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Our top choices for Chester Gap hotels

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very Good, (263 reviews)
"On my way back from shenendoah and Luray to dc place was fine "
United States
tara
$62 nightly
The price is $69
Apr 13 - Apr 14
Total with taxes and fees
Relax Inn Motel

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,102 reviews)
"Overall a pleasant stay!"
United States
Mark
$106 nightly
The price is $115
May 4 - May 5
Total with taxes and fees
Comfort Inn & Suites Winchester

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,005 reviews)
"All the staff members were so nice and kind!! The hotel room I booked were very clean and spotless, and the breakfast was even fresh too!"
United States
Kenny
$114 nightly
The price is $127
Apr 28 - Apr 29
Total with taxes and fees
Hampton Inn Front Royal

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)
"Breakfast options were minimal."
United States
gregory
$64 nightly
The price is $71
Apr 19 - Apr 20
Total with taxes and fees
Super 8 by Wyndham Front Royal Near Shenandoah National Park

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (569 reviews)
"Clean room, friendly and helpful staff, good breakfast, I would stay again."
United States
Catherine
$129 nightly
The price is $142
Apr 16 - Apr 17
Total with taxes and fees
TownePlace Suites by Marriott Front Royal

Hillside

Hillside
2.5 star property
Luray
9.0 out of 10, Wonderful, (1,002 reviews)
"Cute little motel, renovated and nice both interior and exterior! Definitely will stay again. "
United States
Jessica
$102 nightly
The price is $118
Apr 13 - Apr 14
Total with taxes and fees
Hillside

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)
"Very clean rooms and friendly staff."
United States
Christine
$96 nightly
The price is $104
May 10 - May 11
Total with taxes and fees
Country Inn & Suites by Radisson, Winchester, VA

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very Good, (549 reviews)
"Clean, comfortable room. Staff was nice and I really enjoyed my stay. Motel was in a high traffic area, but still a quiet stay"
United States
Daniel
$75 nightly
The price is $83
Apr 13 - Apr 14
Total with taxes and fees
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, (1,003 reviews)
"Asked for quiet floor after a long week of travels for work and he put me on the 4th floor Was super quiet , super clean and breakfast was decent,"
United States
angie
$113 nightly
The price is $126
Apr 20 - Apr 21
Total with taxes and fees
Fairfield Inn & Suites Strasburg Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very Good, (1,002 reviews)
"Nice room and good location for an overnight stay."
United States
Edward
$79 nightly
The price is $88
Apr 19 - Apr 20
Total with taxes and fees
Ramada by Wyndham Strasburg/Shenandoah Valley

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, (844 reviews)
"Nice clean hotel "
United States
Laura
$100 nightly
The price is $109
Apr 19 - Apr 20
Total with taxes and fees
Holiday Inn Express Winchester South-Stephens City by IHG

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, (1,003 reviews)
"Clean, staff was very polite and efficient."
United States
Marc
$105 nightly
The price is $116
Apr 26 - Apr 27
Total with taxes and fees
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (426 reviews)
"Old building but clean and very comfortable. Perfect spot and price."
United States
Caroline
$131 nightly
The price is $144
Apr 28 - Apr 29
Total with taxes and fees
Wayside Inn

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, (942 reviews)
"Breakfast was great, the room was clean & warm! We’ll come back for sure!!"
United States
liana
$58 nightly
The price is $64
Apr 19 - Apr 20
Total with taxes and fees
Baymont by Wyndham Front Royal Near Shenandoah National Park

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, (649 reviews)
"Great location safe area clean rooms good price"
United States
Elaine
$84 nightly
The price is $92
May 10 - May 11
Total with taxes and fees
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
$329 nightly
The price is $360
May 5 - May 6
Total with taxes and fees
Glen Gordon Manor

White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (154 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
$293 nightly
The price is $316
May 3 - May 4
Total with taxes and fees
White Moose Inn

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
$59 nightly
The price is $65
Apr 19 - Apr 20
Total with taxes and fees
Blue Ridge Motel

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, (33 reviews)
"Cute place. I enjoyed my room - especially the fireplace and my bed was super comfy. The biergarden was closed so I didn’t get to visit that part of it the property. I had an early flight out of Dulles the next morning so I let her know at check in that I would miss breakfast. Other B&B’s I have stayed at packed me a breakfast to go when I let them know I had to leave early - no such luck here. Which is fine, it’s just a nice touch. So I asked if coffee was possible but nope. A coffee pot in...
United States
Tonya
$291 nightly
The price is $318
Apr 13 - Apr 14
Total with taxes and fees
Hopkins Ordinary Bed Breakfast and Ale Works

Gay Street Inn

Gay Street Inn
3.5 star property
Washington
10.0 out of 10, Exceptional, (34 reviews)
"Beautiful historic Inn with incredible owners and service. "
United States
Renee
$359 nightly
The price is $387
Apr 29 - Apr 30
Total with taxes and fees
Gay Street 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

Top Chester Gap Hotel Reviews

More cheap stays in Chester Gap

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 can I save on a Chester Gap hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Chester Gap hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $61 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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