Chester Gap, VA

Travel Guide

Photo by Brian V. Rowe
Photo by Brian V. Rowe
Photo by Brian V. Rowe
Photo by Brian V. Rowe
Photo by Brian V. Rowe
Photo by Brian V. Rowe
Modern Mountain Retreat w/ Deck + Hot Tub!
Modern Mountain Retreat w/ Deck + Hot Tub!
Chester Gap
Book a stay at this family-friendly vacation home in Chester Gap. Enjoy patios, cable/satellite TV service, and in-room washers/dryers. Popular attractions Chester ...
9.8/10 Exceptional! (53 reviews)
Nice stay
"We had a great stay! Comfy beds and close to everything we had planned. The house is on a quiet street with a great deck with a view of the mountains. Our host was proactive with communications very responsive to any questions we had. We would stay here again."

Reviewed on 8 April 2025

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Modern Mountain Retreat w/ Deck + Hot Tub!
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
The price is SAR 367 per night from May 11 to May 12
SAR 367
SAR 399 total
includes taxes & fees
11 May - 12 May
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,006 reviews)
"Hotel was located in a convenient spot for dining and shopping however you can hear traffic from the highway. Room was clean and updated. Staff helpful."

Reviewed on 17 April 2025

Comfort Inn & Suites
DoubleTree by Hilton Front Royal Blue Ridge Shadows
DoubleTree by Hilton Front Royal Blue Ridge Shadows
4 out of 5
111 Hospitality Drive, Front Royal, VA
The price is SAR 411 per night from May 4 to May 5
SAR 411
SAR 465 total
includes taxes & fees
4 May - 5 May
Stay at this 4-star golf hotel in Front Royal. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff and the clean rooms in our ...
8.8/10 Excellent! (999 reviews)
Comfy but don’t eat at houlihans
"Very comfy and quiet…restaurant that’s attached was gross but hotel was amazing"

Reviewed on 23 March 2025

DoubleTree by Hilton Front Royal Blue Ridge Shadows
See all 482 properties in Chester Gap
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.
Modern Mountain Retreat w/ Deck + Hot Tub!
Modern Mountain Retreat w/ Deck + Hot Tub!
Chester Gap
Book a stay at this family-friendly vacation home in Chester Gap. Enjoy patios, cable/satellite TV service, and in-room washers/dryers. Popular attractions Chester ...
9.8/10 Exceptional! (53 reviews)
Nice stay
"We had a great stay! Comfy beds and close to everything we had planned. The house is on a quiet street with a great deck with a view of the mountains. Our host was proactive with communications very responsive to any questions we had. We would stay here again."

Reviewed on 8 April 2025

Modern Mountain Retreat w/ Deck + Hot Tub!
Star view cabin-Riverfront
Star view cabin-Riverfront
Rileyville
Stay at this cabin in Rileyville. Enjoy tennis courts, patios, and an in-room coffeemaker. Our guests praise the property condition in our reviews. Popular attractions ...
9.6/10 Exceptional! (278 reviews)
Neat, sweet, and serene
"This lovely cabin was exactly what we were looking for. It's cozy with a spectacular view and the river access was perfectly scenic."

Reviewed on 7 April 2025

Star view cabin-Riverfront
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Linden
Stay at this cabin in Front Royal. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Deer Lake and George Richard Thompson State Wildlife ...
10/10 Exceptional! (83 reviews)
Anniversary Trip
"This beautiful cabin has everything you need for a wonderful stay. My husband and I stayed here for our 44th anniversary while visiting local wineries. It was a perfect location."

Reviewed on 24 March 2025

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
See all properties in Chester Gap
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.