Book Hotels in Chester Gap, VA
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Top Chester Gap hotels

Modern Mountain Retreat w/ Deck + Hot Tub!
Chester Gap VA
A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
"Overall, it was an okay experience. However, there were certain aspects of the place that need some work. There was definitely an ant problem in the kitchen and master bathroom. There was no body soap to be found. Recommend having white sheets and towels to ensure cleanliness. The towels provided ..."
Reviewed on Apr 1, 2026

Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!
Rileyville VA
A hot tub is featured at this cabin, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
"We stayed at Falling Leaf Cabin for three nights for my birthday getaway, just my husband and myself, and overall we had a wonderful stay. The cabin was exceptionally clean, check-in was easy, and the checkout instructions were simple and stress-free. Everything worked exactly as it should with the ..."
Reviewed on May 20, 2026

Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
Fully refundable
$96 nightly
The price is $104 total per night from Jun 28 to Jun 29
$104 total
Jun 28 - Jun 29
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 ...
"Room was exceptionally clean staff was great and has ample parking"
Reviewed on Jun 4, 2026

Hillside
1460 US Highway 211 East Luray VA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $137 total per night from Jun 7 to Jun 8
$137 total
Jun 7 - Jun 8
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-out, and barbecue grills are also on ...
"Was a great stay! Super close to the Thornton entrance (about 10 minutes). The room was updated and comfortable, and it’s in a pretty area. We would definitely return!"
Reviewed on Jun 4, 2026

DoubleTree by Hilton Front Royal Blue Ridge Shadows
111 Hospitality Drive Front Royal VA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $135 total per night from Jun 14 to Jun 15
$135 total
Jun 14 - Jun 15
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 ...
"With a clean room with two incredibly comfortable beds with super soft pillows, 15 minutes from Shenandoah entrance, close to shopping and stores and plenty of restaurants, the Double Tree was the best spot for a nature weekend. My wife and I loved every bit of it. We loved the free cookies at check ..."
Reviewed on May 28, 2026

Hampton Inn Front Royal
9800 Winchester Rd Front Royal VA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $136 total per night from Jul 5 to Jul 6
$136 total
Jul 5 - Jul 6
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference ...
"I had a great time. The hotel is clean."
Reviewed on Jun 1, 2026

Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $91 total per night from Jun 21 to Jun 22
$91 total
Jun 21 - Jun 22
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 ...
"First room smelled awful! They moved us to another room which was fine. Place seemed like it needed updating. Breakfast was not very good. Pancake machine was broken and food was nothing great. I won’t be returning."
Reviewed on May 30, 2026

Super 8 by Wyndham Front Royal Near Shenandoah National Park
111 South St Front Royal VA
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $81 total per night from Jun 7 to Jun 8
$81 total
Jun 7 - Jun 8
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. Enjoy the free on-the-go breakfast each morning. A safe deposit box is ...
"It is ok for the price"
Reviewed on Jun 5, 2026

Baymont by Wyndham Front Royal Near Shenandoah National Park
10 S Commerce Ave Front Royal VA
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $68 total per night from Jun 21 to Jun 22
$68 total
Jun 21 - Jun 22
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. Enjoy ...
"Ok"
Reviewed on Jun 4, 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 10 hours ago
Travelocity Verified Review
"It is ok for the price "
A verified traveler stayed at Super 8 by Wyndham Front Royal Near Shenandoah National Park
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