Photo by Brian V. Rowe

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Our top choices for Chester Gap hotels

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1093)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is AU$155
includes taxes & fees
25 Jan - 26 Jan
Comfort Inn & Suites Winchester

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, (1000)
"Have stayed here multiple times -always good"
United States
Robert
The price is AU$135
includes taxes & fees
1 Feb - 2 Feb
Country Inn & Suites by Radisson, Winchester, VA

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very good, (1004)
"Breakfast was delicious "
United States
Robert
The price is AU$121
includes taxes & fees
7 Jan - 8 Jan
Ramada by Wyndham Strasburg/Shenandoah Valley

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, (1001)
"Clean rooms and property. Staff was amazing. Hot tub and pool area were great and clean. Very comfortable stay. Only issue was shower was very slow to drain but confident staff will fix it for next"
United States
Edward
The price is AU$161
includes taxes & fees
7 Jan - 8 Jan
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal
2.0 star property
Front Royal
7.6 out of 10, Good, (1001)
"Good condition "
United States
Phillip
The price is AU$103
includes taxes & fees
3 Jan - 4 Jan
Super 8 by Wyndham Front Royal

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, (809)
"Clean room, nice staff, simple but good breakfast, fresh ground coffee machine was really nice. "
United States
Rose
The price is AU$120
includes taxes & fees
4 Jan - 5 Jan
Holiday Inn Express Winchester South-Stephens City by IHG

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1005)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is AU$190
includes taxes & fees
11 Jan - 12 Jan
Hampton Inn Front Royal

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (558)
"Excellent staff, clean rooms, convenient location right next to grocery stores and restaurants. "
United States
Carla
The price is AU$197
includes taxes & fees
6 Jan - 7 Jan
TownePlace Suites by Marriott Front Royal

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
2.5 star property
Strasburg
9.0 out of 10, Wonderful, (1000)
"Breakfast was great - they even had vegetarian sausage! Everything was clean, and staff were friendly and helpful."
United States
David
The price is AU$188
includes taxes & fees
5 Jan - 6 Jan
Fairfield Inn & Suites Strasburg Shenandoah Valley

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very good, (259)
"Clean, and nice rooms, friendly staff"
United States
James
The price is AU$113
includes taxes & fees
2 Jan - 3 Jan
Relax Inn Motel

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.6 out of 10, Exceptional, (175)
"This B&B has been by far the loveliest, friendliest, cleanest with staff so eager to please. The rural area was so peaceful and relaxing with views of black angus in the fields. Winchester close with quaint shops. The food at the Inn was excellent. "
United States
DONNA
The price is AU$370
includes taxes & fees
5 Jan - 6 Jan
L'Auberge Provencale Inn & Restaurant

Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (95)
"Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean."
United States
KYLE
The price is AU$472
includes taxes & fees
20 Jan - 21 Jan
Glen Gordon Manor

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, (632)
"Good variety at breakfast and courteous staff."
Canada
Madonna
The price is AU$122
includes taxes & fees
19 Jan - 20 Jan
Quality Inn Stephens City - Winchester South

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, (924)
"Staff was very kind! Had a nice time!"
United States
Rio Ashley
The price is AU$92
includes taxes & fees
7 Jan - 8 Jan
Baymont by Wyndham Front Royal Near Shenandoah National Park

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very good, (543)
"Clean, comfortable room. Staff was nice and I really enjoyed my stay. Motel was in a high traffic area, but still a quiet stay"
United States
Daniel
The price is AU$113
includes taxes & fees
4 Jan - 5 Jan
Twi-Lite Inn

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (419)
"Historic inn. "
United States
Anonymous traveller
The price is AU$134
includes taxes & fees
4 Jan - 5 Jan
Wayside Inn

White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (149)
"Staff is wonderful. The whole 1st floor would make Marie Kondo proud! Breakfast is excellent. "
United States
Judy
White Moose Inn

Hillside

Hillside
2.5 star property
Luray
9.0 out of 10, Wonderful, (1001)
"Great location, staff very friendly"
United States
Ines
Hillside

The Foster Harris House

The Foster Harris House
2.0 star property
Washington
10.0 out of 10, Exceptional, (4)
"Lovely inn in a great location three course breakfast with one of the best scones I have eaten "
United States
Mary
The price is AU$803
includes taxes & fees
2 Jan - 3 Jan
The Foster Harris House

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)
"Great place. Good food, great beer."
United States
Phil
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 the local area in Chester Gap as you venture to sights like Shenandoah National Park.

Many butterflies
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Chester Gap Hotel Reviews

Recent Reviews in Chester Gap

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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 traveller data. Two other options for your trip to the area are DoubleTree by Hilton Front Royal Blue Ridge Shadows and Hampton Inn Front Royal. See all available top hotels, or vacation rentals in Chester Gap.
What are some of the best holiday rentals that Chester Gap has to offer?
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly: This holiday home rental outside of Chester Gap is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all vacation rentals in Chester Gap.
If I need to cancel my hotel reservation in Chester Gap, will I receive a refund?
Yes! Most room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might be able to cancel it and receive a refund within a 24-hour period 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 to Chester Gap will definitely find plenty to explore and enjoy. In Chester Gap, there are 4 hotels and other accommodation options to choose from. Find out more about Chester Gap.
What should I do while I'm visiting Chester Gap?
A favourite place to visit is Shenandoah National Park. You'll also find Dickey Ridge Visitor Center and Linden Vineyards in the area. Take a look at what more there is to see and do in Expedia's Chester Gap guide.
What's the seasonal weather in Chester Gap?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Chester Gap is 1184 mm.

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