Chester Gap Holidays
Photo by Brian V. Rowe
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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 S$146 per night from 12 Oct to 13 Oct
S$146
12 Oct - 13 Oct
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 S$128 per night from 2 Nov to 3 Nov
S$128
2 Nov - 3 Nov
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Coffee pots need to be cleaned daily - refeerring to the bas"
Reviewed on 4 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 S$109 per night from 26 Oct to 27 Oct
S$109
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
