Chester Gap Holidays
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Your Chester Gap Holiday
When a city adventure is calling your name, answer it with a Chester Gap holiday package. With all your travel needs taken care of before you leave, all you have to do here is focus on having fun. Want to see the sights but don't know where to begin? Every trip to Chester Gap should include Rappahannock Cellars. Browse Expedia's extensive range of travel options and start organising your perfect holiday to Chester Gap now.
Chester Gap Holiday
Chester Gap Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 840 |
Max Temp Winter | 7ºC |
Max Temp Summer | 29ºC |
Top Sights | Skyline Caverns, Shenandoah River State Park and Linden Vineyards |
Our pick of the best Chester Gap Hotel Deals
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$154 per night from 2 Dec to 3 Dec
AU$154
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 AU$140 per night from 15 Dec to 16 Dec
AU$140
15 Dec - 16 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 AU$121 per night from 21 Dec to 22 Dec
AU$121
21 Dec - 22 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.
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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.
