Photo by Brian V. Rowe

Search Chester Gap hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
21 Nov - 22 Nov
Tomorrow
22 Nov - 23 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Chester Gap

Lift
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
Strasburg
8.2 out of 10, Very good, (1003)
"Friendly Staff, clean room."
Canada
Frank
The price is NZ$142
includes taxes & fees
21 Dec - 22 Dec
Ramada by Wyndham Strasburg/Shenandoah Valley
Free buffet breakfast
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, (797)
"Nice stay and friendly people "
United States
ALFRED
The price is NZ$154
includes taxes & fees
25 Nov - 26 Nov
Holiday Inn Express Winchester South-Stephens City by IHG
Breakfast area
Econo Lodge Inn & Suites

Econo Lodge Inn & Suites

2.0 star property
Middletown
5.8 out of 10, (298)
"I loved staying here!"
United States
Whitney
The price is NZ$122
includes taxes & fees
27 Nov - 28 Nov
Econo Lodge Inn & Suites
Property entrance
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, (912)
"Great staff"
United States
Gordon
The price is NZ$110
includes taxes & fees
23 Nov - 24 Nov
Baymont by Wyndham Front Royal Near Shenandoah National Park
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, (1002)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
The price is NZ$243
includes taxes & fees
14 Dec - 15 Dec
DoubleTree by Hilton Front Royal Blue Ridge Shadows
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, (624)
"Good variety at breakfast and courteous staff."
Canada
Madonna
The price is NZ$146
includes taxes & fees
21 Dec - 22 Dec
Quality Inn Stephens City - Winchester South
Lobby
Hampton Inn Front Royal

Hampton Inn Front Royal

2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1002)
"We thoroughly enjoyed all aspects of our stay, and look forward to the next time."
United States
Dennis
The price is NZ$198
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn Front Royal
Basic Room, 2 Queen Beds, Non Smoking
Hillside

Hillside

2.5 star property
Luray
9.0 out of 10, Wonderful, (1004)
"Great location, staff very friendly"
United States
Ines
Hillside
Terrace/patio
L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant

4.0 star property
Boyce
9.6 out of 10, Exceptional, (173)
"Wonderful staff and service!"
United States
Eliel Constantine
The price is NZ$517
includes taxes & fees
22 Dec - 23 Dec
L'Auberge Provencale Inn & Restaurant
Exterior
Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley

2.5 star property
Strasburg
9.0 out of 10, Wonderful, (1000)
"Great stay."
United States
Kenneth
The price is NZ$224
includes taxes & fees
3 Dec - 4 Dec
Fairfield Inn & Suites Strasburg Shenandoah Valley
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, (147)
"Amazing trip! "
United States
Rebecca
White Moose Inn
Lobby
Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal

2.0 star property
Front Royal
7.6 out of 10, Good, (1001)
"Clean rooms friendly staff"
United States
Ken
The price is NZ$111
includes taxes & fees
2 Dec - 3 Dec
Super 8 by Wyndham Front Royal
Exterior
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 star property
Winchester
9.4 out of 10, Exceptional, (1052)
"Staff was very friendly, room clean and neat."
United States
Arnold
The price is NZ$193
includes taxes & fees
30 Nov - 1 Dec
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, (1005)
"Have stayed here multiple times -always good"
United States
Robert
The price is NZ$187
includes taxes & fees
30 Nov - 1 Dec
Country Inn & Suites by Radisson, Winchester, VA
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, (553)
"Perfect for one night stay before Skyline Drive trip. "
United States
Timothy
The price is NZ$253
includes taxes & fees
30 Nov - 1 Dec
TownePlace Suites by Marriott Front Royal
Exterior
Twi-Lite Inn

Twi-Lite Inn

2.0 star property
Front Royal
8.2 out of 10, Very good, (537)
"Great pool and quiet area to stay in"
United States
Matthew
The price is NZ$129
includes taxes & fees
24 Nov - 25 Nov
Twi-Lite Inn
Lobby
Motel 6 Front Royal, VA

Motel 6 Front Royal, VA

2.0 star property
Front Royal
6.8 out of 10, (500)
"perfect for an affordable stay near Shenandoah. Clean, no one bothered me. Walkable to a Chinese restaurant. "
United States
Ariella
The price is NZ$119
includes taxes & fees
2 Dec - 3 Dec
Motel 6 Front Royal, VA
Exterior
Glen Gordon Manor

Glen Gordon Manor

3.5 star property
Huntly
9.8 out of 10, Exceptional, (93)
"Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean."
United States
KYLE
The price is NZ$487
includes taxes & fees
23 Nov - 24 Nov
Glen Gordon Manor
Front of property – evening/night
Relax Inn Motel

Relax Inn Motel

2.0 star property
Front Royal
8.2 out of 10, Very good, (258)
"Clean, and nice rooms, friendly staff"
United States
James
The price is NZ$137
includes taxes & fees
23 Nov - 24 Nov
Relax Inn Motel
Family House, Multiple Beds, Balcony, Garden Area | Balcony
Hopkins Ordinary Bed Breakfast and Ale Works

Hopkins Ordinary Bed Breakfast and Ale Works

3.0 star property
Sperryville
10.0 out of 10, Exceptional, (31)
"Great place. Good food, great beer."
United States
Phil
Hopkins Ordinary Bed Breakfast and Ale Works
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

Black Friday Sale

Save up to 40% on select hotels
Book now
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

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent
"Everything was excellent: staff, room, lobby... it was a well crafted place. "
Stephen 1-night trip
Posted 23 hours ago
DoubleTree by Hilton Front Royal Blue Ridge Shadows

More cheap accommodation in Chester Gap

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA
The price is NZ$142 per night from 21 Dec to 22 Dec
NZ$142
21 Dec - 22 Dec
includes taxes & fees
8.2/10 Very Good! (1,003 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 Country Inn & Suites by Radisson, Winchester, VA and Ramada by Wyndham Strasburg/Shenandoah Valley. 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?
Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!: This holiday home rental outside of Chester Gap is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. 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