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$157 per night from 8 Feb to 9 Feb
AU$157
8 Feb - 9 Feb
includes taxes & fees
9.4/10 Exceptional! (1,092 reviews)
Clean room
Reviewed on 9 Jan 2026
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 19 Jan to 20 Jan
AU$121
19 Jan - 20 Jan
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
Breakfast fresh, good coffee, enough healthy variety
Reviewed on 6 Jan 2026
Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd Winchester VA
Fully refundable
The price is AU$134 per night from 25 Jan to 26 Jan
AU$134
25 Jan - 26 Jan
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
It was all totally smooth
Reviewed on 7 Jan 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.
