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.
It was very nice, peaceful and relaxing! Very cozy. Had everything we needed. Great view too!
Reviewed on Dec 8, 2025

Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $106 total per night from Jan 5 to Jan 6
$106 total
Jan 5 - Jan 6, 2026
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 ...
We have stayed here many times on our way to Massachusetts and find it perfect every time.
Reviewed on Dec 21, 2025

TownePlace Suites by Marriott Front Royal
5 Caroline Drive Front Royal VA
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $132 total per night from Dec 28 to Dec 29
$132 total
Dec 28 - Dec 29
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. ...
Very good overall experience.
Reviewed on Dec 21, 2025

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 Jan 11 to Jan 12
$127 total
Jan 11 - Jan 12, 2026
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 ...
All great
Reviewed on Dec 11, 2025

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 Dec 30 to Dec 31
$108 total
Dec 30 - Dec 31
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 ...
Nice, clean, quiet rooms. Staff were polite and professional. I would stay here again.
Reviewed on Nov 23, 2025

Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd Winchester VA
Fully refundable
$83 nightly
The price is $90 total per night from Jan 18 to Jan 19
$90 total
Jan 18 - Jan 19, 2026
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 ...
Friendly staff both at check in and check out. Hotel and room were clean, but the decor was a bit older than some more modern suites we've stayed at. Carpet in room was a little stained but otherwise it was clean and perfect for our quick pit stop.
Reviewed on Dec 20, 2025

Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $79 total per night from Jan 1 to Jan 2
$79 total
Jan 1 - Jan 2, 2026
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 ...
Friendly staff, Mexican restaurant attached to the hotel, clean spacious room, and good breakfast.
Reviewed on Dec 14, 2025

Quality Inn Stephens City - Winchester South
167 Town Run Ln Stephens City VA
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $80 total per night from Jan 11 to Jan 12
$80 total
Jan 11 - Jan 12, 2026
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 time
Reviewed on Dec 7, 2025

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 Dec 25 to Dec 26
$69 total
Dec 25 - Dec 26
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 ...
Check in took a little longer than Norman considering I had already checked in online. Usually I just pick up key but other than that staff was friendly n courteous. Room was clean could use a couple new lamp shades otherwise neat and clean. No complaints would stay again.
Reviewed on Dec 19, 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

TownePlace Suites by Marriott Front Royal
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Very good overall experience."
A verified traveler stayed at TownePlace Suites by Marriott Front Royal
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