Title: 2 Stars Hotels in Winchester, Virginia from CA $86 - Find Cheap Winchester Hotels With 2 Stars | Expedia.ca [Winchester Travel Guide](https://expedia.ca/Winchester.dx6056879)[Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d6056879.Travel-Guide-Hotels)[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 Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d6056879.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d6056879.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 2 Stars Hotels in Winchester, Virginia from CA $86 - ![](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 2 Star Hotels Tonight [Dec 4 - Dec 5](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2025-12-04&endDate=2025-12-05&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2025-12-05&endDate=2025-12-06&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2025-12-05&endDate=2025-12-07&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6056879&startDate=2025-12-12&endDate=2025-12-14&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winchester 2 Star Hotels ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/878c91bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/84e63605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/45f48b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Martinsburg Martinsburg 8.6/10 Excellent (992) "The staff was professional and the rooms were clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra CA $116 CA $131 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/9d44a9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Smoking | Living area](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/38eadba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/19e0634f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Smoking | Living area](https://images.trvl-media.com/lodging/1000000/10000/9600/9600/fe05e412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Winchester Winchester 8.6/10 Excellent (1101) "Good price, good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George CA $95 CA $103 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Winchester-Hotels-Travelodge-By-Wyndham-Winchester.h9600.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) ![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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/be9a8325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Strasburg/Shenandoah Valley Strasburg 8.2/10 Very good (1001) "Friendly Staff, clean room." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Frank CA $100 CA $111 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/1000000/20000/10100/10086/ad87d83f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/10100/10086/af8ba0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10100/10086/01bb26bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10100/10086/80605b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Warrenton Warrenton 6.4/10 (1001) "We had a one-night stay. Our room was clean and comfortable and the staff was friendly and welcoming. Would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn CA $86 CA $92 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Warrenton-Hotels-Baymont-By-Wyndham-Warrenton.h10086.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/6a36301f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/e46c3593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/f8e3941a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Winchester Winchester 9.4/10 Exceptional (1079) "Very clean, helpful staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen CA $135 CA $147 total includes taxes & fees Dec 6 - Dec 7 [](https://www.expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.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) ![Lobby](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/5447905f.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) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/71000000/70930000/70921100/70921061/e8922549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Microtel Inn & Suites by Wyndham Winchester Winchester 9.2/10 Wonderful (1375) "Excellent accommodations" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Loretta CA $102 CA $111 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Winchester-Hotels-Microtel-Inn-Suites-By-Wyndham-Winchester.h70921061.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17600/17577/610f0a4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/17600/17577/11a0c1fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/1000000/20000/17600/17577/a0f67e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17600/17577/1ea65ce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn Leesburg, VA Leesburg 8.6/10 Excellent (1000) "Great place enjoyed our stay here" ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Marie CA $112 CA $128 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Leesburg-Hotels-Red-Roof-Inn-Leesburg.h17577.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/17b0fc68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/800932de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/16920465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/20000/20000/19971/a888dfb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Winchester-University/Mall Area Winchester 9.0/10 Wonderful (1000) "Staff, clean room, very comfortable bed!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terri CA $139 CA $157 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Winchester-UniversityMall-Area.h19971.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/4441f7ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/ad3e0e1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch LCD TV with satellite channels, TV](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/26679b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/ec2efbf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Charles Town Charles Town 9.4/10 Exceptional (1000) "Great stay for a quick day trip to visit family. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $143 CA $160 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Martinsburg-Hotels-Hampton-Inn-Suites-Charles-Town.h4532660.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/24400/24372/8c4e2827.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/30000/24400/24372/b44b506e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/30000/24400/24372/911f3be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24400/24372/b74b2b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarion Hotel & Conference Center Leesburg Leesburg 6.6/10 (1000) "Nice staff, easy access to area sights. Rooms are clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aileen CA $113 CA $130 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Leesburg-Hotels-Clarion-Hotel-Conference-Center-Leesburg.h24372.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/89e72fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/430b62d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/fcd6e875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/202ce6ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Charles Town by IHG Charles Town 9.2/10 Wonderful (1000) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gwinn CA $138 CA $156 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102720000/102710100/102710055/0ce58ab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/103000000/102720000/102710100/102710055/79b52ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/103000000/102720000/102710100/102710055/e40798c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102720000/102710100/102710055/18bfac1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru By Hilton Martinsburg Martinsburg 9.4/10 Exceptional (386) "Must stay here was amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick CA $111 CA $125 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Martinsburg-Hotels-Tru-By-Hilton-Martinsburg.h102710055.Hotel-Information) ![Pillowtop beds, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/a3d383f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/57a6dfe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/e6dc1dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Winchester Winchester 9.4/10 Exceptional (772) "Clean room, nice area, friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) chad CA $141 CA $154 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![Snack bar](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/b9c1387b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/bf8dce02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/76fedaf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/40000000/39500000/39493500/39493421/daf3dfdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TRU By Hilton Winchester Winchester 9.0/10 Wonderful (765) "The hotel was clean and the staff was pleasant." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherri CA $111 CA $120 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Winchester-Hotels-TRU-By-Hilton-Winchester.h39493421.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/34000000/33240000/33239400/33239366/7fbc98dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33240000/33239400/33239366/1dd81635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, towels](https://images.trvl-media.com/lodging/34000000/33240000/33239400/33239366/d71c26ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/34000000/33240000/33239400/33239366/58218475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apm Inn & Suites Martinsburg 6.6/10 (392) "Amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yan [](https://www.expedia.ca/Martinsburg-Hotels-APM-INN-SUITES.h33239366.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/27800/27753/d4ef746f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/27800/27753/eacf5cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/1000000/30000/27800/27753/5fdc2f8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/27800/27753/da58c788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites Kearneysville 7.2/10 Good (830) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $77 CA $86 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Martinsburg-Hotels-Quality-Inn-Suites.h27753.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/37800/37738/99f593e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/40000/37800/37738/c5eebee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/37800/37738/06c7a4ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/37800/37738/b0a4a255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Luray 7.4/10 Good (1002) "The breakfast is good. Good restaurants close by" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sharath CA $83 CA $96 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Luray-Hotels-Quality-Inn.h37738.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/12700/12669/f7787c43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/12700/12669/e23bf0f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/12700/12669/3ae2d743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking, Refrigerator & Microwave (with Sofabed)](https://images.trvl-media.com/lodging/1000000/20000/12700/12669/027c0252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Leesburg Hotel & Conference Center Leesburg 8.0/10 Very good (1001) "Hotel is great, clean and quiet" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $122 CA $140 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Leesburg-Hotels-Best-Western-Leesburg-Hotel-Conference-Center.h12669.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/330000/327400/327388/495de11d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/330000/327400/327388/e12d4d7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/330000/327400/327388/66fe56c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/330000/327400/327388/f93b311c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Woodstock Shenandoah Woodstock 8.8/10 Excellent (1000) "The hotel was clean.and I had a comfortable stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monique CA $131 CA $147 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Luray-Hotels-Comfort-Inn-Woodstock-Shenandoah.h327388.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/430000/421600/421517/5622bc24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/430000/421600/421517/d6e7d735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/430000/421600/421517/fa8552a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/1000000/430000/421600/421517/caff903a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Skyland Luray 8.8/10 Excellent (1000) "We have stayed before and always have a great time" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth [](https://www.expedia.ca/Luray-Hotels-Skyland.h421517.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%2F2Star-Winchester-Hotels.s20-0-d6056879.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F2Star-Winchester-Hotels.s20-0-d6056879.Travel-Guide-Filter-Hotels) ## Explore similar 3-star hotels Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Winchester. ![La Quinta Inn & Suites by Wyndham Winchester](https://images.trvl-media.com/lodging/3000000/2680000/2678600/2678524/3336c7bb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### La Quinta Inn & Suites by Wyndham Winchester 1055 Millwood Pike, Route 50 East Winchester VA CA $133 CA $145 total Dec 14 - Dec 15 includes taxes & fees 9.2/10 Wonderful! (2,241 reviews) [](https://expedia.ca/Winchester-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Winchester.h2678524.Hotel-Information) ![Hilton Garden Inn Dulles North](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/b8108f6b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilton Garden Inn Dulles North 22400 Flagstaff Plaza Ashburn VA CA $89 CA $102 total Dec 28 - Dec 29 includes taxes & fees 8.4/10 Very Good! (1,015 reviews) [](https://expedia.ca/Ashburn-Hotels-Hilton-Garden-Inn-Dulles-North.h2335184.Hotel-Information) ![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Country Inn & Suites by Radisson, Winchester, VA 141 Kernstown Commons Blvd Winchester VA CA $113 CA $122 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.6/10 Excellent! (1,001 reviews) [](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) Still don't see what you're looking for? [See all properties in Winchester.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F12%2F2025&endDate=06%2F12%2F2025®ionId=6056879&star=20) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F12%2F2025&endDate=06%2F12%2F2025®ionId=6056879&star=20&star=20&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F12%2F2025&endDate=06%2F12%2F2025®ionId=6056879&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F12%2F2025&endDate=06%2F12%2F2025®ionId=6056879&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F12%2F2025&endDate=06%2F12%2F2025®ionId=6056879&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=05%2F12%2F2025&endDate=06%2F12%2F2025®ionId=6056879&star=20&star=20&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. ## Winchester and related destinations - Winchester - Pueblo - Staunton - Florence - Nyack Stroll through the charming pedestrian mall in the historic district, where shops and excellent restaurants await. Delve into local culture at the Museum of the Shenandoah Valley or catch a show at the Bright Box Theatre. [See all hotels in Winchester](https://www.expedia.ca/Hotel-Search?startDate=2025-12-18&endDate=2025-12-19&adults=2®ionId=6056879) ![](https://images.trvl-media.com/place/6056879/5a1e10ca-c30d-4d41-816e-f5af84673df6.jpg?impolicy=fcrop&w=900&h=566&p=1&q=high) ## Top Winchester Hotel Reviews ![Motel 6 Winchester, VA](https://images.trvl-media.com/lodging/1000000/50000/43100/43087/f87cf676_y.jpg) ### Motel 6 Winchester, VA 10/10 Excellent "Good area " [](https://expedia.ca/Winchester-Hotels-Motel-6-Winchester.h43087.Hotel-Information) ## Find out more about Winchester Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Winchester, Winchester you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions. Several of the best hotels with 2 Stars in Winchester are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. 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[Jim Barnett Park ](https://www.expedia.ca/Jim-Barnett-Park-Winchester.d6164028.Vacation-Attraction) - [Book 2 Star Hotels in Winchester on Expedia.com ](https://www.expedia.com/2Star-Winchester-Hotels.s20-0-d6056879.Travel-Guide-Filter-Hotels)