Photo by Brian V. Rowe

Chester Gap Hotels from ₹5,053

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Property class

Top 10 Chester Gap hotels and places to stay

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1009)
"Great stay for a great price!"
The price is ₹8,568
₹9,323 total
includes taxes & fees
23 Jul - 24 Jul
Country Inn & Suites by Radisson, Winchester, VA

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very good, (758)
"Always great!"
The price is ₹8,013
₹8,718 total
includes taxes & fees
6 Aug - 7 Aug
Holiday Inn Express Winchester South-Stephens City by IHG

Comfort Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1006)
"Perfect stay for our family while on the road"
The price is ₹8,396
₹9,135 total
includes taxes & fees
27 Jul - 28 Jul
Comfort Inn & Suites

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Great stay!"
The price is ₹9,447
₹10,515 total
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn Front Royal

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1003)
"Convenient to Skyline Drive in Shenandoah National Park."
The price is ₹6,376
₹7,096 total
includes taxes & fees
22 Jul - 23 Jul
Super 8 by Wyndham Front Royal

Fairfield Inn & Suites Strasburg Shenandoah Valley

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Excellent "
The price is ₹8,715
₹9,700 total
includes taxes & fees
3 Aug - 4 Aug
Fairfield Inn & Suites Strasburg Shenandoah Valley

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1005)
"Great stay, great location. "
The price is ₹10,180
₹11,487 total
includes taxes & fees
14 Aug - 15 Aug
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
8.2 out of 10, Very good, (1009)
"Great location off the highway, restaurant on site was very good, staff was friendly and quick check in"
The price is ₹6,152
₹6,847 total
includes taxes & fees
27 Jul - 28 Jul
Ramada by Wyndham Strasburg/Shenandoah Valley

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (166)
"This is a great place for a romantic get-away and so close to Washington DC. Very close to Winchester for other restaurants and shop, although the food at the hotel is awesome."
The price is ₹19,308
₹21,297 total
includes taxes & fees
4 Aug - 5 Aug
L'Auberge Provencale Inn & Restaurant

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very good, (591)
"Did have a good breakfast."
The price is ₹6,980
₹7,594 total
includes taxes & fees
6 Aug - 7 Aug
Quality Inn Stephens City - Winchester South

TownePlace Suites by Marriott Front Royal

3.0 star property
9.6 out of 10, Exceptional, (514)
"Very nice place to stay."
The price is ₹11,545
₹12,734 total
includes taxes & fees
10 Aug - 11 Aug
TownePlace Suites by Marriott Front Royal

Relax Inn Motel

2.0 star property
8.2 out of 10, Very good, (236)
"Clean, quiet and convenient. Check in process was quick and easy, with the very friendly and helpful staff. I would absolutely stay here again."
The price is ₹5,342
₹5,946 total
includes taxes & fees
22 Jul - 23 Jul
Relax Inn Motel

Glen Gordon Manor

3.5 star property
9.8 out of 10, Exceptional, (89)
"The location is good."
The price is ₹21,454
₹23,449 total
includes taxes & fees
22 Jul - 23 Jul
Glen Gordon Manor

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (401)
"We stayed last year on July 4th. ...really liked it...decided to make it an annual event. I like the small town atmosphere. "
The price is ₹7,898
₹9,573 total
includes taxes & fees
3 Aug - 4 Aug
Wayside Inn

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very good, (512)
"Quiet, convenient, clean and quaint. Highly recommend."
The price is ₹6,720
₹7,479 total
includes taxes & fees
28 Jul - 29 Jul
Twi-Lite Inn

Hillside

2.5 star property
9.0 out of 10, Wonderful, (948)
"Charming stay at Hillside! Clean rooms, friendly staff, and close to beautiful mountain views. Perfect spot for visiting Shenandoah and Luray Caverns. Great value and peaceful vibes!"
Hillside

White Moose Inn

4.0 star property
9.8 out of 10, Exceptional, (138)
"Wonderful option if visiting inn at little Washington or other sites nearby. Just a bock from inn with very helpful staff,happy hour, full breakfast and clean comfortable accommodations "
White Moose Inn

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
6.4 out of 10, (853)
"We had a great stay. Clean and staff was friendly "
The price is ₹5,053
₹5,624 total
includes taxes & fees
27 Jul - 28 Jul
Baymont by Wyndham Front Royal Near Shenandoah National Park

Hopkins Ordinary Bed Breakfast and Ale Works

3.0 star property
9.8 out of 10, Exceptional, (30)
"Great place. Good food, great beer."
Hopkins Ordinary Bed Breakfast and Ale Works

Gay Street Inn

3.5 star property
10.0 out of 10, Exceptional, (33)
"Great place to stay in Washington VA to walk to inn at little Washington, patty O's (6 min walk), bakery, chocolates and rural landscape! "
The price is ₹30,931
₹33,344 total
includes taxes & fees
23 Jul - 24 Jul
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.
Save an average of 15% on thousands of hotels when you're signed in

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

Frequently asked questions

Where is the best place to stay in Chester Gap?

Comfort Inn & Suites, located 18.7 mi (30 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.

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 are some hotels with pools in Chester Gap?

The Hillside Motel: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Country Inn & Suites by Radisson, Winchester, VA and Hampton Inn Front Royal are two additional hotels that feature an on-site pool. View all hotels with pools 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.