Title: Chester Gap Villas from CA $83 | 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) ![Many butterflies ](https://images.trvl-media.com/place/553248635975865285/f9238aa1-8e19-4f36-bc38-1a5bd9663644.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Brian V. Rowe # Search Chester Gap Villa Rentals from CA $83 - ![](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 [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248635975865285&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chester Gap Villas No exact matches found, but these alternatives could be just right ## Recommended hotels in Chester Gap ![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) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/6a37f73c.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) ### Comfort Inn & Suites Winchester 9.4/10 Exceptional (1076) "Very clean, helpful staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen CA $130 CA $141 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.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) ![Reception](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/51a72e04.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/2000000/1660000/1652900/1652833/67cbe2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/5e25574f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Winchester, VA 8.8/10 Excellent (1017) "Have stayed here multiple times -always good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $118 CA $129 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.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) ![Elevator](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/9fcf0199.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 8.2/10 Very good (1018) "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 21 - Dec 22 [](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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/40000/34400/34394/71be8e87.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/db46282e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Winchester South-Stephens City by IHG 8.2/10 Very good (799) "Nice stay and friendly people " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ALFRED CA $111 CA $120 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/afbe118c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/w3837h2557x3y3-0ba96f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/bb49c17d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/810f7f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Front Royal 9.0/10 Wonderful (1014) "We thoroughly enjoyed all aspects of our stay, and look forward to the next time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis CA $139 CA $154 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) ![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/1000000/860000/855600/855557/4c979d71.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855600/855557/10b5cc1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Front Royal 7.6/10 Good (1003) "Clean rooms friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ken CA $74 CA $83 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Winchester-Hotels-Super-8-By-Wyndham-Front-Royal.h855557.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/b96d495c.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) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/2000000/1890000/1889100/1889081/ad5604d4.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) ### DoubleTree by Hilton Front Royal Blue Ridge Shadows 9.0/10 Wonderful (1007) "Friendly staff, nice clean room, hotel restaurant was delicious. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dorothy CA $167 CA $189 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/62f7b3a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/e6a24681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/055110cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### TownePlace Suites by Marriott Front Royal 9.6/10 Exceptional (554) "Perfect for one night stay before Skyline Drive trip. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy CA $177 CA $198 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/1ccecd02.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/a2451115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/20000/10600/10535/ff7a3bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Front Royal Near Shenandoah National Park 6.4/10 (914) "Great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gordon CA $75 CA $83 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Winchester-Hotels-Baymont-By-Wyndham-Front-Royal-Near-Shenandoah-National-Park.h10535.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/2df64736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/e8d6877f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/c77f2534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/3000000/2240000/2230900/2230885/7a027ae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites Strasburg Shenandoah Valley 9.0/10 Wonderful (1000) "Great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth CA $141 CA $157 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Winchester-Hotels-Fairfield-Inn-Suites-Strasburg-Shenandoah-Valley.h2230885.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) ![BBQ/picnic area](https://images.trvl-media.com/lodging/35000000/34060000/34056700/34056608/8249706a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/35000000/34060000/34056700/34056608/49c4be00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/35000000/34060000/34056700/34056608/7fb63bd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel in Luray 9.0/10 Wonderful (1008) "Great location, staff very friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ines [](https://www.expedia.ca/Luray-Hotels-Hillside-Motel.h34056608.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/16000000/15800000/15799900/15799885/08468627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel in Front Royal 8.2/10 Very good (539) "Great pool and quiet area to stay in" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $87 CA $96 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Winchester-Hotels-Twi-Lite-Motel.h15799885.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, desk, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/85bb7f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/f4aba607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/dfc64d18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Stephens City - Winchester South 8.0/10 Very good (628) "Good variety at breakfast and courteous staff." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Madonna CA $104 CA $113 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Winchester-Hotels-Quality-Inn-Stephens-City-Winchester-South.h4419.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101420000/101419800/101419738/2ac82383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/102000000/101420000/101419800/101419738/73b5b22c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101420000/101419800/101419738/387880c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101420000/101419800/101419738/df9f8a2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Woodstock 10/10 Exceptional (17) "Fantastic as always, wonderful place and wonderful host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Milton W. CA $123 CA $300 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Woodstock-Hotels-Rivah-Retreat-River-Front-Fishing-Hot-Tub.h101419738.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/12000000/11860000/11854200/11854156/eadb3a5a.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) ### Motel in Front Royal 8.2/10 Very good (258) "Clean, and nice rooms, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $89 CA $100 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Winchester-Hotels-Relax-Inn-Motel.h11854156.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/104000000/103910000/103904000/103903951/b0949e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/104000000/103910000/103904000/103903951/ecf005a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/104000000/103910000/103904000/103903951/5bcef699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/104000000/103910000/103904000/103903951/885944fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Luray 10/10 Exceptional (8) "Great time. Really comfortable place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshua E. CA $167 CA $465 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Luray-Hotels-Fox-Den-At-Shenandoah-River.h103903951.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3190000/3182100/3182072/3912a726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3190000/3182100/3182072/fd0e8e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3190000/3182100/3182072/c230fecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/4000000/3190000/3182100/3182072/996fd420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Motel in Front Royal 6.8/10 (500) "perfect for an affordable stay near Shenandoah. Clean, no one bothered me. Walkable to a Chinese restaurant. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ariella CA $75 CA $84 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Winchester-Hotels-Motel-6-Front-Royal.h3182072.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/bbe131fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Matisse at The Villa](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/957a1979.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) ![Garden](https://images.trvl-media.com/lodging/16000000/15950000/15945700/15945622/22bccc43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Auberge Provencale Inn & Restaurant 9.6/10 Exceptional (173) "Wonderful staff and service!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eliel Constantine CA $384 CA $424 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Winchester-Hotels-LAuberge-Provencale.h15945622.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120690000/120684800/120684797/d677a728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120690000/120684800/120684797/82bff11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/121000000/120690000/120684800/120684797/09e79feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120690000/120684800/120684797/314b62a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Farmstay in Toms Brook 10/10 Exceptional (2) "Host was very responsive and helpful! The VRBO was beautiful and well taken care of. The mountain view was awesome. Our group of 11 stayed very comfortably! The hot tub and sauna were clean and easy to use. Additionally, our host provided a loaf of sourdough bread and muffins from a local bakery which were delicious. We would definitely stay here again. Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paulina G. CA $180 CA $933 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Toms-Brook-Hotels-Hot-Tub.h120684797.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/114000000/113030000/113027300/113027243/17745535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113030000/113027300/113027243/a1533d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/114000000/113030000/113027300/113027243/dd32954f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113030000/113027300/113027243/0bb76882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin in Front Royal 10/10 Exceptional (2) "Absolutely perfect spot for a leaf-peeping getaway. Clean, charming, romantic! Close to antiques, vineyards and Shenandoah!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul B. CA $168 CA $493 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Front-Royal-Hotels-The-Honeymoon-Cabin-Private-Retreat-W-Hot-Tub.h113027243.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16®ionId=553248635975865285&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_553248635975865285) ![](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 ![Hampton Inn Front Royal](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/737257e0_y.jpg) ### Hampton Inn Front Royal 10/10 Excellent "Again, this hotel is great! The staff is amazing and very accommodating. The hotel is very clean and comforting. I will stay here again! " [](https://expedia.ca/Winchester-Hotels-Hampton-Inn-Front-Royal.h892585.Hotel-Information) ![Comfort Inn & Suites Winchester](https://images.trvl-media.com/lodging/58000000/57960000/57958300/57958244/cf4c2663_y.jpg) ### Comfort Inn & Suites Winchester 10/10 Excellent "Great overnight stay. Clean, easy parking, & good food around." [](https://expedia.ca/Winchester-Hotels-Comfort-Inn-Suites.h57958244.Hotel-Information) ![Quality Inn Stephens City - Winchester South](https://images.trvl-media.com/lodging/1000000/10000/4500/4419/9730f3d8_y.jpg) ### Quality Inn Stephens City - Winchester South 10/10 Excellent "The room was very clean. The bed & pillows were very comfortable. The staff was very courteous. I look forward to staying there again!" [](https://expedia.ca/Winchester-Hotels-Quality-Inn-Stephens-City-Winchester-South.h4419.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 "Great stay!" [](https://expedia.ca/Winchester-Hotels-Country-Inn-Suites-By-Radisson.h1652833.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 "Great location, price, and people! Would definitely stay here again." [](https://expedia.ca/Winchester-Hotels-Baymont-By-Wyndham-Front-Royal-Near-Shenandoah-National-Park.h10535.Hotel-Information) ![TownePlace Suites by Marriott Front Royal](https://images.trvl-media.com/lodging/37000000/36350000/36342700/36342604/0776aa15_y.jpg) ### TownePlace Suites by Marriott Front Royal 10/10 Excellent "Front desk ladies were so friendly and accommodating!" [](https://expedia.ca/Winchester-Hotels-TownePlace-Suites-By-Marriott-Front-Royal.h36342604.Hotel-Information) ![Adorable river front cabin ,with hot tub on the River](https://images.trvl-media.com/lodging/100000000/99530000/99521700/99521601/84599548_y.jpg) ### Adorable river front cabin ,with hot tub on the River 10/10 Excellent "I absolutely loved the experience. It was nice and peaceful. The price was right as well. Not too expensive. Stayed for two nights. THERE IS NO CELLULAR RECEPTION. At least not for me (Xfinity Mobile Customer). I had to use my partners' hotspot. The cabin was VERY CLEAN! I am a clean freak and this met my standards. The cabin was small and very cozy!We enjoyed the television! We didnt use the stove. The fridge was very clean.There was a futon in the main area and a bunk bed (single/double) in the bedroom.You have to bring your own linens which I didnt mind. Linens are an extra fee. The PILLOWS were flat and terrible. They most definitely need to be replaced. That was my one negative review.Loved the hot tub, we used it all three days. Loved the firepit as well. We sang karaoke for ours outside!The cabin is about 25 minutes from the main road. The roads are very narrow and its dark as hell at night!The main road has many stores for shopping (walmart, marshalls, cvs, food lion and many more).We also visited Luray Caverns. That was a nice experience as well.I am coming back in the summer to get a better outdoor experience! You wont regret your cabin stay!" [](https://expedia.ca/Luray-Hotels-The-Blue-Heron-Cabin-On-The-River.h99521601.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 "Nice, clean, quiet rooms. Staff were polite and professional. I would stay here again. " [](https://expedia.ca/Front-Royal-Hotels-Holiday-Inn-Suites-Front-Royal-Blue-Ridge-Shadows.h1889081.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 "Older hotel and nothing fancy but safe, clean and pleasant helpful staff. Not a lot of choices Stephen City & I will stay here again when in the area." [](https://expedia.ca/Winchester-Hotels-Holiday-Inn-Express-Winchester-South-Stephens-City.h34394.Hotel-Information) ## Find out more about Chester Gap ## Chester Gap Villas information | Number of reviews | 12,499 | | --- | --- | | Accommodation | 4 Villas | | Lowest Price | CA $83 | | Highest Price | CA $933 | ## 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) - [Bentonville Hotels](https://www.expedia.ca/Bentonville-Hotels.d6353683.Travel-Guide-Hotels) - [Hotels near Blue Ridge Shadows Golf Club](https://www.expedia.ca/Blue-Ridge-Shadows-Golf-Club-Hotels.0-l553248621532661832-0.Travel-Guide-Filter-Hotels) - [Rappahannock County Hotels](https://www.expedia.ca/Destinations-In-Rappahannock-County.d3000400038.Hotel-Destinations) - 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