Photo by Brian V. Rowe

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Top hotels and accommodation in Chester Gap

Comfort Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1014)
"Perfect stay for our family while on the road"
The price is NZ$174
includes taxes & fees
27 July - 28 July
Comfort Inn & Suites

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1010)
"Great stay for a great price!"
The price is NZ$179
includes taxes & fees
27 July - 28 July
Country Inn & Suites by Radisson, Winchester, VA

Relax Inn Motel

2.0 star property
8.2 out of 10, Very good, (236)
"Clean, quiet and convenient. Check in process was quick and easy, with the very friendly and helpful staff. I would absolutely stay here again."
The price is NZ$127
includes taxes & fees
25 July - 26 July
Relax Inn Motel

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1004)
"Convenient to Skyline Drive in Shenandoah National Park."
The price is NZ$116
includes taxes & fees
28 July - 29 July
Super 8 by Wyndham Front Royal

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1005)
"Great stay!"
The price is NZ$202
includes taxes & fees
14 Aug - 15 Aug
Hampton Inn Front Royal

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very good, (593)
"Great stay!"
The price is NZ$149
includes taxes & fees
13 Aug - 14 Aug
Quality Inn Stephens City - Winchester South

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very good, (513)
"Good "
The price is NZ$144
includes taxes & fees
28 July - 29 July
Twi-Lite Inn

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1006)
"Fantastic stay, thanks!"
The price is NZ$220
includes taxes & fees
14 Aug - 15 Aug
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very good, (758)
"Always great!"
The price is NZ$169
includes taxes & fees
27 July - 28 July
Holiday Inn Express Winchester South-Stephens City by IHG

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
8.2 out of 10, Very good, (1015)
"Great location off the highway, restaurant on site was very good, staff was friendly and quick check in"
The price is NZ$131
includes taxes & fees
3 Aug - 4 Aug
Ramada by Wyndham Strasburg/Shenandoah Valley

TownePlace Suites by Marriott Front Royal

3.0 star property
9.6 out of 10, Exceptional, (516)
"Very nice place to stay."
The price is NZ$244
includes taxes & fees
17 Aug - 18 Aug
TownePlace Suites by Marriott Front Royal

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
6.4 out of 10, (854)
"We had a great stay. Clean and staff was friendly "
The price is NZ$108
includes taxes & fees
31 July - 1 Aug
Baymont by Wyndham Front Royal Near Shenandoah National Park

Motel 6 Front Royal, VA

2.0 star property
6.8 out of 10, (478)
"This is a great location! "
The price is NZ$120
includes taxes & fees
28 July - 29 July
Motel 6 Front Royal, VA

Hillside

2.5 star property
9.0 out of 10, Wonderful, (953)
"Charming stay at Hillside! Clean rooms, friendly staff, and close to beautiful mountain views. Perfect spot for visiting Shenandoah and Luray Caverns. Great value and peaceful vibes!"
Hillside

Fairfield Inn & Suites Strasburg Shenandoah Valley

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Excellent "
The price is NZ$208
includes taxes & fees
3 Aug - 4 Aug
Fairfield Inn & Suites Strasburg Shenandoah Valley

White Moose Inn

4.0 star property
9.8 out of 10, Exceptional, (139)
"Wonderful option if visiting inn at little Washington or other sites nearby. Just a bock from inn with very helpful staff,happy hour, full breakfast and clean comfortable accommodations "
White Moose Inn

Glen Gordon Manor

3.5 star property
9.8 out of 10, Exceptional, (89)
"The location is good."
The price is NZ$453
includes taxes & fees
29 July - 30 July
Glen Gordon Manor

Blue Ridge Motel

2.0 star property
7.0 out of 10, Good, (128)
"Inexpensive for a 1 night stopover. Dated rooms and limited facilities . Comfy sleep though"
Blue Ridge Motel

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (166)
"This is a great place for a romantic get-away and so close to Washington DC. Very close to Winchester for other restaurants and shop, although the food at the hotel is awesome."
The price is NZ$400
includes taxes & fees
6 Aug - 7 Aug
L'Auberge Provencale Inn & Restaurant

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (401)
"We stayed last year on July 4th. ...really liked it...decided to make it an annual event. I like the small town atmosphere. "
The price is NZ$179
includes taxes & fees
27 July - 28 July
Wayside Inn
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.

Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Chester Gap Hotel Reviews

Frequently asked questions

Where is the best place to stay in Chester Gap?

Comfort Inn & Suites, located 18.7 mi (30 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 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.

What are some of the best holiday rentals that Chester Gap has to offer?

Modern Mountain Retreat w/ Deck + Hot Tub!: This highly rated holiday home rental in Chester Gap offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub. 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 are some hotels with pools in Chester Gap?

The Hillside Motel: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Country Inn & Suites by Radisson, Winchester, VA and Hampton Inn Front Royal are two additional hotels that feature an on-site pool. View all hotels with pools in Chester Gap.

What is the best spa hotel in Chester Gap?
What is staying in Chester Gap like?

Visitors will definitely 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 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.