300/33110221/eb562304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/34000000/33120000/33110300/33110221/4746b0aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33120000/33110300/33110221/c8e8c51c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ANS Inn & Suites 3.9 km from Winchester Historic District 7.6/10 Good (65) "Everyone here was so friendly. The cats in the lobby to greet guests was awesome." CA $84 CA $101 total includes taxes & fees Oct 4 - Oct 5 [](https://www.expedia.ca/Winchester-Hotels-ANS-Inn-Suites.h33110221.Hotel-Information) ![1 bedroom, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/164a5d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/a3d383f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/e6dc1dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Winchester 5.3 km from Winchester Historic District 9.4/10 Exceptional (731) "Spacious, comfortable room; convenient location right by a Target. " CA $156 CA $169 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.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) ![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) ![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) ![Lobby](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/56958e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn & Suites - Charles Town, WV 29.8 km from Winchester Historic District 8.6/10 Excellent (1027) "It is a very good place to stay " CA $97 CA $109 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Martinsburg-Hotels-Rodeway-Inn-Suites.h9868848.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) ![View from property](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066410/fb0da257.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) ![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 3.1 km from Winchester Historic District 9.0/10 Wonderful (770) "This was a very clean well run hotel and the staff was friendly and accomodating. Would definitely stay here again." CA $129 CA $140 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Winchester.h1066410.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/c38dcdad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/424ee863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1100000/1090600/1090593/38caae92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](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 2.9 km from Winchester Historic District 9.0/10 Wonderful (783) "Great place to stay!!" CA $167 CA $182 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Express-Hotel-Suites-Winchester.h1090593.Hotel-Information) ![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/6feea908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/85c667fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/5a90060e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/9b09e95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Charles Town/Harpers Ferry 29.7 km from Winchester Historic District 8.0/10 Very good (1001) "Decent place for the price. Staff was friendly. " CA $87 CA $98 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Martinsburg-Hotels-Days-Inn-By-Wyndham-Charles-TownHarpers-Ferry.h10620696.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/8f242b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/5ea79918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1500000/1497900/1497898/1b2ad59b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, 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 2.9 km from Winchester Historic District 8.8/10 Excellent (883) " Nice hotel" CA $149 CA $162 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Winchester-Hotels-Courtyard-By-Marriott-Winchester.h1497898.Hotel-Information) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/28616e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/d7931645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Double Beds, Smoking](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/65ba6c12.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 3 km from Winchester Historic District 8.4/10 Very good (1101) "My favorite hotel in VA, always stay there when visiting friends and family. " CA $96 CA $105 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.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.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17®ionId=918789051029594112&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Where to stay in Winchester Historic District Find the best Winchester Historic District areas and neighborhoods for the activities you enjoy most. [Learn more about Winchester Historic District](https://www.expedia.ca/Winchester-Winchester-Historic-District.dx918789051029594112) - Old Town Winchester ![](https://mediaim.expedia.com/destination/1/720fb116634761161ecda43d4ca150e7.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=6164092) ![Old Town Winchester map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:_wcnFvob%7CMwb%40cMxG_d%40bc%40pLeHpd%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=cQ4EDkUi5XQDLHlaDz0efbs34JQ=) ### Old Town Winchester Old Town Winchester is known for its ample dining options, and you can make a stop by Bright Box Theater and Shenandoah Valley Discovery Museum while in the area. [See properties](https://www.expedia.ca/Hotel-Search?regionId=6164092) ## Top Winchester Historic District Hotel Reviews ![Comfort Inn & Suites Winchester](//images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg) ### Comfort Inn & Suites Winchester 10/10 Excellent "Very nice property. " [](https://expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Ramada by Wyndham Strasburg/Shenandoah Valley](//images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378_y.jpg) ### Ramada by Wyndham Strasburg/Shenandoah Valley 10/10 Excellent "Clean and tidy room. Very pleasant staff." [](https://expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Winchester](//images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg) ### La Quinta Inn & Suites by Wyndham Winchester 10/10 Excellent "Convenient off I-81, clean, quiet,nice warm breakfast, even great dark roast coffee. Will definitely make this a stop on our way south annually" [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.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 room was spacious. " [](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Winchester-Se-Historic-Gateway.h1889084.Hotel-Information) ![DoubleTree by Hilton Front Royal Blue Ridge Shadows](//images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a_y.jpg) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows 10/10 Excellent "Love the cookies!" [](https://expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.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 "The bedding was comfortable. I enjoyed the breakfast waffle and there was a large selection of food to choose from. " [](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.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 "Very nice hotel, clean, new, service personnel are all friendly & professional. We enjoyed our stay and stay here again " [](https://expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![Quality Inn Winchester](//images.trvl-media.com/lodging/1000000/180000/172900/172810/0fd2f943_y.jpg) ### Quality Inn Winchester 10/10 Excellent "Spacious room, CLEAN comfortable beds and a good breakfast. A very good value!" [](https://expedia.ca/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information) ![Microtel Inn & Suites by Wyndham Winchester](//images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/fab1f657_y.jpg) ### Microtel Inn & Suites by Wyndham Winchester 10/10 Excellent "Great place with very cute rooms!! 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[Motels in Winchester](https://www.expedia.ca/Winchester-Motels.d6056879-aaMotels.Travel-Guide-Accommodation) - [Flights to Winchester](https://www.expedia.ca/Cheap-Flights-To-Winchester.d6056879.Travel-Guide-Flights) - [Flights from Winchester Regional](https://www.expedia.ca/lp/airports/wgo/flights-from-winchester-regional-airport) - [Flights from Clear Brook](https://www.expedia.ca/lp/flights/553248635975870250/flights-from-clear-brook) - [Flights from Blacksburg (BCB) to Winchester (WGO)](https://www.expedia.ca/lp/flights/bcb/wgo/blacksburg-to-winchester) - [Flights from Hartford (BDL) to Winchester (WGO)](https://www.expedia.ca/lp/flights/bdl/wgo/hartford-to-winchester) - [Flights from Baltimore (BWI) to Winchester (WGO)](https://www.expedia.ca/lp/flights/bwi/wgo/baltimore-to-winchester) - [Flights from Denver (DEN) to Winchester (WGO)](https://www.expedia.ca/lp/flights/den/wgo/denver-to-winchester) - [Flights from Dallas (DFW) to Winchester (WGO)](https://www.expedia.ca/lp/flights/dfw/wgo/dallas-to-winchester) - 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[Appleland Sports Center](https://www.expedia.ca/Appleland-Sports-Center-Stephens-City.d553248621587477489.Vacation-Attraction) - [Jim Barnett Park](https://www.expedia.ca/Jim-Barnett-Park-Winchester.d6164028.Vacation-Attraction) - [Winchester Vacations](https://www.expedia.ca/Winchester.d6056879.Destination-Travel-Guides) - [Budget Rental Cars in Winchester](https://www.expedia.ca/Budget-Car-Rentals-In-Winchester.d6056879-c39.Car-Rental-Guide-Suppliers) - [Car rental Winchester](https://www.expedia.ca/Car-Rentals-In-Winchester.d6056879.Car-Rental-Guide) - [National Car Rental Rental Cars in Winchester](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Winchester.d6056879-c42.Car-Rental-Guide-Suppliers) - [Winchester Vacation Rentals](https://www.expedia.ca/Winchester-Vacation-Rentals.d6056879.Travel-Guide-VacationRentals) - [Things to do in Winchester](https://www.expedia.ca/Things-To-Do-In-Winchester.d6056879.Travel-Guide-Activities) - [Book Hotels in Winchester Historic District on Expedia.com](https://www.expedia.com/Winchester-Historic-District-Winchester-Hotels.0-n918789051029594112-0.Travel-Guide-Filter-Hotels) - Explore a world of travel with Expedia ### Hotels in top Winchester neighborhoods - [Hotels in Old Town Winchester](https://expedia.ca/Old-Town-Winchester-Winchester-Hotels.0-n6164092-0.Travel-Guide-Filter-Hotels) - [Hotels in Winchester Historic District](https://expedia.ca/Winchester-Historic-District-Winchester-Hotels.0-n918789051029594112-0.Travel-Guide-Filter-Hotels) ### Hotels near popular Winchester Attractions - [Hotels near Shenandoah Valley Discovery Museum](https://expedia.ca/Shenandoah-Valley-Discovery-Museum-Hotels.0-l553248621587527659-0.Travel-Guide-Filter-Hotels) - [Hotels near Bright Box Theater](https://expedia.ca/Bright-Box-Theater-Hotels.0-l553248621561864843-0.Travel-Guide-Filter-Hotels) - [Hotels near Winchester Little Theater](https://expedia.ca/Winchester-Little-Theater-Hotels.0-l6164047-0.Travel-Guide-Filter-Hotels) - [Hotels near Stonewall Jackson's Headquarters](https://expedia.ca/Stonewall-Jacksons-Headquarters-Hotels.0-l6164032-0.Travel-Guide-Filter-Hotels) - [Hotels near Handley Regional Library](https://expedia.ca/Handley-Regional-Library-Hotels.0-l6164024-0.Travel-Guide-Filter-Hotels) - [Hotels near George Washington's Office](https://expedia.ca/George-Washingtons-Office-Hotels.0-l6164042-0.Travel-Guide-Filter-Hotels) - [Hotels near Old Court House Civil War Museum](https://expedia.ca/Old-Court-House-Civil-War-Museum-Hotels.0-l553248621532661844-0.Travel-Guide-Filter-Hotels) - [Hotels near Shenandoah National Park](https://expedia.ca/Shenandoah-National-Park-Hotels.0-l6025893-0.Travel-Guide-Filter-Hotels) - [Hotels near Hollywood Casino at Charles Town Races](https://expedia.ca/Hollywood-Casino-At-Charles-Town-Races-Hotels.0-l553248621532661960-0.Travel-Guide-Filter-Hotels) - [Hotels near Summit Point Motorsports Park](https://expedia.ca/Summit-Point-Motorsports-Park-Hotels.0-l6164103-0.Travel-Guide-Filter-Hotels) ### More Accommodation Types in Winchester Historic District - [Vacation Homes in Winchester](https://expedia.ca/Winchester-Private-Vacation-Homes.d6056879-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cabin Rentals in Winchester](https://expedia.ca/Winchester-Cabins.d6056879-aaCabins.Travel-Guide-Accommodation) - [Apartments in Winchester](https://expedia.ca/Winchester-Apartments.d6056879-aaApartments.Travel-Guide-Accommodation) - [Cottages in Winchester](https://expedia.ca/Winchester-Cottages.d6056879-aaCottages.Travel-Guide-Accommodation) - [Chalets in Winchester](https://expedia.ca/Winchester-Chalets.d6056879-aaChalets.Travel-Guide-Accommodation) - [Farmstay in Winchester](https://expedia.ca/Winchester-Agritourism.d6056879-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Winchester](https://expedia.ca/Winchester-Bed-And-Breakfast.d6056879-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Motels in Winchester](https://expedia.ca/Winchester-Motels.d6056879-aaMotels.Travel-Guide-Accommodation) - [Guest Houses in Winchester](https://expedia.ca/Winchester-Guest-Houses.d6056879-aaGuestHouses.Travel-Guide-Accommodation) - [Villas in Winchester](https://expedia.ca/Winchester-Villas.d6056879-aaVillas.Travel-Guide-Accommodation) - [Lodges in Winchester](https://expedia.ca/Winchester-Lodges.d6056879-aaLodges.Travel-Guide-Accommodation) - [Resorts in Winchester](https://expedia.ca/Winchester-Resort-Hotels.d6056879-aaResortHotels.Travel-Guide-Accommodation) - [RV Parks in Winchester](https://expedia.ca/Winchester-RV-Parks.d6056879-aaRVParks.Travel-Guide-Accommodation) - [Condo Rentals in Winchester](https://expedia.ca/Winchester-Condos.d6056879-aaCondos.Travel-Guide-Accommodation) - [Inns in Winchester](https://expedia.ca/Winchester-Inns.d6056879-aaInns.Travel-Guide-Accommodation) - [Aparthotels in Winchester](https://expedia.ca/Winchester-Apart-Hotels.d6056879-aaApartHotels.Travel-Guide-Accommodation) ### Hotels Close to Nearby Airports - [Hotels near Ronald Reagan Washington National Airport](https://expedia.ca/Ronald-Reagan-Washington-National-Airport-Hotels.0-aDCA-0.Travel-Guide-Filter-Hotels) - [Hotels near Baltimore Washington Intl. Thurgood Marshall Airport](https://expedia.ca/Baltimore-Washington-Intl-Thurgood-Marshall-Airport-Hotels.0-aBWI-0.Travel-Guide-Filter-Hotels) - [Hotels near Washington Dulles Intl. Airport](https://expedia.ca/Washington-Dulles-Intl-Airport-Hotels.0-aIAD-0.Travel-Guide-Filter-Hotels) - [Hotels near Winchester Regional Airport](https://expedia.ca/Winchester-Regional-Airport-Hotels.0-aWGO-0.Travel-Guide-Filter-Hotels) - [Hotels near Front Royal - Warren County Airport](https://expedia.ca/Front-Royal-Warren-County-Airport-Hotels.0-aFRR-0.Travel-Guide-Filter-Hotels) ### Winchester Historic District Hotels by Star Rating - [2 Star Hotels in Winchester Historic District](https://expedia.ca/2Star-Winchester-Historic-District-Winchester-Hotels.s20-n918789051029594112-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Winchester Historic District](https://expedia.ca/3Star-Winchester-Historic-District-Winchester-Hotels.s30-n918789051029594112-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Winchester Historic District](https://expedia.ca/4Star-Winchester-Historic-District-Winchester-Hotels.s40-n918789051029594112-0.Travel-Guide-Filter-Hotels) ### Winchester Historic District Hotels by Brand - [Independent Hotels](https://expedia.ca/Winchester-Historic-District-Winchester-Hotels-Independent.0-n918789051029594112-0--bIndependent.Travel-Guide-Filter-Hotels) - [Motel 6 Hotels](https://expedia.ca/Winchester-Historic-District-Winchester-Hotels-Motel-6.0-n918789051029594112-0--bMotel6.Travel-Guide-Filter-Hotels) ### Explore more hotels - [Days Inn by Wyndham Charles Town/Harpers Ferry](https://expedia.ca/Martinsburg-Hotels-Days-Inn-By-Wyndham-Charles-TownHarpers-Ferry.h10620696.Hotel-Information) - [Hampton Inn Front Royal](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) - [Rodeway Inn & Suites - Charles Town, WV](https://expedia.ca/Martinsburg-Hotels-Rodeway-Inn-Suites.h9868848.Hotel-Information) - [DoubleTree by Hilton Front Royal Blue Ridge Shadows](https://expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) - [Ramada by Wyndham Strasburg/Shenandoah Valley](https://expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) - [The Inn at Charles Town - Hollywood Casino](https://expedia.ca/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) - [Quality Inn Winchester](https://expedia.ca/Winchester-Hotels-Quality-Inn.h172810.Hotel-Information) - [Candlewood Suites Winchester by IHG](https://expedia.ca/Winchester-Hotels-Candlewood-Suites-Winchester.h1652870.Hotel-Information) - [Spark by Hilton Winchester](https://expedia.ca/Winchester-Hotels-Spark-By-Hilton-Winchester.h117743.Hotel-Information) - [Baymont by Wyndham Front Royal Near Shenandoah National Park](https://expedia.ca/Winchester-Hotels-Baymont-By-Wyndham-Front-Royal-Near-Shenandoah-National-Park.h10535.Hotel-Information) - [TRU By Hilton Winchester](https://expedia.ca/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information) - [Super 8 by Wyndham Front Royal](https://expedia.ca/Winchester-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.Hotel-Information) [See a list of all hotels in Winchester](https://expedia.ca/All-Winchester-Hotels.d6056879.Travel-Guide-City-All-Hotels) ### More ways to book - [Book Hotels in Winchester Historic District on Expedia.com](https://www.expedia.com/Winchester-Historic-District-Winchester-Hotels.0-n918789051029594112-0.Travel-Guide-Filter-Hotels) ### Expedia's Latest Trends Hotels - [Deerhurst Resort](https://expedia.ca/Huntsville-Hotels-Deerhurst-Resort.h23864.Hotel-Information) - [Hyatt Herald Square New York](https://expedia.ca/New-York-Hotels-Hyatt-Herald-Square-New-York.h3999100.Hotel-Information) - [Best Hotels in Fernie](https://expedia.ca/Fernie-Hotels.d181765.Travel-Guide-Hotels) - [Hotels near Los Angeles Airport](https://expedia.ca/Los-Angeles-Intl-Airport-Hotels.0-aLAX-0.Travel-Guide-Filter-Hotels) - [Cartagena Adults Only Resorts & Hotels](https://expedia.ca/Cartagena-Hotels-Adults-Only-Resorts.0-0-d926-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Casino at Luxor Las Vegas hotels](https://expedia.ca/Casino-At-Luxor-Las-Vegas-Hotels.0-l553248621555612912-0.Travel-Guide-Filter-Hotels) - [Arena Copacabana Hotel](https://expedia.ca/Rio-De-Janeiro-Hotels-Arena-Copacabana-Hotel.h3094577.Hotel-Information) - 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