
Chester Gap Holidays
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Your Chester Gap Holiday
Our holiday packages to Chester Gap let you customise your own adventure. Tailor your getaway to suit your interests and needs and make every moment count in this interesting city. Hoping to sightsee? Spend your days enjoying major attractions like Rappahannock Cellars during your trip to Chester Gap. A couple of quick clicks is all it takes to create a customised Chester Gap holiday on Expedia.
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 |
Top hotels in Chester Gap

Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd Winchester VA
Fully refundable
The price is £73 per night from 15 Mar to 16 Mar
£73
15 Mar - 16 Mar
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Very courteous staff - clean hotel, great breakfast.
Reviewed on 23 Feb 2026

Hampton Inn Front Royal
9800 Winchester Rd Front Royal VA
Fully refundableReserve now, pay when you stay
The price is £81 per night from 15 Mar to 16 Mar
£81
15 Mar - 16 Mar
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
Early check-in greatly helped our busy schedule. Front office staff was very courteous, efficient and helpful. Room was very clean and the bed was very comfortable. Breakfast was very fresh, good, and well-served with many items.
Reviewed on 27 Feb 2026

Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
Fully refundableReserve now, pay when you stay
The price is £63 per night from 13 Mar to 14 Mar
£63
13 Mar - 14 Mar
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
We couldn’t find out tooth brushes and I called the front desk and had them as well as tooth paste delivered with a smile to our room within 10 minutes. We’ve stayed her on our way to Georgia for about 9 years now and we’ve never been disappointed. 😊
Reviewed on 26 Feb 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. Flight-inclusive packages are ATOL protected.











