Best Chester Gap Hotels in 2026 from HK$510 - Fully Refundable Options

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Our top choices for Chester Gap hotels

An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.

1. TownePlace Suites by Marriott Front Royal

Front Royal

JoEllen

HK$1,218 total

includes taxes & fees

11 Nov - 12 Nov

An indoor swimming pool with clear glass walls, a tiled floor, and a view of greenery outside.

2. Hampton Inn Front Royal

Front Royal

Tammy

HK$1,009 total

includes taxes & fees

27 Nov - 28 Nov

A stately house with a well-manicured lawn, a patio with outdoor furniture, and a view of the surrounding greenery.

3. Glen Gordon Manor

Huntly

Alexander and Judith

HK$2,523 total

includes taxes & fees

16 Nov - 17 Nov

A spacious lobby with a stone fireplace, blue upholstered sofas, and a chandelier.

4. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Jeffrey

HK$1,100 total

includes taxes & fees

23 Nov - 24 Nov

A hotel lobby with a reception desk, seating area, and a fireplace.

5. Super 8 by Wyndham Front Royal Near Shenandoah National Park

Front Royal

Amelia

HK$559 total

includes taxes & fees

15 Nov - 16 Nov

A hotel lobby with a reception desk, seating area with a round table, and a bar.

6. Fairfield Inn & Suites Strasburg Shenandoah Valley

Strasburg

Kayla

HK$1,112 total

includes taxes & fees

8 Nov - 9 Nov

7. Comfort Inn & Suites Winchester

Winchester

Kenneth

HK$877 total

includes taxes & fees

22 Nov - 23 Nov

An open doorway leading to a room with a dining table and chairs, a sofa, and a window.

8. White Moose Inn

Washington

Blake

HK$2,656 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large bed, a bathroom with a bathtub, and a framed picture on the wall.

9. Baymont by Wyndham Front Royal Near Shenandoah National Park

Front Royal

pieter

HK$512 total

includes taxes & fees

9 Nov - 10 Nov

A hotel lobby with a reception desk, a check-in counter, a seating area with chairs, and a dining area in the background.

10. Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg

Glenn

HK$660 total

includes taxes & fees

2 Nov - 3 Nov

A modern hotel lobby with a green sofa, blue chairs, a dining table, and large windows offering a view of the outdoors.

11. Holiday Inn Express Winchester South-Stephens City by IHG

Stephens City

Michael

HK$760 total

includes taxes & fees

21 Nov - 22 Nov

A spacious living room with a fireplace, wooden staircase, and a bookshelf.

12. Country Inn & Suites by Radisson, Winchester, VA

Winchester

Zohair

HK$726 total

includes taxes & fees

22 Nov - 23 Nov

A cozy living room with a fireplace, patterned chairs, and a dining area with wooden furniture.

13. Wayside Inn

Middletown

Susan

HK$1,013 total

includes taxes & fees

1 Nov - 2 Nov

A covered outdoor area with a table and chairs, a brick wall, and a metal railing.

14. Relax Inn Motel

Front Royal

xiangqing

HK$594 total

includes taxes & fees

1 Nov - 2 Nov

A swimming pool area with a fence, lounge chairs, and a flag.

15. Twi-Lite Inn

Front Royal

Victoria

HK$742 total

includes taxes & fees

12 Nov - 13 Nov

A spacious lobby with a stone fireplace, red chairs, a wooden staircase, and a flat-screen TV mounted on the wall.

16. Motel 6 Front Royal, VA

Front Royal

Matthew

HK$510 total

includes taxes & fees

4 Nov - 5 Nov

A restaurant with wooden tables and red cushioned chairs, a kitchen area with a coffee machine, and a large window.

17. Quality Inn Stephens City - Winchester South

Stephens City

Jeanne

HK$697 total

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with stainless steel appliances, wooden ceiling, and pendant lighting.

18. The Foster Harris House

Washington

John

HK$4,556 total

includes taxes & fees

28 Oct - 29 Oct

A cozy seating area with two rocking chairs and a small table, overlooking a lush garden through a large arched window.

19. Gay Street Inn

Washington

Dalton

HK$2,732 total

includes taxes & fees

11 Nov - 12 Nov

A two-story house with a porch and a small garden area.

20. Hopkins Ordinary Bed Breakfast and Ale Works

Sperryville

Deborah

HK$2,335 total

includes taxes & fees

16 Nov - 17 Nov

View all properties

Hotels recommended for families in Chester Gap

TownePlace Suites by Marriott Front Royal

Front Royal

HK$1,218 total

includes taxes & fees

11 Nov - 12 Nov

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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.

See all hotels in Chester Gap

Top Chester Gap Hotel Reviews

Hillside

10/10 Excellent

"Check-in check-out was well managed and property was convenient to park and caverns."

Ramada by Wyndham Strasburg/Shenandoah Valley

10/10 Excellent

"This was an amazing surprise 100% in every category. very clean rooms, every area smelled so fresh. Plenty of handicap accessible parking and guest rooms. Hot complimentary breakfast 7 AM - 10 AM; pancake machine, eggs, sausage, choice of bread, muffins, bagels, yogurt and cereals. Juice machine and coffee. The staff was a well-organized team, worked seamlessly together. When they saw you always greeted with a sincere smile. Art seemed to work in all areas of the hotel and was so polite, courteous and helpful. You will NOT be disappointed"

Quality Inn Stephens City - Winchester South

8/10 Good

"Clean and well kept. The complimentary breakfast not great, but it was adequate. The only negative was that the bedding was not the best. The fitted sheets did not stay on the bed, and the mattress was not nearly as comfortable as those in other places I have stayed recently."

More cheap stays in Chester Gap

Super 8 by Wyndham Front Royal Near Shenandoah National Park

111 South St Front Royal VA

HK$502

HK$559 total

15 Nov - 16 Nov

includes taxes & fees

7.6/10 Good! (1,014 reviews)

Frequently asked questions

Where is the best place to stay in Chester Gap?

Hillside, located 19.1 mi (30.8 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 Comfort Inn & Suites Winchester 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?

Mountain View Bungalow in Front Royal: This holiday home rental outside of Chester Gap offers a garden, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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 3 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 Rappahannock Cellars and Dickey Ridge Visitor Center 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.

Chester Gap hotels from HK$510

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Our top choices for Chester Gap hotels

1. TownePlace Suites by Marriott Front Royal

2. Hampton Inn Front Royal

3. Glen Gordon Manor

4. DoubleTree by Hilton Front Royal Blue Ridge Shadows

5. Super 8 by Wyndham Front Royal Near Shenandoah National Park

6. Fairfield Inn & Suites Strasburg Shenandoah Valley

7. Comfort Inn & Suites Winchester

8. White Moose Inn

9. Baymont by Wyndham Front Royal Near Shenandoah National Park

10. Ramada by Wyndham Strasburg/Shenandoah Valley

11. Holiday Inn Express Winchester South-Stephens City by IHG

12. Country Inn & Suites by Radisson, Winchester, VA

13. Wayside Inn

14. Relax Inn Motel

15. Twi-Lite Inn

16. Motel 6 Front Royal, VA

17. Quality Inn Stephens City - Winchester South

18. The Foster Harris House

19. Gay Street Inn

20. Hopkins Ordinary Bed Breakfast and Ale Works

Hotels recommended for families in Chester Gap

TownePlace Suites by Marriott Front Royal

Learn more about Chester Gap

Top Chester Gap Hotel Reviews

Hillside

More cheap stays in Chester Gap

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Frequently asked questions

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