Photo by Brian V. Rowe

Chester Gap Hotels

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Check prices for these dates

Tonight
Nov 16 - Nov 17
Tomorrow
Nov 17 - Nov 18
Next weekend
Nov 21 - Nov 23
In two weeks
Nov 28 - Nov 30

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Top 10 trending Chester Gap hotels

Free buffet breakfast
Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
Stephens City
8.2 out of 10, Very Good, (794)
"The front desk did a great job with checking in and out."
United States
Eric
The price is P4,606
P5,012 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express Winchester South-Stephens City by IHG
Elevator
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
Strasburg
8.2 out of 10, Very Good, (1006)
"Friendly Staff, clean room."
Canada
Frank
The price is P4,367
P4,861 total
includes taxes & fees
Nov 24 - Nov 25
Ramada by Wyndham Strasburg/Shenandoah Valley
Breakfast area
Econo Lodge Inn & Suites

Econo Lodge Inn & Suites

2.0 star property
Middletown
5.8 out of 10, (297)
"Clean room"
United States
Judy
The price is P3,667
P4,045 total
includes taxes & fees
Nov 23 - Nov 24
Econo Lodge Inn & Suites
Property entrance
Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
Front Royal
6.4 out of 10, (911)
"The room was clean and very large. Breakfast had hot options like eggs etc. Pretty much standard for IHG. Breakfast stuff was on top of everything all the time and really took care of the area nicely. Would go to this hotel again very nice"
United States
Seth
The price is P3,263
P3,631 total
includes taxes & fees
Dec 1 - Dec 2
Baymont by Wyndham Front Royal Near Shenandoah National Park
Bar (on property)
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1002)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
The price is P6,247
P7,067 total
includes taxes & fees
Nov 23 - Nov 24
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Free daily continental breakfast
Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South

2.5 star property
Stephens City
8.0 out of 10, Very Good, (624)
"Good variety at breakfast and courteous staff."
Canada
Madonna
The price is P4,453
P4,845 total
includes taxes & fees
Dec 14 - Dec 15
Quality Inn Stephens City - Winchester South
Lobby
Hampton Inn Front Royal

Hampton Inn Front Royal

2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1002)
"Well located and very clean!"
United States
Odile
The price is P5,622
P6,257 total
includes taxes & fees
Nov 30 - Dec 1
Hampton Inn Front Royal
Terrace/patio
L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant

4.0 star property
Boyce
9.6 out of 10, Exceptional, (173)
"Wonderful staff and service!"
United States
Eliel Constantine
The price is P17,657
P19,476 total
includes taxes & fees
Nov 17 - Nov 18
L'Auberge Provencale Inn & Restaurant
Lobby
Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal

2.0 star property
Front Royal
7.6 out of 10, Good, (1000)
"Clean rooms friendly staff"
United States
Ken
The price is P3,898
P4,338 total
includes taxes & fees
Dec 1 - Dec 2
Super 8 by Wyndham Front Royal
Exterior
Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley

2.5 star property
Strasburg
9.0 out of 10, Wonderful, (1001)
"Staff was very nice, check in was a breeze. Room was clean and comfortable, nice area Restaurants nearby"
United States
Susan
The price is P6,673
P7,427 total
includes taxes & fees
Nov 27 - Nov 28
Fairfield Inn & Suites Strasburg Shenandoah Valley
Iron/ironing board, free WiFi, bed sheets
Hillside

Hillside

2.5 star property
Luray
9.0 out of 10, Wonderful, (1003)
"Hillside was absolutely adorable. It was clean, well-maintained, and in a great location. "
United States
Ronda
Hillside
Terrace/patio
White Moose Inn

White Moose Inn

4.0 star property
Washington
9.8 out of 10, Exceptional, (146)
"Great staff, service was awesome! Highly recommend this property. "
United States
Sanjay
White Moose Inn
Property amenity
TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal

3.0 star property
Front Royal
9.6 out of 10, Exceptional, (551)
"Breakfast was awesome, hit coffee available all day, clean rooms and great staff!"
United States
Mark
The price is P7,500
P8,391 total
includes taxes & fees
Nov 23 - Nov 24
TownePlace Suites by Marriott Front Royal
Exterior
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 star property
Winchester
9.4 out of 10, Exceptional, (1049)
"Staff was very friendly, room clean and neat."
United States
Arnold
The price is P5,973
P6,499 total
includes taxes & fees
Nov 21 - Nov 22
Comfort Inn & Suites Winchester
Lobby
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
Winchester
8.8 out of 10, Excellent, (1008)
"Have stayed here multiple times -always good"
United States
Robert
The price is P5,711
P6,214 total
includes taxes & fees
Nov 30 - Dec 1
Country Inn & Suites by Radisson, Winchester, VA
Exterior
Twi-Lite Inn

Twi-Lite Inn

2.0 star property
Front Royal
8.2 out of 10, Very Good, (536)
"Quiet, convenient, clean and quaint. Highly recommend."
United States
Ben
The price is P3,839
P4,273 total
includes taxes & fees
Nov 17 - Nov 18
Twi-Lite Inn
Lobby
Motel 6 Front Royal, VA

Motel 6 Front Royal, VA

2.0 star property
Front Royal
6.8 out of 10, (499)
"Quiet "
United States
Jocelyn
The price is P3,543
P3,943 total
includes taxes & fees
Dec 1 - Dec 2
Motel 6 Front Royal, VA
Exterior
Glen Gordon Manor

Glen Gordon Manor

3.5 star property
Huntly
9.8 out of 10, Exceptional, (92)
"Such a beautiful property. Dinner and breakfast was scrumptious. It is perfect :DC getaway. Highly recommended. "
United States
Nitin
The price is P14,705
P16,072 total
includes taxes & fees
Nov 19 - Nov 20
Glen Gordon Manor
Front of property - evening/night
Relax Inn Motel

Relax Inn Motel

2.0 star property
Front Royal
8.2 out of 10, Very Good, (258)
"Overall nice stay. "
United States
Regina
The price is P4,075
P4,535 total
includes taxes & fees
Nov 17 - Nov 18
Relax Inn Motel
Balcony
Hopkins Ordinary Bed Breakfast and Ale Works

Hopkins Ordinary Bed Breakfast and Ale Works

3.0 star property
Sperryville
10.0 out of 10, Exceptional, (31)
"The Inn was on a lovely property near a river walk. An amazing ale house is also on the property. Very quaint and comfortable. Games, books and a front porch swing were provided. Our hosts were accommodating and friendly. The Breakfests were exceptional with delightful farm fresh eggs and produce. Overall it was a very relaxing and fun getaway. A side note that Sperryville is a weekend town there was not much to do during the week. "
United States
Sherry
Hopkins Ordinary Bed Breakfast and Ale Works
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.
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Learn more about Chester Gap

Check out popular sights like Shenandoah National Park as you discover the local area in Chester Gap.

See all hotels in Chester Gap
Many butterflies
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Chester Gap Hotel Reviews

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent
"Yes"
Brandon 2-night trip
Posted 7 days ago
DoubleTree by Hilton Front Royal Blue Ridge Shadows

More cheap stays in Chester Gap

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
The price is P4,367 per night from Nov 24 to Nov 25
P4,367
P4,861 total
Nov 24 - Nov 25
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)

Frequently asked questions

Where is the best place to stay in Chester Gap?
Comfort Inn & Suites Winchester, located 18.5 mi (29.8 km) from the heart of Chester Gap, is a top choice for your stay based on our traveler data. Other good options for your stay in the area are Country Inn & Suites by Radisson, Winchester, VA and Ramada by Wyndham Strasburg/Shenandoah Valley. See all available top hotels, or vacation rentals in Chester Gap.
If I need to cancel my hotel reservation in Chester Gap, will I receive a refund?
Yes! You'll find that most hotel reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Chester Gap.
What is staying in Chester Gap like?
Visitors are sure to enjoy all that Chester Gap has to offer. A top sight in the city is Shenandoah National Park. In Chester Gap, there are 4 hotels and other accommodations to choose from. Find out more about Chester Gap.
What are the top places to visit in Chester Gap?
A favorite place to visit is Shenandoah National Park. You'll also find Dickey Ridge Visitor Center and Linden Vineyards in the area. Check out what more to see and do in Expedia's Chester Gap guide.
What's the seasonal weather like in Chester Gap?
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Chester Gap is 47 inches.

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