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

Get rates
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 SAR 268 per night from Jul 6 to Jul 7
SAR 268
SAR 298 total
6 Jul - 7 Jul
includes taxes & fees
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! (1,000 reviews)
"Nice quiet stay. Easy to get to."

Reviewed on 14 June 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 SAR 364 per night from Jul 13 to Jul 14
SAR 364
SAR 396 total
13 Jul - 14 Jul
includes taxes & fees
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! (1,007 reviews)
"Staff at check-in was very polite. Facility was very clean and complimentary breakfast was very nice."

Reviewed on 17 June 2025

Comfort Inn & Suites
See all 487 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!
Secluded River Cabin Getaway (Masten Cabin)
Secluded River Cabin Getaway (Masten Cabin)
Strasburg
Stay at this vacation home in Strasburg. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Secret Passage Ranch and Strasburg Museum are located ...
9.6/10 Exceptional! (152 reviews)
Highly recommend!
"We had a great time at this cabin! It was comfortable, clean, and beautiful! The pictures don’t do this place justice. Our only regret is not booking for a longer stay. We will definitely be returning!"

Reviewed on 11 May 2025

Secluded River Cabin Getaway (Masten Cabin)
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Rileyville
Stay at this cabin in Rileyville. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Chalybeate Spring and Fort Valley Public Library are located ...
9.8/10 Exceptional! (280 reviews)
Great mountain getaway
"The cottage was perfect for our quick getaway. Close to Shenandoah Valley National Park and the caverns. Love the porches and views. The space felt bigger than the photos even show! All the amenities we needed were available and the space was very comfortable. Highly recommend!"

Reviewed on 27 May 2025

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
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.