Book Hotels in Chester Gap, VA
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Top Chester Gap hotels

Falling Leaf Cabin - Rustic Charm With Modern Decor!
Rileyville
A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.
It's a great place for 2 people, the main bathroom is on the first floor, the best bedroom is upstairs.
Reviewed on Oct 14, 2025

Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd, Winchester, VA
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $110 total per night from Nov 21 to Nov 22
$110 total
Nov 21 - Nov 22
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 ...
Lovely one night stay while traveling through the area. The bed was comfortable, room was clean, and breakfast was tasty. I would certainly stay here again.
Reviewed on Nov 3, 2025

TownePlace Suites by Marriott Front Royal
5 Caroline Drive, Front Royal, VA
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $142 total per night from Nov 9 to Nov 10
$142 total
Nov 9 - Nov 10
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
Everythign was great. staff was friendly and room was clean. Complimentary breakfast was good.
Reviewed on Oct 23, 2025

Hampton Inn Front Royal
9800 Winchester Rd, Front Royal, VA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $123 total per night from Nov 23 to Nov 24
$123 total
Nov 23 - Nov 24
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 ...
The staff was amazing! As we zipped in and out we were always welcomed or wished a good day. Big smiles and just super nice! Loved the coffee/tea area. Talk about coming home. My one comment would be that the trash cans were never emptied in our room or bathroom. And because the cans are so small ...
Reviewed on Oct 28, 2025

DoubleTree by Hilton Front Royal Blue Ridge Shadows
111 Hospitality Drive, Front Royal, VA
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $120 total per night from Nov 16 to Nov 17
$120 total
Nov 16 - Nov 17
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 ...
Friendly staff, nice clean room, hotel restaurant was delicious.
Reviewed on Nov 1, 2025

Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd, Winchester, VA
Fully refundable
$91 nightly
The price is $99 total per night from Nov 26 to Nov 27
$99 total
Nov 26 - Nov 27
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 ...
The hotel itself was clean and well maintained. The local was particularly good as there was easy access to major highways and multiple area dining options. The only problem I had was the included hot breakfast. There was no coffee available and they were running out of food early into the breakfast ...
Reviewed on Nov 3, 2025

Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Nov 23 to Nov 24
$80 total
Nov 23 - Nov 24
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 ...
Great!
Reviewed on Nov 2, 2025

Super 8 by Wyndham Front Royal
111 South St, Front Royal, VA
Fully refundableReserve now, pay when you stay
$53 nightly
The price is $59 total per night from Dec 4 to Dec 5
$59 total
Dec 4 - Dec 5
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. Guests will appreciate free perks like on-the-go breakfast and WiFi in ...
very clean room
Reviewed on Nov 2, 2025

Baymont by Wyndham Front Royal Near Shenandoah National Park
10 S Commerce Ave, Front Royal, VA
Fully refundableReserve now, pay when you stay
$58 nightly
The price is $64 total per night from Nov 23 to Nov 24
$64 total
Nov 23 - Nov 24
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 ...
It was very pleasant to check in. The attendant was very helpful. The room is clean.
Reviewed on Oct 30, 2025
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

Comfort Inn & Suites Winchester
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Lovely one night stay while traveling through the area. The bed was comfortable, room was clean, and breakfast was tasty. I would certainly stay here again. "
A verified traveler stayed at Comfort Inn & Suites Winchester
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