Chester Gap Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
14 Mar - 15 Mar
Tomorrow
15 Mar - 16 Mar
Next weekend
20 Mar - 22 Mar
In two weeks
27 Mar - 29 Mar

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chester Gap hotels

Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,091 reviews)
"Excellent facility. Restaurants near by."
United States
Beth
The price is €97
includes taxes & fees
22 Mar - 23 Mar
Comfort Inn & Suites Winchester
Lobby

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, (1,002 reviews)
"Convenient location, clean room, and nice breakfast "
United States
Ting
The price is €86
includes taxes & fees
23 Mar - 24 Mar
Country Inn & Suites by Radisson, Winchester, VA
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,000 reviews)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is €100
includes taxes & fees
29 Mar - 30 Mar
Hampton Inn Front Royal
Exterior

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, (833 reviews)
"Clean and nice"
United States
Abayomi
The price is €82
includes taxes & fees
21 Mar - 22 Mar
Holiday Inn Express Winchester South-Stephens City by IHG
Lobby

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, (1,000 reviews)
"Excellent, very nice front desk folks, great room, lived the availability to make tea"
United States
Barbara
The price is €62
includes taxes & fees
15 Mar - 16 Mar
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Lobby

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)
"Nice room and good location for an overnight stay."
United States
Edward
The price is €75
includes taxes & fees
22 Mar - 23 Mar
Ramada by Wyndham Strasburg/Shenandoah Valley
Property amenity

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (566 reviews)
"Clean room, friendly and helpful staff, good breakfast, I would stay again."
United States
Catherine
The price is €111
includes taxes & fees
22 Mar - 23 Mar
TownePlace Suites by Marriott Front Royal
Bar (on property)

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)
"The staff was friendly and very helpful! The room was spotless and very clean. Would stay at this location again :)"
United States
Stephanie
The price is €109
includes taxes & fees
22 Mar - 23 Mar
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Lobby lounge

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,000 reviews)
"We stay here every year on our way to NC. Always very nice and helpful staff."
United States
Catherine
The price is €109
includes taxes & fees
20 Mar - 21 Mar
Fairfield Inn & Suites Strasburg Shenandoah Valley
Seasonal outdoor pool

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very good, (547 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
The price is €70
includes taxes & fees
15 Mar - 16 Mar
Twi-Lite Inn
Basic Room, 2 Queen Beds, Non Smoking

Hillside

Hillside
2.5 star property
Luray
9.0 out of 10, Wonderful, (1,000 reviews)
" Very nice as advertised. I would stay again. "
United States
Joe
Hillside
Free daily continental breakfast

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, (638 reviews)
"Spotless room, great staff"
United States
Roy
The price is €74
includes taxes & fees
29 Mar - 30 Mar
Quality Inn Stephens City - Winchester South
Lobby

Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
6.8 out of 10, (506 reviews)
"Nice room. Very clean. No continental breakfast. Had to climb 9 stairs to get into lobby. Night attendant was very nice."
Canada
Debbie
The price is €49
includes taxes & fees
23 Mar - 24 Mar
Motel 6 Front Royal, VA
Winery

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, (930 reviews)
"Nice staff "
United States
Anthony
The price is €55
includes taxes & fees
29 Mar - 30 Mar
Baymont by Wyndham Front Royal Near Shenandoah National Park
Porch

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very good, (260 reviews)
"Clean, and nice rooms, friendly staff"
United States
James
The price is €65
includes taxes & fees
1 Apr - 2 Apr
Relax Inn Motel
Exterior

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 €284
includes taxes & fees
8 Apr - 9 Apr
Glen Gordon Manor
Dining

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (425 reviews)
"Old building but clean and very comfortable. Perfect spot and price."
United States
Caroline
The price is €78
includes taxes & fees
15 Mar - 16 Mar
Wayside Inn
Exterior

Blue Ridge Motel

Blue Ridge Motel
2.0 star property
Front Royal
7.0 out of 10, Good, (134 reviews)
"Room had blown out tv speakers and a painted door that repeatedly hit my head "
United States
Kaylyn
Blue Ridge Motel
Garden

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.6 out of 10, Exceptional, (176 reviews)
"This B&B has been by far the loveliest, friendliest, cleanest with staff so eager to please. The rural area was so peaceful and relaxing with views of black angus in the fields. Winchester close with quaint shops. The food at the Inn was excellent. "
United States
DONNA
The price is €197
includes taxes & fees
15 Mar - 16 Mar
L'Auberge Provencale Inn & Restaurant
Premier Villa, 1 King Bed, Mountain View | Terrace/patio

White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (153 reviews)
"Super friendly staff. The hotel is nice, cozy and very clean."
United States
Alejandra
White Moose 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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
Many butterflies
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Chester Gap Hotel Reviews

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"Best hotel we have been in in a long time-a repeat!! Clean, everything worked, great friendly staff."
Elodie 1-night trip
Posted 6 hours ago
Comfort Inn & Suites Winchester

More cheap stays in Chester Gap

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
The price is €62 per night from 15 Mar to 16 Mar
€62
15 Mar - 16 Mar
includes taxes & fees
7.6/10 Good! (1,000 reviews)

Frequently asked questions

Where is the best place to stay in Chester Gap?
Comfort Inn & Suites Winchester, located 18.5 mi (29.8 km) from the heart of Chester Gap, is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Ramada by Wyndham Strasburg/Shenandoah Valley and Hampton Inn Front Royal. See all available top hotels, or vacation rentals in Chester Gap.
What are some of the best holiday rentals that Chester Gap has to offer?
Secluded River Cabin Getaway (Masten Cabin): This holiday home rental outside of Chester Gap is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. See all vacation rentals in Chester Gap.
If I need to cancel my hotel reservation in Chester Gap, will I receive a refund?
Yes! Most room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chester Gap.
What is staying in Chester Gap like?
Visitors will definitely enjoy all that Chester Gap has to offer. A top sight in the city is Shenandoah National Park. In Chester Gap, there are 4 hotels and other accommodation options to choose from. Find out more about Chester Gap.
What should I do while I'm visiting Chester Gap?
A favourite place to visit is Shenandoah National Park. You'll also find Dickey Ridge Visitor Center and Linden Vineyards in the area. Take a look at what more there is to see and do in Expedia's Chester Gap guide.
What's the seasonal weather in Chester Gap?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Chester Gap is 1184 mm.

Explore a world of travel with Expedia