Chester Gap Holidays
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Chester Gap Holiday
Our pick of the best Chester Gap Hotel Deals
The Nest at Chester Gap
Chester Gap VA
10/10 Exceptional! (109 reviews)
Fabulous weekend stay at The Nest. Amazing views and a beautiful house. Communication with the host was easy peasy. We had everything we needed.
Reviewed on 3 May 2026
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
Fully refundable
The price is NZ$197 per night from 17 May to 18 May
NZ$197
17 May - 18 May
includes taxes & fees
9.4/10 Exceptional! (1,111 reviews)
Breakfast was fresh, not a lot of options
Reviewed on 10 May 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
Fully refundableReserve now, pay when you stay
The price is NZ$157 per night from 19 May to 20 May
NZ$157
19 May - 20 May
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Breakfast is so bad and i also found hair on the food
Reviewed on 12 May 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
