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.
The cabin was cozy and warm in this wintry weather. The host was easy to communicate with and everything went smoothly.
Reviewed on Feb 18, 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 Mar 8 to Mar 9
$128 total
Mar 8 - Mar 9
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. ...
Don’t stay here ICE is staying here
Reviewed on Feb 20, 2026

Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $111 total per night from Apr 1 to Apr 2
$111 total
Apr 1 - Apr 2
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 ...
Quick stay, but everything was perfect! Check-in, room cleanliness, hospitality!
Reviewed on Feb 27, 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 Mar 15 to Mar 16
$109 total
Mar 15 - Mar 16
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 ...
Great one night stay! Friendly, welcoming staff! Room was clean and comfortable. Location was perfect- near dining and highway!
Reviewed on Feb 27, 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 Mar 8 to Mar 9
$116 total
Mar 8 - Mar 9
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 ...
Breakfast buffet could be better.
Reviewed on Feb 24, 2026

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 Mar 8 to Mar 9
$99 total
Mar 8 - Mar 9
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 ...
Our room was very clean and the staff very courteous and helpful.
Reviewed on Feb 28, 2026

Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $85 total per night from Mar 13 to Mar 14
$85 total
Mar 13 - Mar 14
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 ...
Nice room and good location for an overnight stay.
Reviewed on Feb 28, 2026

Holiday Inn Express Winchester South-Stephens City by IHG
165 Town Run Ln Stephens City VA
Fully refundable
$78 nightly
The price is $85 total per night from Mar 8 to Mar 9
$85 total
Mar 8 - Mar 9
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. ...
Friendly staff. Clean atmosphere quiet
Reviewed on Feb 22, 2026

Super 8 by Wyndham Front Royal
111 South St Front Royal VA
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $75 total per night from Mar 2 to Mar 3
$75 total
Mar 2 - Mar 3
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 ...
Toilet had dried pee stains all over the front and the bathroom sink drained very slowly. Vending machine only had three bags of snacks in the entire machine. Breakfast options were abysmal
Reviewed on Feb 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

Holiday Inn Express Winchester South-Stephens City by IHG
5 out of 5
Posted 6 days ago
Travelocity Verified Review
"Friendly staff. Clean atmosphere quiet "
A verified traveler stayed at Holiday Inn Express Winchester South-Stephens City by IHG
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