
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$131 per night from 2 Dec to 3 Dec
S$131
2 Dec - 3 Dec
includes taxes & fees
9.4/10 Exceptional! (1,060 reviews)
Front desk was great! Room very nice
Reviewed on 23 Nov, 2025

Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd Winchester VA
Fully refundable
The price is S$119 per night from 15 Dec to 16 Dec
S$119
15 Dec - 16 Dec
includes taxes & fees
8.6/10 Excellent! (1,011 reviews)
Great stay!
Reviewed on 26 Nov, 2025

Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
Fully refundableReserve now, pay when you stay
The price is S$103 per night from 23 Dec to 24 Dec
S$103
23 Dec - 24 Dec
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
Nice clam place.
Reviewed on 25 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.
* 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.

