Chester Gap Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €185 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Chester Gap
Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
Fully refundableReserve now, pay when you stay
The price is €71 per night from 4 Feb to 5 Feb
€71
4 Feb - 5 Feb
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
Great stay everyone friendly will stay again
Reviewed on 19 Jan 2026
Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
Fully refundableReserve now, pay when you stay
The price is €90 per night from 15 Feb to 16 Feb
€90
15 Feb - 16 Feb
includes taxes & fees
9.4/10 Exceptional! (1,102 reviews)
Staff was very friendly and room was great!
Reviewed on 27 Jan 2026
DoubleTree by Hilton Front Royal Blue Ridge Shadows
111 Hospitality Drive Front Royal VA
Fully refundableReserve now, pay when you stay
The price is €91 per night from 22 Feb to 23 Feb
€91
22 Feb - 23 Feb
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Great room and staff. Nice restaurant and bar also with good prices. Very nice hotel. 5 stars
Reviewed on 15 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
