Find hotels in Chester Gap, VA from CA $82

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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, (1,001 reviews)
"clean room,great staff,nice parking lot,average breakfast."
United States
John
The price is CA $99
CA $110 total
includes taxes & fees
May 6 - May 7
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, (1,107 reviews)
"Neat place and excellent stay"
United States
Anoop
The price is CA $149
CA $163 total
includes taxes & fees
May 5 - May 6
Comfort Inn & Suites Winchester

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,006 reviews)
"Staff couldn’t be more pleasant, hotel updated,breakfast, coffee was a great self serve. Hotel was a stone throw from Shenandoah National park!"
United States
AMY
The price is CA $167
CA $186 total
includes taxes & fees
May 17 - May 18
Hampton Inn Front Royal

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.4 out of 10, Very good, (267 reviews)
"On my way back from shenendoah and Luray to dc place was fine "
United States
tara
The price is CA $89
CA $99 total
includes taxes & fees
Apr 30 - May 1
Relax Inn Motel

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)
"Staff are so nice and everything was good"
United States
Osama
The price is CA $130
CA $141 total
includes taxes & fees
May 21 - May 22
Country Inn & Suites by Radisson, Winchester, VA

Hillside

Hillside
2.5 star property
Luray
9.0 out of 10, Wonderful, (1,004 reviews)
"Wonderful place to stay to visit. Clean, comfortable, friendly staff, and nice views. "
United States
James
The price is CA $182
CA $210 total
includes taxes & fees
May 3 - May 4
Hillside

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, (850 reviews)
"The hotel is a little dated, but very clean. Breakfast had a good selection. "
United States
Deborah
The price is CA $143
CA $156 total
includes taxes & fees
May 10 - May 11
Holiday Inn Express Winchester South-Stephens City by IHG

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very good, (1,000 reviews)
"Parking is always safe and easy, staff is friendly and breakfast is good"
United States
Talia
The price is CA $116
CA $129 total
includes taxes & fees
May 25 - May 26
Ramada by Wyndham Strasburg/Shenandoah Valley

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (572 reviews)
"Clean"
United States
Padmanabhan
The price is CA $173
CA $194 total
includes taxes & fees
May 17 - May 18
TownePlace Suites by Marriott Front Royal

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)
"Very nice hotel! Great for an overnight stop."
United States
Marlies
The price is CA $162
CA $178 total
includes taxes & fees
May 17 - May 18
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very good, (551 reviews)
"Great location and clean room! Would stay again"
United States
Brent
The price is CA $102
CA $114 total
includes taxes & fees
Apr 30 - May 1
Twi-Lite Inn

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)
"Hotel was clean and the staff very friendly. The location is convenient, close to the highway and places to eat nearby as well. "
United States
Christine L
The price is CA $154
CA $171 total
includes taxes & fees
May 26 - May 27
Fairfield Inn & Suites Strasburg Shenandoah Valley

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, (944 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 CA $91
CA $102 total
includes taxes & fees
May 5 - May 6
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 CA $80
CA $89 total
includes taxes & fees
May 3 - May 4
Blue Ridge Motel

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, (657 reviews)
"Great location safe area clean rooms good price"
United States
Elaine
The price is CA $116
CA $126 total
includes taxes & fees
May 24 - May 25
Quality Inn Stephens City - Winchester South

Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (96 reviews)
"Staff was efficient, professional, personable, thoughtful. Facilities were lovely, Breakfast was excellent."
United States
Alexander and Judith
The price is CA $395
CA $432 total
includes taxes & fees
May 5 - May 6
Glen Gordon Manor

White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (157 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 CA $428
CA $461 total
includes taxes & fees
May 10 - May 11
White Moose Inn

Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (514 reviews)
"No drinking water faucet ."
United States
Naveen
The price is CA $73
CA $82 total
includes taxes & fees
May 13 - May 14
Motel 6 Front Royal, VA

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 CA $363
CA $396 total
includes taxes & fees
May 4 - May 5
Hopkins Ordinary Bed Breakfast and Ale Works

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (428 reviews)
"Old building but clean and very comfortable. Perfect spot and price."
United States
Caroline
The price is CA $166
CA $196 total
includes taxes & fees
May 3 - May 4
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

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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 can I save on a Chester Gap hotel booking with Expedia?
Members always get our best prices. Find our best Chester Gap hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 CA $82 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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