Two butterflies on purple flowers.

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Check prices for these dates

Tonight
1 Sept - 2 Sept
Tomorrow
2 Sept - 3 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

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Our top choices for Chester Gap hotels

1. Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
Front Royal
United States
Snehil Meet
£57
includes taxes & fees
10 Sept - 11 Sept
Super 8 by Wyndham Front Royal Near Shenandoah National Park

2. Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
Front Royal
United States
Shelley
£52
includes taxes & fees
10 Sept - 11 Sept
Baymont by Wyndham Front Royal Near Shenandoah National Park

3. Hampton Inn Front Royal

Hampton Inn Front Royal
Front Royal
United States
Timothy
£100
includes taxes & fees
28 Sept - 29 Sept
Hampton Inn Front Royal

4. Relax Inn Motel

Relax Inn Motel
Front Royal
United States
Jamila
£53
includes taxes & fees
1 Oct - 2 Oct
Relax Inn Motel

5. Twi-Lite Inn

Twi-Lite Inn
Front Royal
United States
Jacob
£67
includes taxes & fees
7 Sept - 8 Sept
Twi-Lite Inn

6. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
Front Royal
United States
Alok
£99
includes taxes & fees
27 Sept - 28 Sept
DoubleTree by Hilton Front Royal Blue Ridge Shadows

7. Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
Front Royal
United States
Robert
£53
includes taxes & fees
1 Oct - 2 Oct
Motel 6 Front Royal, VA

8. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
Front Royal
United States
Justin
£115
includes taxes & fees
27 Sept - 28 Sept
TownePlace Suites by Marriott Front Royal

9. Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
Strasburg
United States
Scott
£64
includes taxes & fees
15 Sept - 16 Sept
Ramada by Wyndham Strasburg/Shenandoah Valley

10. Blue Ridge Motel

Blue Ridge Motel
Front Royal
United States
ElizaBeth
£52
includes taxes & fees
2 Sept - 3 Sept
Blue Ridge Motel

11. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
Winchester
United States
Sandra
£81
includes taxes & fees
27 Sept - 28 Sept
Comfort Inn & Suites Winchester

12. White Moose Inn

White Moose Inn
Washington
United States
allison
£230
includes taxes & fees
30 Sept - 1 Oct
White Moose Inn

13. Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
Strasburg
United States
Patrick
£101
includes taxes & fees
15 Sept - 16 Sept
Fairfield Inn & Suites Strasburg Shenandoah Valley

14. Gateway Inn

Gateway Inn
Front Royal
United States
Anonymous traveller
£48
includes taxes & fees
2 Sept - 3 Sept
Gateway Inn

15. Glen Gordon Manor

Glen Gordon Manor
Huntly
United States
Alexander and Judith
£289
includes taxes & fees
21 Sept - 22 Sept
Glen Gordon Manor

16. Wayside Inn

Wayside Inn
Middletown
United States
Christine
£106
includes taxes & fees
7 Sept - 8 Sept
Wayside Inn

17. Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
Winchester
United States
Phillip
£82
includes taxes & fees
27 Sept - 28 Sept
Country Inn & Suites by Radisson, Winchester, VA

18. Hillside

Hillside
Luray
United States
Barbara
£93
includes taxes & fees
2 Sept - 3 Sept
Hillside

19. Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
Stephens City
United States
Nancy
£66
includes taxes & fees
23 Sept - 24 Sept
Quality Inn Stephens City - Winchester South

20. The Pond Cabin

The Pond Cabin
Linden
£337
includes taxes & fees
2 Sept - 3 Sept
The Pond Cabin
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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

Top Chester Gap Hotel Reviews

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG

10/10 Excellent
"Very nice place"
Kevin 1-night trip
Posted 18 hours ago
Holiday Inn Express Winchester South-Stephens City by IHG
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

10/10 Excellent
"The room was spotless and quiet; I love this hotel—I stay here every time I come to this area."
Yobanis 1-night trip
Posted 2 days ago
Ramada by Wyndham Strasburg/Shenandoah Valley
Hampton Inn Front Royal

Hampton Inn Front Royal

10/10 Excellent
"Clean and friendly"
Penny 4-night trip
Posted 2 days ago
Hampton Inn Front Royal
Hillside

Hillside

8/10 Good
"The staff was very helpful and friendly, The room was clean and parking was ok."
Barbara 2-night trip
Posted 2 days ago
Hillside
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent
"The rooms were clean and well-maintained. The hotel has a convenient location to shopping and dining options. The public spaces are beautiful and comfortable. I rented a meeting room for a Celebration of Life gathering and used the hotel's catering service. The food was excellent and the staff was professional and helpful. The hotel restaurant wasn't great for breakfast, as the service was slow and the oatmeal was served undercooked. However, dinner was fine."
barbara 2-night trip
Posted 4 days ago
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South

10/10 Excellent
"Nice clean and quiet room. Felt safe staying here. Staff friendly. Nice breakfast. I would stay here again and recommend this place."
Nancy 1-night trip
Posted 8 days ago
Quality Inn Stephens City - Winchester South
Mystic Mountain-Secluded Log Cabin with Pool, Hot Tub & Amazing Views!

Mystic Mountain-Secluded Log Cabin with Pool, Hot Tub & Amazing Views!

10/10 Excellent
"Firstly, the road to get to the property is a little bit rough for the last half mile or so, but thats stated clearly in the listing; If you don't have AWD/4X4 or are NOT familiar with how to drive on slightly rocky/rain-washed backroads with a decent incline , I would avoid. A steady pace & good tires will do the trick no issue. Very clean property, good morning view of the mountains and spacious in the family areas. Good sized bedrooms and plenty of room for the family. 5 people and a 9 month old slept comfortably, with a crib we brought ourselves.Only downfalls were the backdoor was a little rough to close;the air-conditioning vent door kept falling of the master bedrooms air conditioning unit, and there were a few bulbs burnt out in the upstairs bathroom making it a little harder to see. Kitchen area is a little small, but it's a cabin; so what do you expect realistically?The pool was nice and was a perfect end to the day after being out all day with the family, the hottub was good to relax in but was missing the adjustment knob for the side closest too the pool. So the jets weren't as strong on that side, but it's not a major issue. But other than that, it was a good experience. Host was quick and easy to communicate with, and we enjoyed the property for the weekend."
Roger B. 2-night trip
Posted 2 weeks ago
Mystic Mountain-Secluded Log Cabin with Pool, Hot Tub & Amazing Views!
Whiskey Hill Cabin a mountain escape in Virginia wine country

Whiskey Hill Cabin a mountain escape in Virginia wine country

10/10 Excellent
"Ever clean and welcoming. Would highly recommend this one too anyone."
Travis L. 2-night trip
Posted 2 weeks ago
Whiskey Hill Cabin a mountain escape in Virginia wine country
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

10/10 Excellent
"We really enjoyed our stay in this one bedroom cabin in the woods!"
Erik H. 1-night trip
Posted 2 weeks ago
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

More cheap stays in Chester Gap

Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park

10 S Commerce Ave Front Royal VA
£52
10 Sept - 11 Sept
includes taxes & fees
6.4/10 (1,000 reviews)
Baymont by Wyndham Front Royal Near Shenandoah National Park
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park

111 South St Front Royal VA
£57
10 Sept - 11 Sept
includes taxes & fees
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA
£64
15 Sept - 16 Sept
includes taxes & fees
8.2/10 Very good! (1,005 reviews)
Ramada by Wyndham Strasburg/Shenandoah Valley
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA
£81
27 Sept - 28 Sept
includes taxes & fees
Comfort Inn & Suites Winchester
Hillside

Hillside

1460 US Highway 211 East Luray VA
£93
2 Sept - 3 Sept
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
Hillside
Hampton Inn Front Royal

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA
£100
28 Sept - 29 Sept
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Hampton Inn Front Royal

Frequently asked questions

What is the best area to stay in Chester Gap?
The best area to stay in Chester Gap is near the intersection of Route 522 and Route 66, which offers convenient access to the surrounding attractions.This area is ideal for those looking to explore the natural beauty of the region, particularly for couples or small groups seeking a tranquil escape with easy access to outdoor activities. You'll find a selection of comfortable lodges and guesthouses located among the rolling hills, providing a peaceful base.For couples, staying close to the Shenandoah National Park entrance, just a short drive from this intersection, is perfect. It allows for effortless day trips to scenic overlooks along Skyline Drive, hiking trails like those leading to Compton Peak, and opportunities for wildlife spotting. The area also boasts several local wineries, offering a relaxed way to spend an afternoon.Families might prefer accommodations that offer a bit more space and perhaps some amenities like outdoor areas for children to play.
When is the best time to go to Chester Gap?
The best time to visit Chester Gap is during the late spring or autumn months.Late spring, from April to May, offers pleasant temperatures and blooming wildflowers, making it ideal for outdoor activities like hiking and exploring the scenic beauty of the Blue Ridge Mountains. The weather is generally mild, superb for enjoying the local vineyards and orchards before the peak summer heat.Autumn, particularly from September to October, is another excellent time to visit. The cooler temperatures and stunning fall foliage transform the landscape into a colourful spectacle, attracting many visitors for scenic drives and photography. This period is also popular for harvest festivals at local farms and wineries.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chester Gap.
How much is the nightly rate at a Chester Gap hotel?
Prices for hotels in Chester Gap often vary, but you can find a great deal from £48 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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