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 2.660.935 ₫ per night from 2 Dec to 3 Dec
2.660.935 ₫
2.895.097 ₫ total
2 Dec - 3 Dec
includes taxes & fees
9.4/10 Exceptional! (1,057 reviews)
The staff was courteous, and the room was spotless. The location was perfect for us.
Reviewed on 23 Nov 2025
Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd Winchester VA
Fully refundable
The price is 2.555.447 ₫ per night from 16 Dec to 17 Dec
2.555.447 ₫
2.780.326 ₫ total
16 Dec - 17 Dec
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
Staff at front desk were courteous, location was good, hotel was cleanish. Our bathroom had mold on entire ceiling and general damp smell. Found stray sock (not ours) under bed.
Reviewed on 22 Nov 2025
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
Fully refundableReserve now, pay when you stay
The price is 1.882.961 ₫ per night from 22 Dec to 23 Dec
1.882.961 ₫
2.095.519 ₫ total
22 Dec - 23 Dec
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
The room was large and well furnished. A good place for a night’s rest. Night manager struck me as more inclined to suspicions about the guest than welcoming. Day manager was most helpful.
Reviewed on 19 Nov 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.
