Title: Chester Gap Travel Guide: Best of Chester Gap, Virginia Travel 2026 | Expedia.co.uk [Hotels in Chester Gap](https://expedia.co.uk/Chester-Gap-Hotels.d553248635975865285.Travel-Guide-Hotels)[Holiday Rentals in Chester Gap](https://expedia.co.uk/Chester-Gap-Holiday-Rentals.d553248635975865285.Travel-Guide-HolidayRentals)[Chester Gap Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chester-Gap.d553248635975865285.Car-Hire-Guide)[Chester Gap Holidays](https://expedia.co.uk/Chester-Gap.d553248635975865285.Holidays-City-Breaks) # Chester Gap Travel Guide ## Tourist Guide ![Many butterflies ](https://images.trvl-media.com/place/553248635975865285/f9238aa1-8e19-4f36-bc38-1a5bd9663644.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Many butterflies ](https://images.trvl-media.com/place/553248635975865285/f9238aa1-8e19-4f36-bc38-1a5bd9663644.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Summer colors](https://images.trvl-media.com/place/553248635975865285/83f369c4-f3a4-4677-9f0c-11b418e7ecb8.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Chester Gap ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=DX_SPRING_PROMO_553248635975865285) - Top hotels in Chester Gap - Top Holiday Rentals in Chester Gap ![Country Inn & Suites by Radisson, Winchester, VA](https://images.trvl-media.com/lodging/2000000/1660000/1652900/1652833/d0690cde_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Country Inn & Suites by Radisson, Winchester, VA 141 Kernstown Commons Blvd Winchester VA £73 15 Mar - 16 Mar includes taxes & fees Stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ... 8.8/10 Excellent! (1,000 reviews) Very courteous staff - clean hotel, great breakfast. Reviewed on 23 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=15%2F03%2F2026&endDate=16%2F03%2F2026&selected=1652833&PinnedHotelID=1652833&HadPinnedHotel=true®ionId=553248635975865285) ![Hampton Inn Front Royal](https://images.trvl-media.com/lodging/1000000/900000/892600/892585/737257e0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn Front Royal 9800 Winchester Rd Front Royal VA £81 15 Mar - 16 Mar includes taxes & fees Stay at this business-friendly hotel in Front Royal. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ... 9/10 Wonderful! (1,003 reviews) Early check-in greatly helped our busy schedule. Front office staff was very courteous, efficient and helpful. Room was very clean and the bed was very comfortable. Breakfast was very fresh, good, and well-served with many items. Reviewed on 27 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=15%2F03%2F2026&endDate=16%2F03%2F2026&selected=892585&PinnedHotelID=892585&HadPinnedHotel=true®ionId=553248635975865285) ![Ramada by Wyndham Strasburg/Shenandoah Valley](https://images.trvl-media.com/lodging/2000000/1250000/1246400/1246311/08da8378_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ramada by Wyndham Strasburg/Shenandoah Valley 21 Signal Knob Dr Strasburg VA £63 13 Mar - 14 Mar includes taxes & fees Stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ... 8.4/10 Very Good! (1,001 reviews) We couldn’t find out tooth brushes and I called the front desk and had them as well as tooth paste delivered with a smile to our room within 10 minutes. We’ve stayed her on our way to Georgia for about 9 years now and we’ve never been disappointed. 😊 Reviewed on 26 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=13%2F03%2F2026&endDate=14%2F03%2F2026&selected=1246311&PinnedHotelID=1246311&HadPinnedHotel=true®ionId=553248635975865285) [See all 512 properties in Chester Gap](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=28%2F02%2F2026&endDate=01%2F03%2F2026®ionId=553248635975865285) 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. ![Falling Leaf Cabin - Rustic Charm With Modern Decor!](https://images.trvl-media.com/lodging/34000000/33750000/33748300/33748224/e001c092_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Falling Leaf Cabin - Rustic Charm With Modern Decor! Rileyville VA Stay at this family-friendly cabin in Rileyville. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Chalybeate Spring and Fort Valley Public ... 9.8/10 Exceptional! (308 reviews) The cabin was cozy and warm in this wintry weather. The host was easy to communicate with and everything went smoothly. Reviewed on 18 Feb 2026 [](https://expedia.co.uk/Rileyville-Hotels-Falling-Leaf-Cabin-Secluded-With-Mountain-View.h33748224.Hotel-Information) ![Star view cabin-Riverfront ](https://images.trvl-media.com/lodging/31000000/30790000/30788500/30788475/2cb5e40f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Star view cabin-Riverfront Rileyville VA Stay at this cabin in Rileyville. Enjoy laundry facilities, tennis courts and patios. Our guests praise the property condition in their reviews. Popular attractions ... 9.8/10 Exceptional! (346 reviews) The property is beautiful and the house is welcoming and cozy. The views are gorgeous, the beds are comfy, and the hot tub is amazing. We will definitely be back!!! Reviewed on 22 Feb 2026 [](https://expedia.co.uk/Rileyville-Hotels-Star-View-Cabin-Riverfront.h30788475.Hotel-Information) !["The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA](https://images.trvl-media.com/lodging/22000000/21480000/21478100/21478041/3b7c41d8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### "The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA Rileyville VA Stay at this cabin in Rileyville. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Chalybeate Spring and Fort Valley Public Library are located ... 9.8/10 Exceptional! (315 reviews) The cabin was lovely with everything we needed. The views were beautiful, especially while relaxing in the hot tub. Reviewed on 20 Feb 2026 [](https://expedia.co.uk/Rileyville-Hotels-The-Chalet-Shenandoah-Valley-Getaway-W-Hot-Tub-Near-Luray.h21478041.Hotel-Information) [See all properties in Chester Gap](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=553248635975865285&sort=VACATION_RENTAL) 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. ## Check Chester Gap hotel availability [Tonight ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975865285&startDate=2026-02-27&endDate=2026-02-28)[27 Feb - 28 Feb](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975865285&startDate=2026-02-27&endDate=2026-02-28) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975865285&startDate=2026-02-28&endDate=2026-03-01)[28 Feb - 1 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975865285&startDate=2026-02-28&endDate=2026-03-01) [This weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975865285&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026)[27 Feb - 1 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=553248635975865285&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026) ## Cities near Chester Gap ![Trees - Bear Church Rock Trail, Shenandoah National Park, Virginia](https://images.trvl-media.com/place/7312/1e808d74-e702-47a6-a388-ce77751dfd04.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Front Royal - Cities near Chester Gap - Places of interest [Front Royal](https://expedia.co.uk/Front-Royal.dx7312) - [Shenandoah National Park ](https://expedia.co.uk/Shenandoah-National-Park-Virginia.d6025893.Attraction) - [Mary's Rock Summit Trailhead ](https://expedia.co.uk/Marys-Rock-Summit-Trailhead-Luray.d553248621532661700.Attraction) - [Dinosaur Land ](https://expedia.co.uk/Dinosaur-Land-White-Post.d553248621532661835.Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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