Book Hotels in Chester Gap, VA
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Top Chester Gap hotels

Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!
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

Comfort Inn & Suites Winchester
195 Kernstown Commons Blvd Winchester VA
Fully refundable
$103 nightly
The price is $112 total per night from Apr 27 to Apr 28
$112 total
Apr 27 - Apr 28
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 enjoyed having a large room with a sofa but found numerous dog hairs and human hair in towels and carpet. My grandson is allergic to certain dogs and he coughed the entire 3 days.
Reviewed on Apr 4, 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 Apr 12 to Apr 13
$109 total
Apr 12 - Apr 13
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 ...
Clean and friendly staff. However, room was not ready for check in at 7 pm, and not enough seating for breakfast at Saturday morning.
Reviewed on Apr 4, 2026

DoubleTree by Hilton Front Royal Blue Ridge Shadows
111 Hospitality Drive Front Royal VA
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $96 total per night from Apr 12 to Apr 13
$96 total
Apr 12 - Apr 13
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 ...
Hotel is very nice and the staff are nice and welcoming. The breakfast was terrible . Bad option , poor quality of food .
Reviewed on Apr 5, 2026

Country Inn & Suites by Radisson, Winchester, VA
141 Kernstown Commons Blvd Winchester VA
Fully refundable
$92 nightly
The price is $100 total per night from Apr 26 to Apr 27
$100 total
Apr 26 - Apr 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 room was clean. The breakfast was well stocked and the attendants kept in very clean.
Reviewed on Mar 31, 2026

Ramada by Wyndham Strasburg/Shenandoah Valley
21 Signal Knob Dr Strasburg VA
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Apr 12 to Apr 13
$90 total
Apr 12 - Apr 13
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 ...
The bedsheets were all stained when we arrived, the front staff wqs extrmewly helpful however the cleanliness of the property was truly questionable.
Reviewed on Apr 5, 2026

Holiday Inn Express Winchester South-Stephens City by IHG
165 Town Run Ln Stephens City VA
Fully refundable
$100 nightly
The price is $109 total per night from Apr 12 to Apr 13
$109 total
Apr 12 - Apr 13
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. ...
Great value
Reviewed on Apr 4, 2026

Quality Inn Stephens City - Winchester South
167 Town Run Ln Stephens City VA
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $93 total per night from Apr 27 to Apr 28
$93 total
Apr 27 - Apr 28
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 location safe area clean rooms good price
Reviewed on Mar 22, 2026

Super 8 by Wyndham Front Royal Near Shenandoah National Park
111 South St Front Royal VA
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $71 total per night from Apr 13 to Apr 14
$71 total
Apr 13 - Apr 14
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 ...
Breakfast options were minimal.
Reviewed on Mar 26, 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

Fairfield Inn & Suites Strasburg Shenandoah Valley
2 out of 5
Posted 5 hours ago
Travelocity Verified Review
"Good location. However, plenty of areas for improvement. The breakfast buffet was missing items half of the time. Additionally when we call for a bath towels, they said they did not have any and laundry would take time. I wouldn’t stay here again in the future."
A verified traveler stayed at Fairfield Inn & Suites Strasburg Shenandoah Valley
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