Two butterflies on purple flowers.

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Aug 20 - Aug 21
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Aug 21 - Aug 22
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Aug 21 - Aug 23
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Our top choices for Chester Gap hotels

Hotel
Breakfast included
Reserve now, pay later
Pet friendly
Bed linens provided

1. Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
Front Royal
United States
Dave
$60 nightly
$67 total
Sep 1 - Sep 2
Total with taxes and fees
Baymont by Wyndham Front Royal Near Shenandoah National Park

2. 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
$71 nightly
$75 total
Sep 1 - Sep 2
Total with taxes and fees
Super 8 by Wyndham Front Royal Near Shenandoah National Park

3. Hampton Inn Front Royal

Hampton Inn Front Royal
Front Royal
United States
Timothy
$122 nightly
$136 total
Aug 27 - Aug 28
Total with taxes and fees
Hampton Inn Front Royal

4. Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
Front Royal
United States
Robert
$70 nightly
$78 total
Aug 23 - Aug 24
Total with taxes and fees
Motel 6 Front Royal, VA

5. Relax Inn Motel

Relax Inn Motel
Front Royal
United States
Jamila
$68 nightly
$76 total
Aug 23 - Aug 24
Total with taxes and fees
Relax Inn Motel

6. Twi-Lite Inn

Twi-Lite Inn
Front Royal
United States
Jacob
$82 nightly
$91 total
Aug 23 - Aug 24
Total with taxes and fees
Twi-Lite Inn

7. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
Front Royal
United States
Justin
$141 nightly
$155 total
Sep 7 - Sep 8
Total with taxes and fees
TownePlace Suites by Marriott Front Royal

8. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
Front Royal
United States
Adrian
$122 nightly
$135 total
Aug 30 - Aug 31
Total with taxes and fees
DoubleTree by Hilton Front Royal Blue Ridge Shadows

9. Blue Ridge Motel

Blue Ridge Motel
Front Royal
United States
ElizaBeth
$70 nightly
$78 total
Aug 26 - Aug 27
Total with taxes and fees
Blue Ridge Motel

10. Gateway Inn

Gateway Inn
Front Royal
United States
Anonymous traveler
$59 nightly
$66 total
Aug 23 - Aug 24
Total with taxes and fees
Gateway Inn

11. Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
Strasburg
United States
Mantu
$72 nightly
$80 total
Aug 30 - Aug 31
Total with taxes and fees
Ramada by Wyndham Strasburg/Shenandoah Valley

12. Glen Gordon Manor

Glen Gordon Manor
Huntly
United States
Alexander and Judith
$349 nightly
$402 total
Aug 23 - Aug 24
Total with taxes and fees
Glen Gordon Manor

13. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
Winchester
United States
Richard
$99 nightly
$110 total
Sep 10 - Sep 11
Total with taxes and fees
Comfort Inn & Suites Winchester

14. Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
Strasburg
United States
Glenn
$113 nightly
$126 total
Sep 1 - Sep 2
Total with taxes and fees
Fairfield Inn & Suites Strasburg Shenandoah Valley

15. Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
Stephens City
United States
Steven
$85 nightly
$95 total
Sep 20 - Sep 21
Total with taxes and fees
Holiday Inn Express Winchester South-Stephens City by IHG

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

Country Inn & Suites by Radisson, Winchester, VA
Winchester
United States
Phillip
$95 nightly
$105 total
Sep 15 - Sep 16
Total with taxes and fees
Country Inn & Suites by Radisson, Winchester, VA

17. Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
Stephens City
United States
Nancy
$85 nightly
$94 total
Aug 27 - Aug 28
Total with taxes and fees
Quality Inn Stephens City - Winchester South

18. Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
Middletown
United States
Nathan
$65 nightly
$71 total
Sep 10 - Sep 11
Total with taxes and fees
Econo Lodge Inn & Suites Middletown - Winchester South

19. Wayside Inn

Wayside Inn
Middletown
United States
Christine
$124 nightly
$137 total
Sep 7 - Sep 8
Total with taxes and fees
Wayside Inn

20. The Pond Cabin

The Pond Cabin
Linden
$414 nightly
$457 total
Aug 24 - Aug 25
Total with taxes and fees
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

Hampton Inn Front Royal

Hampton Inn Front Royal

8/10 Good
"Had a great check in with staff. We enjoyed the rooms and appreciated the breakfast. Only drawback was because of dogs being allowed, like ours was, you can run into some risks. My daughter had a reaction of little red, itchy bumps all over her legs from the bed she slept in. We treated it with allergy medication and hydrocortisone cream, but as we were passing through on our drive to NC from MA, not much could be done/said as it was discovered shortly after we left the hotel. I took one star away just due to this, but otherwise it was good"
Heather 1-night trip
Posted less than an hour ago
Hampton Inn Front Royal
Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park

10/10 Excellent
"It was wonderful as always"
Stanley 2-night trip
Posted 10 hours ago
Baymont by Wyndham Front Royal Near Shenandoah National Park
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"Clean room, staff good, helpful and cheerful, good breakfast,"
Phillip 1-night trip
Posted 10 hours ago
Country Inn & Suites by Radisson, Winchester, VA
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"The property is immaculate! Room was ready early so I was able to check in upon arrival. Staff is courteous and professional. I’ve stayed here on 3 separate occasions and each time has been excellent!"
Jan 1-night trip
Posted 14 hours ago
Comfort Inn & Suites Winchester
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent
"Stayed here as a halfway point between Charlotte, NC and NY. There's a Houlihan's attached to the hotel. It was nice to not have to leave the hotel for dinner after driving all day. We were traveling with 2 teenagers so booking a room with 2 queen beds and a sofabed was perfect. The 2 queen beds were in a separate room and had a nice large flatscreen TV. The living room with the sofabed also had a nice big flatscreen TV. There was a wetbar area above the refrigerator. Nice Crabtree & Evelyn bath products and I think this was the only place I've stayed recently that included a shower cap! Also, a sewing kit, which was a nice touch. Hilton Honors members get 2 free bottle of water and cookies on check in. Thrilled there was an allergy friendly cookie option since a few of us in the family are gluten & dairy free. The town itself also had lots of stores, restaurants and a starbucks. Also, if you're stil reading... the hotel is a mere 10 minutes from Dinosaurland which is a kitschy roadside attraction well worth the stop if you're into that sort of thing or have very young kids traveling with you :)"
Julia 1-night trip
Posted 18 hours ago
DoubleTree by Hilton Front Royal Blue Ridge Shadows
TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal

10/10 Excellent
"This place felt new and clean, staff was helping and friendly"
Solomon 1-night trip
Posted 2 days ago
TownePlace Suites by Marriott Front Royal
Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South

10/10 Excellent
"Clean, felt safe, good breakfast. Would stay again and recommend."
Nancy 1-night trip
Posted 4 days ago
Quality Inn Stephens City - Winchester South
"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
"Nice, quiet and private, we sat outside and heard the birds, a few airplanes flew over now and again, but so nice and quiet. I really liked the soft bed, felt so good and slept well. My wife enjoyed the hot tub, For me, they are a waste of time. :-) but I know every one else loves them. The kitchen and living room was nice and tasteful. We wanted time to sleep, sit and read, and rest. It was great for that. I was pleasantly surprised what great food we found in Lurray. Did not take time to go sightseeing, we just wanted to rest and we found that."
steven Y. 2-night trip
Posted 12 days ago
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

10/10 Excellent
"Excellent view, nice amenities for small family and pet friendly. Recommend trying to take your time and be careful backing in to the driveway."
Brian H. 2-night trip
Posted 13 days ago
"The Chalet" Shenandoah Valley Getaway 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
$60 nightly
$67 total
Sep 1 - Sep 2
Total with taxes and fees
6.4/10 (997 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
$71 nightly
$75 total
Sep 1 - Sep 2
Total with taxes and 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
$72 nightly
$80 total
Aug 30 - Aug 31
Total with taxes and fees
Ramada by Wyndham Strasburg/Shenandoah Valley
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA
$99 nightly
$110 total
Sep 10 - Sep 11
Total with taxes and fees
9.4/10 Exceptional! (1,135 reviews)
Comfort Inn & Suites Winchester
Hampton Inn Front Royal

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA
$122 nightly
$136 total
Aug 27 - Aug 28
Total with taxes and fees
9.2/10 Wonderful! (1,017 reviews)
Hampton Inn Front Royal
Hillside

Hillside

1460 US Highway 211 East Luray VA
$123 nightly
$142 total
Aug 23 - Aug 24
Total with taxes and fees
Hillside

Hotels in Chester Gap with star-rating

Frequently asked questions

What is the best area to stay in Chester Gap?
The best area to stay in Chester Gap is directly within the village itself, or in the immediate surrounding countryside, particularly for those seeking a tranquil retreat with convenient access to Shenandoah National Park.Chester Gap is a small, unincorporated community located in the Blue Ridge Mountains, offering a peaceful setting. The area is characterized by its scenic mountain views, wooded landscapes, and a slower pace of life. You'll find a scattering of independent accommodations, often with direct access to hiking trails and natural beauty.For couples looking for a quiet escape, Chester Gap provides an ideal setting. Many accommodations here offer private settings with amenities like hot tubs or fireplaces, superb for relaxation after a day of exploring.
When is the best time to go to Chester Gap?
The best time to visit Chester Gap is during the spring (April to early June) and fall (late September to October) when the weather is most pleasant for outdoor activities.Spring brings mild temperatures, blooming wildflowers, and lush greenery, making it ideal for hiking and enjoying the scenic beauty of the Blue Ridge Mountains. The air is crisp, and the trails are less crowded than in peak summer.Fall offers cooler weather and the spectacular display of autumn foliage.
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 $66 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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