Search Chester Gap hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chester Gap hotels

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1,009 reviews)
"Location is right across the road from Spelunker's, the best casual restaurant in Virginia."
United States
Rachel
The price is AU$107
includes taxes & fees
18 May - 19 May
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,099 reviews)
"Very friendly front desk Quiet surroundings. Great restaurant nearby"
United States
Rosemary
The price is AU$158
includes taxes & fees
7 June - 8 June
Comfort Inn & Suites Winchester

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,012 reviews)
"I enjoyed my stay. The room was clean and the breakfast was varied."
United States
Brenda
The price is AU$181
includes taxes & fees
25 May - 26 May
Hampton Inn Front Royal

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very good, (274 reviews)
"The owners/managers are delightful. The room was very nice with excellent bedding. I look forward to staying there again "
United States
Sarah
The price is AU$101
includes taxes & fees
19 May - 20 May
Relax Inn Motel

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very good, (1,006 reviews)
"Nice stay no issues, and front desk person very pleasant."
United Kingdom
William
The price is AU$130
includes taxes & fees
7 June - 8 June
Ramada by Wyndham Strasburg/Shenandoah Valley

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, (1,003 reviews)
"Staff are so nice and everything was good"
United States
Osama
The price is AU$142
includes taxes & fees
7 June - 8 June
Country Inn & Suites by Radisson, Winchester, VA

Hillside

Hillside
2.5 star property
Luray
9.0 out of 10, Wonderful, (1,002 reviews)
"Wonderful place to stay to visit. Clean, comfortable, friendly staff, and nice views. "
United States
James
The price is AU$215
includes taxes & fees
18 May - 19 May
Hillside

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (577 reviews)
"Great location to explore the Shenandoah mountains . Lots of shops and eateries."
United States
katherine
The price is AU$199
includes taxes & fees
1 June - 2 June
TownePlace Suites by Marriott Front Royal

Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (515 reviews)
"No drinking water faucet ."
United States
Naveen
The price is AU$93
includes taxes & fees
18 May - 19 May
Motel 6 Front Royal, VA

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very good, (553 reviews)
"The room was very clean and comfortable. We enjoyed our stay and enjoyed being able to pull up to the room and unload with no steps or elevator to get on."
United States
Lawanda
The price is AU$131
includes taxes & fees
18 May - 19 May
Twi-Lite Inn

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, (1,002 reviews)
"The staff was outstanding and the breakfast was truly phenomenal. "
United States
Jeffrey
The price is AU$202
includes taxes & fees
25 May - 26 May
DoubleTree by Hilton Front Royal Blue Ridge Shadows

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.6 out of 10, Exceptional, (176 reviews)
"Everything about this special place is incredible."
United States
James
The price is AU$332
includes taxes & fees
18 May - 19 May
L'Auberge Provencale Inn & Restaurant

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,000 reviews)
"Great staff"
United States
Thomas
The price is AU$176
includes taxes & fees
24 May - 25 May
Fairfield Inn & Suites Strasburg Shenandoah Valley

White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (159 reviews)
"The property was uniquely superb, from the manager greeting us in the parking lot after we pulled in, to the customized details of the property itself, and using breakfast brought to our room was also a very nice touch, can’t wait to go back. "
United States
Dan
The price is AU$474
includes taxes & fees
20 May - 21 May
White Moose Inn

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, (857 reviews)
"The hotel is a little dated, but very clean. Breakfast had a good selection. "
United States
Deborah
The price is AU$154
includes taxes & fees
14 June - 15 June
Holiday Inn Express Winchester South-Stephens City by IHG

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (431 reviews)
"Cozy and quaint. Felt like being in a home filled with lots of history! The people were very friendly in the restaurant and bar. Would definitely stay again. "
United States
Kelly
The price is AU$201
includes taxes & fees
18 May - 19 May
Wayside Inn

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, (947 reviews)
"If you want a place to just crash with no frills, this place is reasonable. Location-wise is good -- close to downtown."
United States
Leelian
The price is AU$99
includes taxes & fees
10 June - 11 June
Baymont by Wyndham Front Royal Near Shenandoah National Park

Blue Ridge Motel

Blue Ridge Motel
2.0 star property
Front Royal
7.0 out of 10, Good, (134 reviews)
"Great lady that works there had a great time thanks again !!! Definitely will be back "
United States
William
The price is AU$91
includes taxes & fees
18 May - 19 May
Blue Ridge Motel

Hopkins Ordinary Bed Breakfast and Ale Works

Hopkins Ordinary Bed Breakfast and Ale Works
3.0 star property
Sperryville
9.8 out of 10, Exceptional, (34 reviews)
"Great place. Good food, great beer."
United States
Phil
The price is AU$400
includes taxes & fees
19 May - 20 May
Hopkins Ordinary Bed Breakfast and Ale Works

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, (661 reviews)
"Great location safe area clean rooms good price"
United States
Elaine
The price is AU$135
includes taxes & fees
7 June - 8 June
Quality Inn Stephens City - Winchester South
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.
Save an average of 15% on thousands of hotels when you're signed in

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

More cheap accommodation in Chester Gap

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 Ramada by Wyndham Strasburg/Shenandoah Valley and Hillside. 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?
The Nest at Chester Gap: This highly rated holiday home rental in Chester Gap is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday 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 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 Rappahannock Cellars and Dickey Ridge Visitor Center 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.

Explore a world of travel with Expedia