Chester Gap Travel Guide
Tourist Guide
Visit Chester Gap

Modern Mountain Retreat w/ Deck + Hot Tub!
Chester Gap, VA
Stay at this family-friendly holiday home in Chester Gap. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Chester Gap Cellars ...
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

Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd, Winchester, VA
The price is £78 per night from 21 Sept to 22 Sept
£78
21 Sept - 22 Sept
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 ...
9.4/10 Exceptional! (1,002 reviews)
"This location is always my overnight stop when traveling . Highly recommend."
Reviewed on 20 Aug 2025

Hampton Inn Front Royal
9800 Winchester Rd, Front Royal, VA
The price is £98 per night from 7 Sept to 8 Sept
£98
7 Sept - 8 Sept
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 ...
8.8/10 Excellent! (1,002 reviews)
Excellent hotel, spotty wifi
"The employee at check-in was welcoming, friendly, and helpful; the room was clean and quiet. This was an excellent Hampton experience. The wifi with the free Hilton Honors login was sub-par, which put a damper on my ability to work during my stay."
Reviewed on 24 Aug 2025
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!
Chester Gap, VA
Stay at this family-friendly holiday home in Chester Gap. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Chester Gap Cellars ...
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

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Rileyville, VA
Stay at this cabin in Rileyville. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Chalybeate Spring and Fort Valley Public Library are ...
10/10 Exceptional! (311 reviews)
3 nights
"The name of the cabin fits it perfectly! It is very private in the woods. The view of the forest cannot be beat. Check in was very easy and kitchen is well stocked."
Reviewed on 9 Aug 2025

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub
Rileyville, VA
Stay at this cabin in Rileyville. Enjoy free Wi-Fi, a garden and laundry facilities. Our guests praise the property condition in their reviews. Popular attractions ...
9.8/10 Exceptional! (316 reviews)
"Had a wonderful stay at the Walden. Found the cabin to be neat and clean. Check in process was simple with lock box and code provided just prior to arrival. The location feels secluded although there are neighbors you can’t see them and rarely hear them. The private spot on the river is perfect for ..."
Reviewed on 18 Aug 2025
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.