Photo by Brian V. Rowe

Find hotels in Chester Gap, VA from ฿1,953

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Go beyond your typical stay in Chester Gap

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Pool
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Pet friendly
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Check prices for these dates

Tonight
11 Nov - 12 Nov
Tomorrow
12 Nov - 13 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

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Our top choices for Chester Gap hotels

An indoor swimming pool with clear glass walls, a tiled floor, and a view of greenery outside.

1. Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.2 out of 10, Wonderful, (1,003 reviews)
"The hotel was really well maintained inside and out! Room was super-clean."
United States
Tammy
The price is ฿3,946
฿4,392 total
includes taxes & fees
19 Nov - 20 Nov
Hampton Inn Front Royal
An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.

2. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (618 reviews)
"Cleaned, maintained hotel near many conveniences."
United States
JoEllen
The price is ฿4,539
฿5,073 total
includes taxes & fees
29 Nov - 30 Nov
TownePlace Suites by Marriott Front Royal
A restaurant interior with a bar area, seating, and artwork on the walls.

3. 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, (1,000 reviews)
"It was a nice stay.. third time staying… relaxing and peaceful"
United States
Adrian
The price is ฿3,944
฿4,350 total
includes taxes & fees
6 Dec - 7 Dec
DoubleTree by Hilton Front Royal Blue Ridge Shadows
A stately house with a well-manicured lawn, a patio with outdoor furniture, and a view of the surrounding greenery.

4. Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
10.0 out of 10, Exceptional, (99 reviews)
"Staff was efficient, professional, personable, thoughtful. Facilities were lovely, Breakfast was excellent."
United States
Alexander and Judith
The price is ฿9,986
฿11,514 total
includes taxes & fees
16 Nov - 17 Nov
Glen Gordon Manor
A hotel lobby with a reception desk, seating area, and a fireplace.

5. 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, (1,007 reviews)
"Great location and comfortable room."
United States
Amelia
The price is ฿2,286
฿2,544 total
includes taxes & fees
3 Dec - 4 Dec
Super 8 by Wyndham Front Royal Near Shenandoah National Park
A hotel lobby with a reception desk, seating area with a round table, and a bar.

6. 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)
"Very clean room and property. Staff was great. Breakfast was good."
United States
Kayla
The price is ฿4,054
฿4,513 total
includes taxes & fees
22 Nov - 23 Nov
Fairfield Inn & Suites Strasburg Shenandoah Valley
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.

7. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,160 reviews)
"Convenient to the highway and reasonably priced."
United States
Donna S.
The price is ฿2,912
฿3,241 total
includes taxes & fees
1 Dec - 2 Dec
Comfort Inn & Suites Winchester
A hotel room with a large bed, a bathroom with a bathtub, and a framed picture on the wall.

8. 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, (1,000 reviews)
"Great breakfast nice room"
Netherlands
pieter
The price is ฿2,029
฿2,258 total
includes taxes & fees
18 Nov - 19 Nov
Baymont by Wyndham Front Royal Near Shenandoah National Park
A hotel lobby with a reception desk, a check-in counter, a seating area with chairs, and a dining area in the background.

9. Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very good, (1,023 reviews)
"A really great hotel for the price"
United States
Glenn
The price is ฿2,527
฿2,812 total
includes taxes & fees
19 Nov - 20 Nov
Ramada by Wyndham Strasburg/Shenandoah Valley
A modern hotel lobby with a green sofa, blue chairs, a dining table, and large windows offering a view of the outdoors.

10. 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, (926 reviews)
"Great hotel"
United States
Michael
The price is ฿2,690
฿2,993 total
includes taxes & fees
10 Dec - 11 Dec
Holiday Inn Express Winchester South-Stephens City by IHG
A spacious living room with a fireplace, wooden staircase, and a bookshelf.

11. 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, (1,000 reviews)
"Comfortable bed, friendly staff, and convenient location"
United States
Zohair
The price is ฿2,824
฿3,143 total
includes taxes & fees
2 Dec - 3 Dec
Country Inn & Suites by Radisson, Winchester, VA
A covered outdoor area with a table and chairs, a brick wall, and a metal railing.

12. Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.4 out of 10, Very good, (306 reviews)
"Locally owned, friendly, on sight management. A good price in a convenient location."
United States
Richard
The price is ฿2,185
฿2,432 total
includes taxes & fees
29 Nov - 30 Nov
Relax Inn Motel
An open doorway leading to a room with a dining table and chairs, a sofa, and a window.

13. White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (189 reviews)
"Wonderful stay at White Moose Lodge. Great staff, clean, well-appointed rooms, and a delicious breakfast. We will definitely be back."
United States
Jennifer
The price is ฿10,491
฿11,309 total
includes taxes & fees
19 Nov - 20 Nov
White Moose Inn
A spacious lobby with a stone fireplace, red chairs, a wooden staircase, and a flat-screen TV mounted on the wall.

14. Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (581 reviews)
"The room was cozy and the staff was helpful. We planned to take another trip and will definitely stay here again 🥰"
United States
Kimburley
The price is ฿2,338
฿2,602 total
includes taxes & fees
12 Nov - 13 Nov
Motel 6 Front Royal, VA
A swimming pool area with a fence, lounge chairs, and a flag.

15. Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very good, (591 reviews)
"Room was clean and basic. Friendly staff at the front desk. It was ideal for us. No complaints."
United States
Bishwadyal
The price is ฿2,521
฿2,807 total
includes taxes & fees
6 Dec - 7 Dec
Twi-Lite Inn
A restaurant with wooden tables and red cushioned chairs, a kitchen area with a coffee machine, and a large window.

16. 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, (725 reviews)
"Rooms were clean and comfortable"
United States
Jeanne
The price is ฿2,543
฿2,831 total
includes taxes & fees
2 Dec - 3 Dec
Quality Inn Stephens City - Winchester South
A rustic interior with wooden tables and chairs, a brick floor, and a wooden ceiling.

17. Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (465 reviews)
"We enjoyed our short stay at Wayside. We were greeted by Amanda with a very warm and friendly welcome. She kindly let us check in early and gave us a few ideas to explore."
United States
Gerry
The price is ฿2,286
฿2,857 total
includes taxes & fees
28 Nov - 29 Nov
Wayside Inn
A modern kitchen with stainless steel appliances, wooden ceiling, and pendant lighting.

18. The Foster Harris House

The Foster Harris House
2.0 star property
Washington
9.2 out of 10, Wonderful, (10 reviews)
"Great place to stay. I recommend it heartily."
United States
John
The price is ฿14,392
฿15,515 total
includes taxes & fees
3 Dec - 4 Dec
The Foster Harris House
A table with two glasses of iced tea and a pitcher, set on a porch with a view of a green landscape and mountains.

19. Gay Street Inn

Gay Street Inn
3.5 star property
Washington
10.0 out of 10, Exceptional, (37 reviews)
"Drew and the team were fantastic. It’s such a cute little inn. Very comfortable."
Canada
Dalton
The price is ฿10,862
฿11,710 total
includes taxes & fees
12 Nov - 13 Nov
Gay Street Inn
A hotel room with two beds, a TV, a desk, and a dresser.

20. Hillside

Hillside
2.5 star property
Luray
9.0 out of 10, Wonderful, (1,003 reviews)
"Room was clean, smelled of pinesol, very comfortable stay and close to town and caverns."
United States
Jesse
The price is ฿2,662
฿3,069 total
includes taxes & fees
29 Nov - 30 Nov
Hillside
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.
View all properties

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
Two butterflies on purple flowers.
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Chester Gap Hotel Reviews

An indoor swimming pool with clear glass walls, a tiled floor, and a view of greenery outside.
Hampton Inn Front Royal

Hampton Inn Front Royal

Hampton Inn Front Royal
Front Royal

10/10 Excellent

Great located hotel with very friendly staff and great breakfast
United Kingdom
claire
Reviewed June 12, 2026
Hampton Inn Front Royal

Frequently Asked Questions

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 3 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.

Where is the best place to stay in Chester Gap?

Hillside, located 19.1 mi (30.8 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 Comfort Inn & Suites Winchester and Ramada by Wyndham Strasburg/Shenandoah Valley. See all available top hotels, or vacation rentals in Chester Gap.