Chester Gap Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Brian V. Rowe
Top hotels in Chester Gap
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is 2.728.203 ₫ per night from 9 Nov to 10 Nov
2.728.203 ₫
2.968.284 ₫ total
9 Nov - 10 Nov
includes taxes & fees
9.4/10 Exceptional! (1,015 reviews)
"Clean room and spacious"
Reviewed on 5 Oct 2025
Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd, Winchester, VA
Fully refundable
The price is 2.397.624 ₫ per night from 2 Nov to 3 Nov
2.397.624 ₫
2.608.615 ₫ total
2 Nov - 3 Nov
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
"Great stay. Pleasant staff. Price was good. Quick, easy check in. Room clean and pet free (as requested). Breakfast was biscuits and gravy, waffles, danishes but no eggs. Would stay again if in area."
Reviewed on 7 Oct 2025
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
Fully refundableReserve now, pay when you stay
The price is 1.994.285 ₫ per night from 26 Oct to 27 Oct
1.994.285 ₫
2.219.640 ₫ total
26 Oct - 27 Oct
includes taxes & fees
8.2/10 Very Good! (1,010 reviews)
"The room was perfect for a one night stay while passing through the area. The room was clean, the bed was comfortable and the location was convenient. Check in was fast and easy."
Reviewed on 7 Oct 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.
