Book Hotels in Chester Gap, VA
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Top Chester Gap hotels

Falling Leaf Cabin - Rustic Charm With Modern Decor!
Rileyville VA
A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.
Cabin was as described and easy access with great communication with the host.
Reviewed on Jan 18, 2026

Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $107 total per night from Feb 22 to Feb 23
$107 total
Feb 22 - Feb 23
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 ...
The room was spotless , and the staff was very curtis
Reviewed on Feb 2, 2026

TownePlace Suites by Marriott Front Royal
5 Caroline Drive Front Royal VA
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $128 total per night from Feb 15 to Feb 16
$128 total
Feb 15 - Feb 16
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. ...
Clean room, friendly and helpful staff, good breakfast, I would stay again.
Reviewed on Jan 16, 2026

Hampton Inn Front Royal
9800 Winchester Rd Front Royal VA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $109 total per night from Feb 22 to Feb 23
$109 total
Feb 22 - Feb 23
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 ...
Very nice breakfast (eggs sausage, potatoes, ...), clean lobby, and all the staff was friendly, including Beatrix. Also we appreciated the attention to a clean and warm pool room on a very cold January. Great mexican 1 mile away at Potrillo's.
Reviewed on Jan 20, 2026

Fairfield Inn & Suites Strasburg Shenandoah Valley
33760 Old Valley Pike Strasburg VA
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $126 total per night from Feb 17 to Feb 18
$126 total
Feb 17 - Feb 18
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 ...
We stay here every year on our way to NC. Always very nice and helpful staff.
Reviewed on Jan 23, 2026

DoubleTree by Hilton Front Royal Blue Ridge Shadows
111 Hospitality Drive Front Royal VA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $108 total per night from Feb 22 to Feb 23
$108 total
Feb 22 - Feb 23
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 ...
The staff was friendly and very helpful! The room was spotless and very clean. Would stay at this location again :)
Reviewed on Jan 29, 2026

Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd Winchester VA
Fully refundable
$82 nightly
The price is $89 total per night from Feb 22 to Feb 23
$89 total
Feb 22 - Feb 23
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 ...
Courteous staff, clean room. Nice to have free breakfast available.
Reviewed on Jan 30, 2026

Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $84 total per night from Feb 20 to Feb 21
$84 total
Feb 20 - Feb 21
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 ...
Clean staff super friendly
Reviewed on Feb 3, 2026

Super 8 by Wyndham Front Royal
111 South St Front Royal VA
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $69 total per night from Feb 11 to Feb 12
$69 total
Feb 11 - Feb 12
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 ...
Staff very friendly basic room
Reviewed on Jan 11, 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

Ramada by Wyndham Strasburg/Shenandoah Valley
5 out of 5
Posted 7 days ago
Travelocity Verified Review
"Clean staff super friendly"
A verified traveler stayed at Ramada by Wyndham Strasburg/Shenandoah Valley
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