Photo by Brian V. Rowe

Chester Gap Hotels from S$75

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Top 10 trending Chester Gap hotels

Glen Gordon Manor

3.5 star property
9.8 out of 10, Exceptional, (89)
"The location is good."
The price is S$349
includes taxes & fees
19 Aug - 20 Aug
Glen Gordon Manor

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (171)
"We had a fantastic trip here! The food and service was great. The rooms were sparkling clean and everything was top notch. We will definitely be making a returning trip. "
The price is S$342
includes taxes & fees
19 Aug - 20 Aug
L'Auberge Provencale Inn & Restaurant

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 S$497
includes taxes & fees
21 Aug - 22 Aug
Gay Street Inn

White Moose Inn

4.0 star property
9.8 out of 10, Exceptional, (142)
"Great stay! Staff went out of our way to ensure we were taken care of!"
White Moose Inn

The Foster Harris House

2.0 star property
10.0 out of 10, Exceptional, (1)
"Lovely inn in a great location three course breakfast with one of the best scones I have eaten "
The price is S$690
includes taxes & fees
18 Aug - 19 Aug
The Foster Harris House

Hopkins Ordinary Bed Breakfast and Ale Works

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

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
6.4 out of 10, (861)
"We had a great stay. Clean and staff was friendly "
The price is S$75
includes taxes & fees
1 Sept - 2 Sept
Baymont by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal

2.0 star property
7.4 out of 10, Good, (1000)
"Convenient to Skyline Drive in Shenandoah National Park."
The price is S$79
includes taxes & fees
1 Sept - 2 Sept
Super 8 by Wyndham Front Royal

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1002)
"Fantastic stay, thanks!"
The price is S$147
includes taxes & fees
24 Aug - 25 Aug
DoubleTree by Hilton Front Royal Blue Ridge Shadows

TownePlace Suites by Marriott Front Royal

3.0 star property
9.6 out of 10, Exceptional, (524)
"Breakfast was awesome, hit coffee available all day, clean rooms and great staff!"
The price is S$197
includes taxes & fees
24 Aug - 25 Aug
TownePlace Suites by Marriott Front Royal

Twi-Lite Inn

2.0 star property
8.2 out of 10, Very good, (519)
"Great pool and quiet area to stay in"
The price is S$111
includes taxes & fees
17 Aug - 18 Aug
Twi-Lite Inn

Motel 6 Front Royal, VA

2.0 star property
6.8 out of 10, (481)
"This is a great location! "
The price is S$81
includes taxes & fees
31 Aug - 1 Sept
Motel 6 Front Royal, VA

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Great stay"
The price is S$157
includes taxes & fees
24 Aug - 25 Aug
Hampton Inn Front Royal

Blue Ridge Motel

2.0 star property
7.0 out of 10, Good, (128)
"Inexpensive for a 1 night stopover. Dated rooms and limited facilities . Comfy sleep though"
Blue Ridge Motel

Relax Inn Motel

2.0 star property
8.2 out of 10, Very good, (239)
"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 S$89
includes taxes & fees
17 Aug - 18 Aug
Relax Inn Motel

Gateway Inn

2.0 star property
5.0 out of 10, (9)
"Bare bones, but perfectly adequate hotel if you just want a bed, a hot shower and a little TV (didn’t check the WIFI, but Verizon worked fine in the room anyway). Easy parking, friendly front desk person. I’d stay again. (Fridge and microwave were also handy). "
The price is S$91
includes taxes & fees
17 Aug - 18 Aug
Gateway Inn

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1005)
"Great place to stay!"
The price is S$133
includes taxes & fees
21 Aug - 22 Aug
Country Inn & Suites by Radisson, Winchester, VA

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1005)
"staff was amazing and room was great "
The price is S$135
includes taxes & fees
24 Aug - 25 Aug
Comfort Inn & Suites Winchester

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very good, (764)
"Always great!"
The price is S$112
includes taxes & fees
10 Sept - 11 Sept
Holiday Inn Express Winchester South-Stephens City by IHG

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very good, (599)
"Great stay!"
The price is S$98
includes taxes & fees
1 Sept - 2 Sept
Quality Inn Stephens City - Winchester South
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

Frequently asked questions

Where is the best place to stay in Chester Gap?

Ramada by Wyndham Strasburg/Shenandoah Valley, located 15.2 mi (24.5 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 Comfort Inn & Suites Winchester and Country Inn & Suites by Radisson, Winchester, VA. 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 the best spa hotel 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.