Chester Gap Travel Guide

Tourist Guide

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! (60 reviews)
Overall great
"We had a wonderful long weekend at this rental with two families (4 adults, 2 toddlers, and 1 dog). The house was as described—clean, comfortable, and very well-equipped. The kitchen was impressively stocked with everything we needed to cook meals, and we especially appreciated the thoughtful extras ..."

Reviewed on 26 Jun. 2025

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 AU$115 per night from 1 Sept to 2 Sept
AU$115
1 Sept - 2 Sept
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! (1,011 reviews)
"Very clean. Bed was comfortable."

Reviewed on 3 Aug. 2025

Ramada by Wyndham Strasburg/Shenandoah Valley
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
The price is AU$162 per night from 17 Aug to 18 Aug
AU$162
17 Aug - 18 Aug
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 ...
9.4/10 Exceptional! (1,005 reviews)
"Friendly staff. Good location. Lots of places to eat. Within walking distance. Property was clean. And well maintained."

Reviewed on 2 Aug. 2025

Comfort Inn & Suites Winchester
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! (60 reviews)
Overall great
"We had a wonderful long weekend at this rental with two families (4 adults, 2 toddlers, and 1 dog). The house was as described—clean, comfortable, and very well-equipped. The kitchen was impressively stocked with everything we needed to cook meals, and we especially appreciated the thoughtful extras ..."

Reviewed on 26 Jun. 2025

Modern Mountain Retreat w/ Deck + Hot Tub!
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

Rileyville
Stay at this cabin in Rileyville. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the property condition in our reviews. Popular attractions ...
9.8/10 Exceptional! (313 reviews)
"Well appointed home. Location is gorgeous, extremely private, quiet, close to the river with 2 seating areas by the water, one with a fire pit and grill. Owners quick to respond."

Reviewed on 11 Jul. 2025

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/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! (293 reviews)
Wonderful, relaxing stay
"The pictures on VRBO do not do this place justice. It is beautiful here. The view from the porch is absolutely amazing. Location is close to anything you need. We kayaked nearby, hiked, ziplined, and fished every night. My kids even braved the dark to try some catfishing! They are HUGE and plentiful ..."

Reviewed on 28 Jul. 2025

Star view cabin-Riverfront
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.