Photo by Brian V. Rowe

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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester Gap

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 AED 434
AED 483 total
includes taxes & fees
3 Dec - 4 Dec
Hampton Inn Front Royal
A hotel lobby with a reception desk, seating area, and a fireplace.

2. 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, (1,003 reviews)
"Great location and comfortable room."
United States
Amelia
The price is AED 250
AED 278 total
includes taxes & fees
6 Dec - 7 Dec
Super 8 by Wyndham Front Royal Near Shenandoah National Park
An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.

3. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (617 reviews)
"Cleaned, maintained hotel near many conveniences."
United States
JoEllen
The price is AED 496
AED 554 total
includes taxes & fees
29 Nov - 30 Nov
TownePlace Suites by Marriott Front Royal
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 AED 1,098
AED 1,266 total
includes taxes & fees
16 Nov - 17 Nov
Glen Gordon Manor
A restaurant interior with a bar area, seating, and artwork on the walls.

5. 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, (1,007 reviews)
"It was a nice stay.. third time staying… relaxing and peaceful"
United States
Adrian
The price is AED 434
AED 478 total
includes taxes & fees
6 Dec - 7 Dec
DoubleTree by Hilton Front Royal Blue Ridge Shadows
A hotel room with a large bed, a bathroom with a bathtub, and a framed picture on the wall.

6. 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, (1,001 reviews)
"Great breakfast nice room"
Netherlands
pieter
The price is AED 222
AED 247 total
includes taxes & fees
17 Nov - 18 Nov
Baymont by Wyndham Front Royal Near Shenandoah National Park
A hotel lobby with a reception desk, seating area with a round table, and a bar.

7. Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,001 reviews)
"Very clean room and property. Staff was great. Breakfast was good."
United States
Kayla
The price is AED 443
AED 493 total
includes taxes & fees
15 Nov - 16 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.

8. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.6 out of 10, Exceptional, (1,151 reviews)
"Convenient to the highway and reasonably priced."
United States
Donna S.
The price is AED 365
AED 406 total
includes taxes & fees
29 Nov - 30 Nov
Comfort Inn & Suites Winchester
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, (1,020 reviews)
"A really great hotel for the price"
United States
Glenn
The price is AED 278
AED 309 total
includes taxes & fees
15 Nov - 16 Nov
Ramada by Wyndham Strasburg/Shenandoah Valley
An open doorway leading to a room with a dining table and chairs, a sofa, and a window.

10. White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (189 reviews)
"Wonderful stay, a very roomy, yet cozy place, with great character."
United States
Blake
The price is AED 992
AED 1,070 total
includes taxes & fees
22 Nov - 23 Nov
White Moose Inn
A modern hotel lobby with a green sofa, blue chairs, a dining table, and large windows offering a view of the outdoors.

11. 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, (924 reviews)
"Great hotel"
United States
Michael
The price is AED 309
AED 343 total
includes taxes & fees
10 Nov - 11 Nov
Holiday Inn Express Winchester South-Stephens City by IHG
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, (305 reviews)
"Locally owned, friendly, on sight management. A good price in a convenient location."
United States
Richard
The price is AED 239
AED 266 total
includes taxes & fees
29 Nov - 30 Nov
Relax Inn Motel
A spacious lobby with a stone fireplace, red chairs, a wooden staircase, and a flat-screen TV mounted on the wall.

13. Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (577 reviews)
"Property was clean staff was very nice polite and helpful They looked like they are doing some upgrades which is always nice to see I will be staying here again"
United States
Matthew
The price is AED 257
AED 286 total
includes taxes & fees
8 Nov - 9 Nov
Motel 6 Front Royal, VA
A swimming pool area with a fence, lounge chairs, and a flag.

14. 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 AED 275
AED 307 total
includes taxes & fees
6 Dec - 7 Dec
Twi-Lite Inn
A spacious living room with a fireplace, wooden staircase, and a bookshelf.

15. 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)
"This hotel is worth the stay!"
United States
David
The price is AED 314
AED 349 total
includes taxes & fees
6 Dec - 7 Dec
Country Inn & Suites by Radisson, Winchester, VA
A rustic interior with wooden tables and chairs, a brick floor, and a wooden ceiling.

16. 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 AED 235
AED 296 total
includes taxes & fees
8 Dec - 9 Dec
Wayside Inn
A modern kitchen with stainless steel appliances, wooden ceiling, and pendant lighting.

17. 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 AED 1,583
AED 1,706 total
includes taxes & fees
1 Dec - 2 Dec
The Foster Harris House
A covered porch with white columns, a bench, and hanging flower baskets.

18. L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.4 out of 10, Exceptional, (180 reviews)
"Everything about this special place is incredible."
United States
James
The price is AED 1,058
AED 1,167 total
includes taxes & fees
9 Nov - 10 Nov
L'Auberge Provencale Inn & Restaurant
A cozy seating area with two rocking chairs and a small table, overlooking a lush garden through a large arched window.

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 AED 1,174
AED 1,265 total
includes taxes & fees
11 Nov - 12 Nov
Gay Street Inn
A restaurant with wooden tables and red cushioned chairs, a kitchen area with a coffee machine, and a large window.

20. 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 AED 278
AED 309 total
includes taxes & fees
28 Nov - 29 Nov
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.
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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
Two butterflies on purple flowers.
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top reviews in Chester Gap

A stately house with a well-manicured lawn, a patio with outdoor furniture, and a view of the surrounding greenery.
Glen Gordon Manor

Glen Gordon Manor

Glen Gordon Manor
Huntly

10/10 Excellent

Perfect
United States
Omar
Reviewed June 16, 2026
Glen Gordon Manor

Frequently Asked Questions

What can I expect from a resort vacation in Chester Gap?

Expedia can help you find resorts and other lodging options that provide similar amenities and services. If you're having trouble finding a resort in Chester Gap that meets your needs, try using the search page filters to look for hotels, or search for properties that offer amenities like pools or all-inclusive rates. We make it simple to book great accommodations so you can move on to creating your trip itinerary.

What can I do in Chester Gap?

Shenandoah National Park, Rappahannock Cellars, and Dickey Ridge Visitor Center are a few interesting places to visit nearby. In the area, other attractions include Linden Vineyards and Front Royal Entrance Shenandoah National Park.

What's the 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.