Title: Top 10 Hotels in Chester Gap, VA from $64 - Competitive Prices | Expedia.com [Vacation Rentals in Chester Gap](https://expedia.com/Chester-Gap-Vacation-Rentals.d553248635975865285.Travel-Guide-VacationRentals)[Car Rentals in Chester Gap](https://expedia.com/Car-Rentals-In-Chester-Gap.d553248635975865285.Car-Rental-Guide)[Chester Gap Vacation Packages](https://expedia.com/Chester-Gap.d553248635975865285.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Chester Gap Family friendly [](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-15&d2=2026-04-15&travelerType=family_friendly) Cabin [](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-15&d2=2026-04-15&lodging=CABIN) Pet friendly [](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-15&d2=2026-04-15&amenities=PETS) Pool [](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-15&d2=2026-04-15&amenities=POOL) Farm [](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-15&d2=2026-04-15&lodging=AGRITOURISM) Hot tub [](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-15&d2=2026-04-15&amenities=HOT_TUB) Apart­ment [](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-15&d2=2026-04-15&lodging=APARTMENT) Cottage [](https://www.expedia.com/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-15&d2=2026-04-15&lodging=COTTAGE) ## Check prices for these dates Tonight [Mar 30 - Mar 31](https://www.expedia.com/Hotel-Search?regionId=553248635975865285&startDate=2026-03-30&endDate=2026-03-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 31 - Apr 1](https://www.expedia.com/Hotel-Search?regionId=553248635975865285&startDate=2026-03-31&endDate=2026-04-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=553248635975865285&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=553248635975865285&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chester Gap hotels ![Exterior](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663.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) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/c6c8c1e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/557f4fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Winchester [](https://www.expedia.com/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) Winchester 9.4/10 Exceptional (1,093 reviews) "Great location; easy access off hwy. Very nice staff; clean room; comfortable beds and nice breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Theresa $103 nightly $112 total Apr 27 - Apr 28 Total with taxes and fees [](https://www.expedia.com/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/w3840h2556x0y4-810f7f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/54c3ac5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/40efde4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/6c4fd659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Front Royal [](https://www.expedia.com/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) Front Royal 9.0/10 Wonderful (1,001 reviews) "All the staff members were so nice and kind!! The hotel room I booked were very clean and spotless, and the breakfast was even fresh too!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenny $102 nightly $113 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.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) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/b42e7086.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) ![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.com/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) Winchester 8.8/10 Excellent (1,001 reviews) "Very clean rooms and friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine $91 nightly $99 total Apr 20 - Apr 21 Total with taxes and fees [](https://www.expedia.com/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/83ee60b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/cb88e2d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/ef7d5b18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/fde0973a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Winchester South-Stephens City by IHG [](https://www.expedia.com/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information) Stephens City 8.2/10 Very Good (841 reviews) "Yes. Parking was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John $95 nightly $103 total Apr 18 - Apr 19 Total with taxes and fees [](https://www.expedia.com/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/ce971938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/29f2198e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/34142b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/e8d6877f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Strasburg Shenandoah Valley [](https://www.expedia.com/Winchester-Hotels-Fairfield-Inn-Suites-Strasburg-Shenandoah-Valley.h2230885.Hotel-Information) Strasburg 9.0/10 Wonderful (1,001 reviews) "Asked for quiet floor after a long week of travels for work and he put me on the 4th floor Was super quiet , super clean and breakfast was decent," ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) angie $101 nightly $113 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Winchester-Hotels-Fairfield-Inn-Suites-Strasburg-Shenandoah-Valley.h2230885.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) ![Property amenity](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/dcb5b936.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) ### TownePlace Suites by Marriott Front Royal [](https://www.expedia.com/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information) Front Royal 9.6/10 Exceptional (568 reviews) "Clean room, friendly and helpful staff, good breakfast, I would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine $124 nightly $137 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/10b5cc1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/4749606b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/d565eb6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/a71565c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Front Royal Near Shenandoah National Park [](https://www.expedia.com/Front-Royal-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.Hotel-Information) Front Royal 7.6/10 Good (1,000 reviews) "The national park was close by. That’s why we chose this location. That’s the only positive thing I can say. The rooms weren’t clean. The bathroom was disgusting. I stay in a lot of places to simply shower and sleep, but I wouldn’t stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alayna $64 nightly $71 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Front-Royal-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.Hotel-Information) ![Basic Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34060000/34056700/34056608/4a9ef484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mountain view](https://images.trvl-media.com/lodging/35000000/34060000/34056700/34056608/689bfb7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34060000/34056700/34056608/8da8a9af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34060000/34056700/34056608/b085c29d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hillside [](https://www.expedia.com/Luray-Hotels-Hillside-Motel.h34056608.Hotel-Information) Luray 9.0/10 Wonderful (1,001 reviews) "Cute little motel, renovated and nice both interior and exterior! Definitely will stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica $102 nightly $118 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Luray-Hotels-Hillside-Motel.h34056608.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/220661a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/69b7649a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elevator](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/2e837b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Strasburg/Shenandoah Valley [](https://www.expedia.com/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) Strasburg 8.4/10 Very Good (1,004 reviews) "Nice room and good location for an overnight stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward $79 nightly $88 total Apr 15 - Apr 16 Total with taxes and fees [](https://www.expedia.com/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/a99c9843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/24e47a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Double Beds, Non Smoking | Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/04b17554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/4c832c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax Inn Motel [](https://www.expedia.com/Winchester-Hotels-Relax-Inn-Motel.h11854156.Hotel-Information) Front Royal 8.2/10 Very Good (262 reviews) "Nice place for the price, in this town it's pretty much the best place to stay if you don't want to pay 150+ " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James $62 nightly $69 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Winchester-Hotels-Relax-Inn-Motel.h11854156.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/16000000/15800000/15799900/15799885/030e20be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/16000000/15800000/15799900/15799885/7d6688ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, soundproofing, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/16000000/15800000/15799900/15799885/2186fef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, soundproofing, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/16000000/15800000/15799900/15799885/8303a152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Twi-Lite Inn [](https://www.expedia.com/Winchester-Hotels-Twi-Lite-Motel.h15799885.Hotel-Information) Front Royal 8.2/10 Very Good (548 reviews) "Clean, comfortable room. Staff was nice and I really enjoyed my stay. Motel was in a high traffic area, but still a quiet stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel $75 nightly $83 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Winchester-Hotels-Twi-Lite-Motel.h15799885.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/22bccc43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/8c81eb2d.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/16000000/15950000/15945700/15945622/23fa04d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Renoir | Premium bedding, individually decorated, individually furnished, desk](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 [](https://www.expedia.com/Winchester-Hotels-LAuberge-Provencale.h15945622.Hotel-Information) Boyce 9.6/10 Exceptional (176 reviews) "Everything about this special place is incredible." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James $206 nightly $227 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Winchester-Hotels-LAuberge-Provencale.h15945622.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/6e95af26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/df92df6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/e1bc7cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, Private Bathroom (Windsor Suite) | Deep soaking bathtub](https://images.trvl-media.com/lodging/20000000/19130000/19126100/19126061/c20a2340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glen Gordon Manor [](https://www.expedia.com/Huntly-Hotels-Glen-Gordon-Manor.h19126061.Hotel-Information) Huntly 9.8/10 Exceptional (96 reviews) "Staff was efficient, professional, personable, thoughtful. Facilities were lovely, Breakfast was excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander and Judith $299 nightly $327 total Apr 15 - Apr 16 Total with taxes and fees [](https://www.expedia.com/Huntly-Hotels-Glen-Gordon-Manor.h19126061.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/9cf3d079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/4c7ae30b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows [](https://www.expedia.com/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) Front Royal 9.0/10 Wonderful (1,002 reviews) "Clean, staff was very polite and efficient." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marc $87 nightly $96 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/28000000/27140000/27137100/27137088/a8e8b9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Balcony | Balcony](https://images.trvl-media.com/lodging/28000000/27140000/27137100/27137088/f1d7b990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 Queen Bed, Balcony | Egyptian cotton sheets, hypo-allergenic bedding, memory foam beds](https://images.trvl-media.com/lodging/28000000/27140000/27137100/27137088/e8898863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/28000000/27140000/27137100/27137088/e996c5c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hopkins Ordinary Bed Breakfast and Ale Works [](https://www.expedia.com/Sperryville-Hotels-Hopkins-Ordinary-Bed-Breakfast-And-Ale-Works.h27137088.Hotel-Information) Sperryville 9.8/10 Exceptional (33 reviews) "Great place. Good food, great beer." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phil $299 nightly $327 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Sperryville-Hotels-Hopkins-Ordinary-Bed-Breakfast-And-Ale-Works.h27137088.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/4a54bb78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/28c2a2c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/472dffdc.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) ### Quality Inn Stephens City - Winchester South [](https://www.expedia.com/Winchester-Hotels-Quality-Inn-Stephens-City-Winchester-South.h4419.Hotel-Information) Stephens City 8.0/10 Very Good (646 reviews) "Great location safe area clean rooms good price" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaine $80 nightly $87 total Apr 14 - Apr 15 Total with taxes and fees [](https://www.expedia.com/Winchester-Hotels-Quality-Inn-Stephens-City-Winchester-South.h4419.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/114000000/113270000/113269100/113269100/48c00acb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/114000000/113270000/113269100/113269100/2dcb88a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113270000/113269100/113269100/79baa8b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113270000/113269100/113269100/49aeaad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Foster Harris House [](https://www.expedia.com/Washington-Hotels-The-Foster-Harris-House.h113269100.Hotel-Information) Washington 10/10 Exceptional (5 reviews) "Lovely inn in a great location three course breakfast with one of the best scones I have eaten " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary $499 nightly $538 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Washington-Hotels-The-Foster-Harris-House.h113269100.Hotel-Information) ![Premier Villa, 1 King Bed, Mountain View | Terrace/patio](https://images.trvl-media.com/lodging/14000000/13400000/13391000/13390991/a36aa267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13400000/13391000/13390991/c8efbec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/14000000/13400000/13391000/13390991/12f25c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/14000000/13400000/13391000/13390991/445f5296.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### White Moose Inn [](https://www.expedia.com/Washington-Hotels-White-Moose-Inn.h13390991.Hotel-Information) Washington 9.8/10 Exceptional (154 reviews) "This place was beautiful and charming. Breakfast was delicious, and the staff is very friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca $342 nightly $369 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Washington-Hotels-White-Moose-Inn.h13390991.Hotel-Information) ![Winery](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/79eb6aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/c5b2135d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Winery](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/03d5d9db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/25f6542c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Front Royal Near Shenandoah National Park [](https://www.expedia.com/Winchester-Hotels-Baymont-By-Wyndham-Front-Royal-Near-Shenandoah-National-Park.h10535.Hotel-Information) Front Royal 6.4/10 (934 reviews) "Great location, price, and people! Would definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amelia $58 nightly $64 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Winchester-Hotels-Baymont-By-Wyndham-Front-Royal-Near-Shenandoah-National-Park.h10535.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/06bbe3a4.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) ### Wayside Inn [](https://www.expedia.com/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) Middletown 9.2/10 Wonderful (426 reviews) "Old building but clean and very comfortable. Perfect spot and price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caroline $81 nightly $89 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Middletown-Hotels-Wayside-Inn.h34467.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.com/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14®ionId=553248635975865285&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChester-Gap-Hotels.d553248635975865285.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Gap-Hotels.d553248635975865285.Travel-Guide-Hotels) ## Learn more about Chester Gap Check out popular sights like Shenandoah National Park as you discover the local area in Chester Gap. [See all hotels in Chester Gap](https://www.expedia.com/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14&adults=2®ionId=553248635975865285) ![](https://images.trvl-media.com/place/553248635975865285/f9238aa1-8e19-4f36-bc38-1a5bd9663644.jpg?impolicy=fcrop&w=400&h=400&p=1&q=high) Photo by Brian V. Rowe ## Top Chester Gap Hotel Reviews ![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg) ### Comfort Inn & Suites Winchester 10/10 Excellent "Everything was fresh and the area was very clean with lots of staff attending." [](https://expedia.com/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Ramada by Wyndham Strasburg/Shenandoah Valley](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/220661a2_y.jpg) ### Ramada by Wyndham Strasburg/Shenandoah Valley 6/10 Okay "Check-in was easy, even though it was at 11 pm. The room smelled horribly musty. The bed, pillows, covers could all use updating. The telephone wasn't even connected to the wall so there was no way to call the front desk or any outside line. The breakfast was surprisingly pretty good. For the price, this was ok for one night only." [](https://expedia.com/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/a391dd61_y.jpg) ### Country Inn & Suites by Radisson, Winchester, VA 10/10 Excellent "Hotel was very nice. I have been there many times. The only negative thing is they only had skim milk." [](https://expedia.com/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![Fairfield Inn & Suites Strasburg Shenandoah Valley](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/ce971938_y.jpg) ### Fairfield Inn & Suites Strasburg Shenandoah Valley 10/10 Excellent "Amazing staff!!!" [](https://expedia.com/Winchester-Hotels-Fairfield-Inn-Suites-Strasburg-Shenandoah-Valley.h2230885.Hotel-Information) !["Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub ](https://images.trvl-media.com/lodging/23000000/22250000/22243700/22243657/edab5469_y.jpg) ### "Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub 10/10 Excellent "Cleanest, coziest cabin ive been to! Would love to return" [](https://expedia.com/Rileyville-Hotels-Walden-Spectacular-Riverfront-Cabin-On-54-Acres-Whot-Tub-Near-Luray.h22243657.Hotel-Information) ![Super 8 by Wyndham Front Royal Near Shenandoah National Park](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/10b5cc1e_y.jpg) ### Super 8 by Wyndham Front Royal Near Shenandoah National Park 10/10 Excellent "Breakfast options were minimal." [](https://expedia.com/Front-Royal-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.Hotel-Information) ![Hillside](https://images.trvl-media.com/lodging/35000000/34060000/34056700/34056608/4a9ef484_y.jpg) ### Hillside 10/10 Excellent "This was the loveliest motel I have ever stayed in! The room was very well maintained, spotless and decorated with taste. It had a modern feel which has been a rarity in most of the motels I have stayed in. I had everything needed in the room: Wi-Fi, TV, microwave, a fridge and a coffee maker which made the stay very comfortable. There was also a pool outside however it was off season so it was closed. The staff was super nice and helpful. The location was great: just a short drive to the center of town as well as the Luray caverns and close to the entrance of the Shenandoah national park which was fantastic for hiking. This place is just a gem!" [](https://expedia.com/Luray-Hotels-Hillside-Motel.h34056608.Hotel-Information) ![Baymont by Wyndham Front Royal Near Shenandoah National Park](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/79eb6aef_y.jpg) ### Baymont by Wyndham Front Royal Near Shenandoah National Park 10/10 Excellent "Breakfast was great, the room was clean & warm! We’ll come back for sure!!" [](https://expedia.com/Winchester-Hotels-Baymont-By-Wyndham-Front-Royal-Near-Shenandoah-National-Park.h10535.Hotel-Information) ![Hampton Inn Front Royal](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/810f7f7f_y.jpg) ### Hampton Inn Front Royal 10/10 Excellent "Everything was amazing! We actually left another hotel because it was dirty and didn’t feel safe. We found this place randomly during our drive and couldn’t have been happier. The room was spotless, the staff was friendly, and we had a great night’s sleep." [](https://expedia.com/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) ## More cheap stays in Chester Gap ![Super 8 by Wyndham Front Royal Near Shenandoah National Park](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/10b5cc1e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Super 8 by Wyndham Front Royal Near Shenandoah National Park 111 South St Front Royal VA $64 nightly $71 total Mar 31 - Apr 1 Total with taxes and fees 7.6/10 Good! (1,000 reviews) [](https://expedia.com/Front-Royal-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.Hotel-Information) ![Quality Inn Stephens City - Winchester South](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/4a54bb78_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn Stephens City - Winchester South 167 Town Run Ln Stephens City VA $80 nightly $87 total Apr 14 - Apr 15 Total with taxes and fees 8/10 Very Good! (646 reviews) [](https://expedia.com/Winchester-Hotels-Quality-Inn-Stephens-City-Winchester-South.h4419.Hotel-Information) ![Ramada by Wyndham Strasburg/Shenandoah Valley](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/220661a2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Ramada by Wyndham Strasburg/Shenandoah Valley 21 Signal Knob Dr Strasburg VA $79 nightly $88 total Apr 15 - Apr 16 Total with taxes and fees 8.4/10 Very Good! (1,004 reviews) [](https://expedia.com/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ![Holiday Inn Express Winchester South-Stephens City by IHG](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/83ee60b6_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express Winchester South-Stephens City by IHG 165 Town Run Ln Stephens City VA $95 nightly $103 total Apr 18 - Apr 19 Total with taxes and fees 8.2/10 Very Good! (841 reviews) [](https://expedia.com/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information) ![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn & Suites Winchester 195 Kernstown Commons Blvd Winchester VA $103 nightly $112 total Apr 27 - Apr 28 Total with taxes and fees 9.4/10 Exceptional! (1,093 reviews) [](https://expedia.com/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Hampton Inn Front Royal](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/810f7f7f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Front Royal 9800 Winchester Rd Front Royal VA $102 nightly $113 total Apr 12 - Apr 13 Total with taxes and fees 9/10 Wonderful! (1,001 reviews) [](https://expedia.com/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) ## Hotels in Chester Gap with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 1 properties [](https://expedia.com/5Star-Chester-Gap-Hotels.s50-0-d553248635975865285.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 6 properties [](https://expedia.com/4Star-Chester-Gap-Hotels.s40-0-d553248635975865285.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 41 properties [](https://expedia.com/3Star-Chester-Gap-Hotels.s30-0-d553248635975865285.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 66 properties [](https://expedia.com/2Star-Chester-Gap-Hotels.s20-0-d553248635975865285.Travel-Guide-Filter-Hotels) ## Frequently asked questions ### What is the best area to stay in Chester Gap? > Chester Gap is a small, unincorporated community located in the Blue Ridge Mountains, offering a peaceful setting. The area is characterized by its scenic mountain views, wooded landscapes, and a slower pace of life. You'll find a scattering of independent accommodations, often with direct access to hiking trails and natural beauty. > > > For couples looking for a quiet escape, Chester Gap provides an ideal setting. Many accommodations here offer private settings with amenities like hot tubs or fireplaces, superb for relaxation after a day of exploring. ### When is the best time to go to Chester Gap? > Spring brings mild temperatures, blooming wildflowers, and lush greenery, making it ideal for hiking and enjoying the scenic beauty of the Blue Ridge Mountains. The air is crisp, and the trails are less crowded than in peak summer. > > > Fall offers cooler weather and the spectacular display of autumn foliage. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Chester Gap hotel booking with Expedia? > \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo. ### How much is the nightly rate at a Chester Gap hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Chester Gap Cellars ](https://www.expedia.com/Chester-Gap-Cellars-Hotels.0-l553248621587527596-0.Travel-Guide-Filter-Hotels) - [Hotels near Rappahannock Cellars ](https://www.expedia.com/Rappahannock-Cellars-Hotels.0-l553248621532661813-0.Travel-Guide-Filter-Hotels) - [Huntly Hotels ](https://www.expedia.com/Huntly-Hotels.d3000460054.Travel-Guide-Hotels) - [5 Star Hotels in Huntly ](https://www.expedia.com/5Star-Huntly-Hotels.s50-0-d3000460054.Travel-Guide-Filter-Hotels) - [B&B in Huntly ](https://www.expedia.com/Huntly-Bed-And-Breakfast.d3000460054-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Huntly ](https://www.expedia.com/Huntly-Cabins.d3000460054-aaCabins.Travel-Guide-Accommodation) - [Apartments in Huntly ](https://www.expedia.com/Huntly-Apartments.d3000460054-aaApartments.Travel-Guide-Accommodation) - 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