Title: Chester Gap Villas from CA $94 | Expedia.ca [Chester Gap Travel Guide](https://expedia.ca/Chester-Gap.dx553248635975865285)[Hotels in Chester Gap](https://expedia.ca/Chester-Gap-Hotels.d553248635975865285.Travel-Guide-Hotels)[Vacation Rentals in Chester Gap](https://expedia.ca/Chester-Gap-Vacation-Rentals.d553248635975865285.Travel-Guide-VacationRentals)[Chester Gap Car Rentals](https://expedia.ca/Car-Rentals-In-Chester-Gap.d553248635975865285.Car-Rental-Guide)[Chester Gap Vacation Packages](https://expedia.ca/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__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 prices for these dates In two weeks [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Chester Gap ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/5e0036d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/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.ca/Front-Royal-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.Hotel-Information) Front Royal 7.6/10 Good (1,000 reviews) "The staff was friendly and attentive. The room was clean. The breakfast was good, with pancakes, toast, cereal, juice, and coffee. Good location for visiting Shenandoah National Park." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresa CA $84 CA $94 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Front-Royal-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/39b30783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/6b04791b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Country Inn & Suites by Radisson, Winchester, VA [](https://www.expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) Winchester 8.8/10 Excellent (1,000 reviews) "Courteous staff, clean room. Nice to have free breakfast available." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mary CA $115 CA $125 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.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) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/557f4fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/8506bf92.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 [](https://www.expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) Winchester 9.4/10 Exceptional (1,100 reviews) "Staff was very friendly and room was great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney CA $135 CA $147 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/d516e677.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) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/40efde4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/w3840h2556x0y4-a519cf5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Front Royal [](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) Front Royal 9.0/10 Wonderful (1,001 reviews) "Very nice breakfast (eggs sausage, potatoes, ...), clean lobby, and all the staff was friendly, including Beatrix. Also we appreciated the attention to a clean and warm pool room on a very cold January. Great mexican 1 mile away at Potrillo's." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kenneth CA $133 CA $148 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/2e837b11.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) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/4bbed885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/220661a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Strasburg/Shenandoah Valley [](https://www.expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) Strasburg 8.4/10 Very good (1,000 reviews) "Great stay everyone friendly will stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary K CA $104 CA $116 total includes taxes & fees Mar 6 - Mar 7 [](https://www.expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/cb88e2d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/ab6f1ae4.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/83ee60b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Winchester South-Stephens City by IHG [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information) Stephens City 8.2/10 Very good (822 reviews) "The room was spotless, staff is excellent. Well, recommend the stay to everyone I know" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelso CA $101 CA $110 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information) ![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](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) ![Basic Room, 2 Queen Beds, Non Smoking](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.ca/Luray-Hotels-Hillside-Motel.h34056608.Hotel-Information) Luray 9.0/10 Wonderful (1,001 reviews) "Clean, spacious, would recommend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noemi [](https://www.expedia.ca/Luray-Hotels-Hillside-Motel.h34056608.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/bdaadecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/a99c9843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/04b17554.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) ### Relax Inn Motel [](https://www.expedia.ca/Winchester-Hotels-Relax-Inn-Motel.h11854156.Hotel-Information) Front Royal 8.2/10 Very good (260 reviews) "Clean, and nice rooms, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $85 CA $94 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Winchester-Hotels-Relax-Inn-Motel.h11854156.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/92815ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/f9fe7afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/16f6f354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74080000/74077300/74077247/435bb49d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Mountain Cabin, secluded, perfect for couples, near main road [](https://www.expedia.ca/Front-Royal-Hotels-Blue-Mountain-Cabin.h74077247.Hotel-Information) Front Royal 10/10 Exceptional (29 reviews) "Very cozy cabin for two, great for a secluded getaway within range of great places to visit. Had everything we needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tom C. CA $259 CA $323 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Front-Royal-Hotels-Blue-Mountain-Cabin.h74077247.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34500/34467/e68cc4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![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.ca/Middletown-Hotels-Wayside-Inn.h34467.Hotel-Information) Middletown 9.2/10 Wonderful (422 reviews) "Room 14 was great for spirit activity as well as the rest of the property! Highly recommend ghost hunters to explore the inn. Food at their Larick’s tavern was delish!! Overall service and staff were knowledgeable and friendly! We had a great experience for our anniversary! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan CA $98 CA $122 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Middletown-Hotels-Wayside-Inn.h34467.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) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/34142b17.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) ![Lobby lounge](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/ce971938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Strasburg Shenandoah Valley [](https://www.expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-Strasburg-Shenandoah-Valley.h2230885.Hotel-Information) Strasburg 9.0/10 Wonderful (1,001 reviews) "We stay here every year on our way to NC. Always very nice and helpful staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine CA $154 CA $172 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-Strasburg-Shenandoah-Valley.h2230885.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/16000000/15800000/15799900/15799885/2586c565.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) ![Exterior](https://images.trvl-media.com/lodging/16000000/15800000/15799900/15799885/39d8617d.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.ca/Winchester-Hotels-Twi-Lite-Motel.h15799885.Hotel-Information) Front Royal 8.2/10 Very good (545 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 CA $85 CA $94 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Winchester-Hotels-Twi-Lite-Motel.h15799885.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/48307a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/fb69b272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/159749b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83550000/83542600/83542571/902dd466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities [](https://www.expedia.ca/Luray-Hotels-Dog-Friendly-Shenandoah-Views-Wifi.h83542571.Hotel-Information) Luray 9.6/10 Exceptional (71 reviews) "Very large yard for our dogs to run & play. Convenient firewood available on site (for a fee). Provided great board games to keep us entertained. Very comfortable stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mimosa L. CA $179 CA $429 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Luray-Hotels-Dog-Friendly-Shenandoah-Views-Wifi.h83542571.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/dff66771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/673fcd79.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) ![Property amenity](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/50595509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Front Royal [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information) Front Royal 9.6/10 Exceptional (562 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 CA $155 CA $174 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/23000000/22260000/22255700/22255620/f116a78a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/23000000/22260000/22255700/22255620/2bf49b05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/23000000/22260000/22255700/22255620/2dc032bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22260000/22255700/22255620/f2ef318b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA. [](https://www.expedia.ca/Rileyville-Hotels-Solitude-Spectacular-1-BR-Cabin-W-Hot-Tub-Near-Luray.h22255620.Hotel-Information) Rileyville 10/10 Exceptional (345 reviews) "Everything was perfect for our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie O. CA $202 CA $363 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Rileyville-Hotels-Solitude-Spectacular-1-BR-Cabin-W-Hot-Tub-Near-Luray.h22255620.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/0b0b85aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/e4739be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/33aedc3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/122000000/121770000/121766400/121766304/234bd7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury tiny home farm stay on historic property with hot tub in Stephens City [](https://www.expedia.ca/Stephens-City-Hotels-Luxury-Tiny-Home-Farm-Stay-On-Historic-Property-With-Hot-Tub-In-Stephens-City.h121766304.Hotel-Information) Stephens City 10/10 Exceptional (1 review) "Fresh bread, farm eggs, an amazing host! What a perfect place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris F. CA $178 CA $223 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Stephens-City-Hotels-Luxury-Tiny-Home-Farm-Stay-On-Historic-Property-With-Hot-Tub-In-Stephens-City.h121766304.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/913756e6.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) ![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) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/726eef71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Stephens City - Winchester South [](https://www.expedia.ca/Winchester-Hotels-Quality-Inn-Stephens-City-Winchester-South.h4419.Hotel-Information) Stephens City 8.0/10 Very good (637 reviews) "Spotless room, great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roy CA $101 CA $110 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Winchester-Hotels-Quality-Inn-Stephens-City-Winchester-South.h4419.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/c5c32d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/13365e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/cad5963c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118930000/118929700/118929649/88d4dc47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain View Bungalow in Front Royal [](https://www.expedia.ca/Front-Royal-Hotels-Mountain-View-Bungalow-In-Front-Royal.h118929649.Hotel-Information) Front Royal 10/10 Exceptional (13 reviews) "Super cute, super clean and super comfortable!! Close and convenient to Shenandoah NP. Would definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian B. CA $184 CA $301 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Front-Royal-Hotels-Mountain-View-Bungalow-In-Front-Royal.h118929649.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/7f22680b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/0c0a82ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/212d2c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119500000/119496400/119496330/dbdd487f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal [](https://www.expedia.ca/Front-Royal-Hotels-Prima-A-Superb-4-Bedroom-Cottage-On-The-Mountain-Near-Front-Royal.h119496330.Hotel-Information) Front Royal 10/10 Exceptional (5 reviews) "My family and I had a wonderful stay! The property and surrounding views are beautiful. The house was very clean and the host was very responsive when I had a question or two to ask. I highly recommend staying here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay L. CA $119 CA $458 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Front-Royal-Hotels-Prima-A-Superb-4-Bedroom-Cottage-On-The-Mountain-Near-Front-Royal.h119496330.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96490000/96488000/96487982/94ade5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96490000/96488000/96487982/7a807893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, paper towels](https://images.trvl-media.com/lodging/97000000/96490000/96488000/96487982/37df05c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96490000/96488000/96487982/233346bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub [](https://www.expedia.ca/Linden-Hotels-Cute-Cabin-Retreat-Near-Shenandoah-National-Park-And-Pet-Friendly.h96487982.Hotel-Information) Linden 9.4/10 Exceptional (13 reviews) "Fun location near tons of wineries, bowling, trails, and mountain living. Place is really nice with a grill, solo stove, kfantastic kitchen" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bret L. CA $185 CA $489 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Linden-Hotels-Cute-Cabin-Retreat-Near-Shenandoah-National-Park-And-Pet-Friendly.h96487982.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=2026-03-03&endDate=2026-03-04®ionId=553248635975865285&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_553248635975865285) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CABIN) Villas [](https://www.expedia.ca/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=VACATION_HOME) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Chester+Gap%2C+Virginia%2C+United+States+of+America®ionId=553248635975865285&latLong=38.853485%2C-78.134962&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CHALET) ![](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%2FChester-Gap-Villas.d553248635975865285-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChester-Gap-Villas.d553248635975865285-aaVillas.Travel-Guide-Accommodation) ## 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 "clean, well appointed, very nice staff" [](https://expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Ramada by Wyndham Strasburg/Shenandoah Valley](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378_y.jpg) ### Ramada by Wyndham Strasburg/Shenandoah Valley 10/10 Excellent "The facilities were great and the customer service was excellent. We also really appreciated the good complimentary breakfast." [](https://expedia.ca/Winchester-Hotels-Ramada-By-Wyndham-Strasburg.h1246311.Hotel-Information) ![DoubleTree by Hilton Front Royal Blue Ridge Shadows](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/204cbf3a_y.jpg) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows 10/10 Excellent "Room was very clean, hotel was very clean and quiet. Nice place to stay " [](https://expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg) ### Country Inn & Suites by Radisson, Winchester, VA 10/10 Excellent "the room was very comfortable and the hot breakfast was great. the hotel maintenance guy, Steve, was very helpful in offering to jumpstart our car the next morning when it wouldn't start. the only issue was that the TV was set in Spanish and no one could get it reset to be in English." [](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.Hotel-Information) ![Star view cabin-Riverfront ](https://images.trvl-media.com/lodging/31000000/30790000/30788500/30788475/2cb5e40f_y.jpg) ### Star view cabin-Riverfront 10/10 Excellent "The host was exceptional and quick to respond to questions. Loved the cabin, it was in great condition, clean and very nicely set up. The views to the river and the mountains beyond were breath taking with the snow and ice from a recent storm." [](https://expedia.ca/Rileyville-Hotels-Star-View-Cabin-Riverfront.h30788475.Hotel-Information) !["Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.](https://images.trvl-media.com/lodging/23000000/22260000/22255700/22255620/f116a78a_y.jpg) ### "Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA. 10/10 Excellent "excellent location. Awesome floor plan for this one bedroom one bath cabin. Was very clean and had a perfect view of Shenandoah River.Bed was vm very comfy, large full bathroom & great four person hot tub on the front porch overlooking a great view of the river. Even with it being 90 at night we enjoyed the hot temps of the hot tub.Can’t wait to come back in the spring when everything is green. Highly recommend this cabin. The host was super on communication A" [](https://expedia.ca/Rileyville-Hotels-Solitude-Spectacular-1-BR-Cabin-W-Hot-Tub-Near-Luray.h22255620.Hotel-Information) ![Holiday Inn Express Winchester South-Stephens City by IHG](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/ef7d5b18_y.jpg) ### Holiday Inn Express Winchester South-Stephens City by IHG 10/10 Excellent "The room was spotless, staff is excellent. Well, recommend the stay to everyone I know" [](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information) ![Magical Riverfront Retreat in Luray – Cozy Getaway with Stunning Views!](https://images.trvl-media.com/lodging/68000000/67280000/67276000/67275918/1986cf55_y.jpg) ### Magical Riverfront Retreat in Luray – Cozy Getaway with Stunning Views! 10/10 Excellent "The property is in a very nice setting and kept very well. Great views and super fire pit! " [](https://expedia.ca/Luray-Hotels-Cozy-Riverfront-Cabin-On-The-Shenandoah.h67275918.Hotel-Information) ![Baymont by Wyndham Front Royal Near Shenandoah National Park](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/071235b5_y.jpg) ### Baymont by Wyndham Front Royal Near Shenandoah National Park 10/10 Excellent "Nice staff " [](https://expedia.ca/Winchester-Hotels-Baymont-By-Wyndham-Front-Royal-Near-Shenandoah-National-Park.h10535.Hotel-Information) ## Find out more about Chester Gap ## Chester Gap Villas information | Number of reviews | 9,010 | | ----------------- | -------- | | Accommodation | 4 Villas | | Lowest Price | CA $94 | | Highest Price | CA $489 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Ashville Hotels ](https://www.expedia.ca/Ashville-Hotels.d553248635975846883.Travel-Guide-Hotels) - [Luxury Hotels in Bentonville ](https://www.expedia.ca/Bentonville-Hotels-Luxury-Hotel.0-0-d6353683-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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