Book Hotels in Chester Gap, VA
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Top Chester Gap hotels

The Nest at Chester Gap
Chester Gap VA
A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Great place to get away. Wonderful host and amazing views!
Reviewed on Mar 16, 2026

Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!
Rileyville VA
A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.
Lovely cabin in a beautiful area of the Shenandoah. Cabin was well equipped for a short stay. Would like to have had TV and appliance instructions (coffee pot, dishwasher and TV channels and how to access).
Reviewed on Mar 26, 2026

Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
Fully refundable
$106 nightly
The price is $115 total per night from May 4 to May 5
$115 total
May 4 - May 5
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free self-serve breakfast, free WiFi, and free self parking. Business travelers can take advantage of the ...
Neat place and excellent stay
Reviewed on Apr 13, 2026

Hampton Inn Front Royal
9800 Winchester Rd Front Royal VA
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $127 total per night from Apr 28 to Apr 29
$127 total
Apr 28 - Apr 29
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express ...
Staff was friendly and helpful. Room was clean and comfortable. Bed was very comfortable. Breakfast was excellent.
Reviewed on Apr 14, 2026

DoubleTree by Hilton Front Royal Blue Ridge Shadows
111 Hospitality Drive Front Royal VA
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $116 total per night from Apr 26 to Apr 27
$116 total
Apr 26 - Apr 27
Total with taxes and fees
A golf course, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center ...
Found this hotel a couple of years ago and it is now our goto hotel on our way to Myrtle Beach .... great restaurant with upbeat fun staff ... for dinner and for breakfast .... the rooms are more than adequate after driving for 9 hours ... clean and very comfortable beds ......
Reviewed on Apr 14, 2026

Hillside
1460 US Highway 211 East Luray VA
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $118 total per night from Apr 15 to Apr 16
$118 total
Apr 15 - Apr 16
Total with taxes and fees
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this motel. WiFi in public areas is free. A picnic area and express check-out ...
Clean room, parking at door . Nice place . Walls thin but neighbors quiet. Would stay there again
Reviewed on Apr 12, 2026

Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd Winchester VA
Fully refundable
$96 nightly
The price is $104 total per night from May 4 to May 5
$104 total
May 4 - May 5
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
Hotel was clean. Staff were helpful and kind!
Reviewed on Apr 8, 2026

Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Apr 26 to Apr 27
$90 total
Apr 26 - Apr 27
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests ...
All good
Reviewed on Apr 13, 2026

Quality Inn Stephens City - Winchester South
167 Town Run Ln Stephens City VA
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $92 total per night from May 10 to May 11
$92 total
May 10 - May 11
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
Great location safe area clean rooms good price
Reviewed on Mar 22, 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.
Frequently asked questions
Recent Chester Gap hotel reviews by fellow wanderers

Super 8 by Wyndham Front Royal Near Shenandoah National Park
3 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Room was big ac fine wood floors creaked a little
Breakfast is sparse
Pancake maker worked but not much else there, no fruit no eggs just white bread some danish a d cereal
Coffee was ok and there is a Dunkin across the street
Facility is ok for one night wouldn’t stay longer
Price was reasonable
Also no fitness room"
A verified traveler stayed at Super 8 by Wyndham Front Royal Near Shenandoah National Park
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