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 laundry facilities, patios, and cable/satellite TV service. Popular attractions Chester ...
9.8/10 Exceptional! (57 reviews)
Wonderful home-quiet yet convenient!
"My husband and I stayed in this home for our annual anniversary trip. We love hiking and brought our dog with us for some active relaxation. This home was one of the best we have stayed in. It had everything we needed, and was clean and comfortable. Conveniently located about 15 minutes from Front ..."

Reviewed on 13 May 2025

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Modern Mountain Retreat w/ Deck + Hot Tub!
Ramada by Wyndham Strasburg/Shenandoah Valley
Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 out of 5
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
The price is AED 262 per night from Jun 8 to Jun 9
AED 262
AED 292 total
includes taxes & fees
8 Jun - 9 Jun
Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,006 reviews)
"The property was clean, staff was great, only problem we faced that there was loud music till 10:30 pm. (there was a party going on."

Reviewed on 30 May 2025

Ramada by Wyndham Strasburg/Shenandoah Valley
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
The price is AED 356 per night from Jun 2 to Jun 3
AED 356
AED 387 total
includes taxes & fees
2 Jun - 3 Jun
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! (1,001 reviews)
"A little off the beaten path but near enough to dining and shopping."

Reviewed on 30 May 2025

Comfort Inn & Suites
See all 484 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 laundry facilities, patios, and cable/satellite TV service. Popular attractions Chester ...
9.8/10 Exceptional! (57 reviews)
Wonderful home-quiet yet convenient!
"My husband and I stayed in this home for our annual anniversary trip. We love hiking and brought our dog with us for some active relaxation. This home was one of the best we have stayed in. It had everything we needed, and was clean and comfortable. Conveniently located about 15 minutes from Front ..."

Reviewed on 13 May 2025

Modern Mountain Retreat w/ Deck + Hot Tub!
Star view cabin-Riverfront
Star view cabin-Riverfront
Rileyville
Stay at this cabin in Rileyville. Enjoy laundry facilities, tennis courts, and patios. Our guests praise the property condition in our reviews. Popular attractions ...
9.6/10 Exceptional! (283 reviews)
Review
"My family loves Shenandoah NP and we’ve stayed at multiple places. This cabin was perfect for us! The views were amazing!"

Reviewed on 15 May 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, laundry facilities, and patios. Popular attractions Deer Lake and George Richard Thompson State Wildlife ...
10/10 Exceptional! (85 reviews)
Quite getaway
"The property was clean, quaint, and relaxing for our girls weekend getaway. We enjoyed the peace of the cabin, wildlife, and seclusion it offered. The drive to Shenandoah national park was very quick and the views amazing!"

Reviewed on 14 May 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.