Chester Gap Holiday Rentals, Virginia: Private House Rentals

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Our top choices for Chester Gap hotels

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

A hotel room with two beds, a large window with curtains, an air conditioning unit, a nightstand with a phone and clock, and a wall with a waterfall painting.

A Super 8 hotel with a brick facade, multiple windows, and a central entrance.

A hotel room with a red carpet, white sofas, a reception desk, and a large window with blinds.

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

Front Royal

Snehil Meet

฿2,437

฿2,713 total

includes taxes & fees

28 Sept - 29 Sept

A swimming pool with clear water, surrounded by large windows offering views of greenery.

A gym with weightlifting equipment, including dumbbells and a bench.

A modern dining area with tables and chairs, large windows, and a flat-screen TV on the wall.

2. Hampton Inn Front Royal

Front Royal

Grace

฿4,079

฿4,540 total

includes taxes & fees

4 Oct - 5 Oct

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

A view of a swimming pool with a fountain, surrounded by a fence and greenery, with mountains in the background.

A cozy room with a fireplace, wooden paneling, and comfortable seating.

A dining area with a table set for two, featuring a bowl of bread, a glass of wine, and a vase of flowers.

3. Glen Gordon Manor

Huntly

Alexander and Judith

฿13,321

฿15,360 total

includes taxes & fees

1 Oct - 2 Oct

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

A hotel reception area with a counter, a vending machine, and a sign indicating a minibar.

A conference room with a large table and chairs, a TV mounted on the wall, and a vending machine labeled "Towneplace Suites".

A multi-story hotel with a swimming pool, parking lot, and a landscaped area.

4. TownePlace Suites by Marriott Front Royal

Front Royal

Justin

฿4,641

฿5,186 total

includes taxes & fees

1 Oct - 2 Oct

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

A compact hotel room with a small round table, a coffee maker, a vase with flowers, a lamp, a framed picture on the wall, and a refrigerator.

A hotel room with two beds, a nightstand with lamps, a vase with flowers, and framed leaf artwork on the walls.

A reception desk with a green wall, a plant, and various informational posters.

5. Twi-Lite Inn

Front Royal

Victoria

฿2,738

฿3,047 total

includes taxes & fees

28 Sept - 29 Sept

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

A sign for a 'Relax Inn' with a clear view of the building in the background.

A brick building with a sign reading "Motel" and a neon sign for "Relax Inn" on the right.

A hotel room with two beds, a desk, and a chair.

6. Relax Inn Motel

Front Royal

Jamila

฿2,137

฿2,378 total

includes taxes & fees

28 Sept - 29 Sept

A hotel room with two beds, a desk with a TV, a lamp, and a view of the outdoors.

A hotel room with a television, desk, chair, sofa, and kitchenette.

A hotel dining area with multiple tables and chairs, large windows, and a television screen.

7. Comfort Inn & Suites Winchester

Winchester

John

฿3,125

฿3,478 total

includes taxes & fees

18 Oct - 19 Oct

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

A Baymont Inn & Suites reception desk with a blue wall, two overhead lights, and a Dell computer.

A room with two grey armchairs, a small table with a vase of flowers, a television mounted on the wall, and a desk with a computer.

A breakfast counter with various food items and a coffee machine.

8. Baymont by Wyndham Front Royal Near Shenandoah National Park

Front Royal

Cindy

฿2,128

฿2,369 total

includes taxes & fees

4 Oct - 5 Oct

A restaurant interior with a bar area, seating, and artwork on the walls.

A spacious lobby with a reception desk, seating area with sofas, and a chandelier.

An indoor swimming pool with a hot tub, lounge chairs, and a view of the outdoors.

A hotel lobby with a reception desk, a minibar, a seating area, and a clothing rack.

9. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Brian

฿3,561

฿3,927 total

includes taxes & fees

27 Oct - 28 Oct

A stone building with a sign reading "OFFICE" above the entrance.

A bathroom with a white door, a sink, and a shower curtain with a tree pattern.

A parking lot with several cars and motorcycles, a small building with a stone facade, and a clear blue sky.

A hotel room with two beds, a desk, a television, a microwave, and a refrigerator.

10. Gateway Inn

Front Royal

Anonymous traveller

฿1,970

฿2,192 total

includes taxes & fees

28 Sept - 29 Sept

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

A multi-story hotel with a prominent sign for Marriott.

A hotel reception desk with a computer, two chairs, and a large mirror.

A modern hotel dining area with a long table, multiple chairs, and a large window providing natural light.

11. Fairfield Inn & Suites Strasburg Shenandoah Valley

Strasburg

Patrick

฿3,933

฿4,377 total

includes taxes & fees

5 Oct - 6 Oct

A building with a sign reading "OFFICE" above the entrance.

A small, compact room with a kitchenette, a single bed, a television mounted on the wall, and a mirror above the bed.

A small bathroom with a white sink, a toilet, and a wooden shelf above the toilet holding towels.

A hotel room with two beds, a nightstand, a lamp, a heater, and two framed pictures on the wall.

12. Blue Ridge Motel

Front Royal

Karen

฿1,953

฿2,174 total

includes taxes & fees

28 Oct - 29 Oct

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

A modern hotel lobby with a clear exit sign, a reception desk, and a seating area with red chairs.

A hotel room with two beds, a nightstand with a lamp, a desk with a chair, a window with curtains, and a wall-mounted air conditioner.

A hotel with a green roof, a covered entrance, and a sign that reads "RAMADA".

13. Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg

CHRISTI

฿2,668

฿2,969 total

includes taxes & fees

11 Oct - 12 Oct

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

A hotel room with a large bed, a ceiling fan, a nightstand, a window with curtains, and a view of the ocean.

A hotel lobby with a wooden railing, a reception desk, a flower vase, and an exit sign.

A hotel lobby with a wooden staircase, a reception desk, and red chairs.

14. Motel 6 Front Royal, VA

Front Royal

James

฿2,170

฿2,415 total

includes taxes & fees

1 Oct - 2 Oct

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

A woman using a stationary bike in a gym with red walls and multiple exercise machines.

A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

A poolside area with lounge chairs and a stack of towels on a table.

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

Winchester

Allen

฿3,142

฿3,497 total

includes taxes & fees

25 Oct - 26 Oct

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

A rectangular swimming pool with a brick wall and trees in the background.

A modern breakfast area with seating, a counter for hot food, and a view of the outdoors.

A hotel reception desk with a blue accent, a Holiday Inn Express sign, and a coffee station.

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

Stephens City

Kevin

฿3,005

฿3,344 total

includes taxes & fees

25 Oct - 26 Oct

A wooden cabin with a garage, surrounded by trees and a gravel driveway.

A cozy living room with a fireplace, a rocking chair, and a large window with a view of trees.

A wheelbarrow filled with green plants in a garden setting.

A kitchen with white cabinets, a central island, a microwave, a stove, and a coffee maker.

17. The Pond Cabin

Linden

฿7,979

฿15,246 total

includes taxes & fees

20 Oct - 21 Oct

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

A modern living room with a sofa, a glass coffee table, a bookshelf, and a mounted deer head.

A modern kitchen with a round marble table, white chairs, and a yellow cabinet with glassware.

A building with a yellow door and a sign that reads "The White Moose Inn."

18. White Moose Inn

Washington

Blake

฿10,487

฿11,305 total

includes taxes & fees

30 Sept - 1 Oct

A hotel room with two beds, a TV, a desk, and a dresser.

A room with a wooden floor, white walls, a wooden door, a table with chairs, a desk with a chair, a TV mounted on the wall, and a coat hanger in the closet.

An outdoor seating area with wooden chairs and a stone fire pit, surrounded by greenery and a mountain backdrop.

A motel with a swimming pool, outdoor seating, and a road in the background.

19. Hillside

Luray

Furkan

฿3,962

฿4,568 total

includes taxes & fees

28 Sept - 29 Sept

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

A hotel room with two beds, a desk, a television, and a window with curtains.

A reception area with a marble counter, a desk, and a framed picture on the wall.

A gym with an elliptical, dumbbells, a treadmill, and a wall-mounted phone.

20. Quality Inn Stephens City - Winchester South

Stephens City

Nancy

฿2,810

฿3,127 total

includes taxes & fees

18 Oct - 19 Oct

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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

Holiday Inn Express Winchester South-Stephens City by IHG

10/10 Excellent

"Good breakfast, comfy bed."

Hampton Inn Front Royal

10/10 Excellent

"Perfect, loved this hotel, bed are so comfortable, very clean. Staff was wonderful."

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"Good bed, nice size room, desk clerk was very helpful in getting us on the non-highway side of the property (which was then very quiet). Breakfast OK, lots of restaurants around the property and a movie theatre. Good location for Winchester"

Super 8 by Wyndham Front Royal Near Shenandoah National Park

8/10 Good

"Good place to stay...close to Shenandoah NP."

Twi-Lite Inn

10/10 Excellent

"ALL WAS WONDERFUL, THANK YOU"

Motel 6 Front Royal, VA

10/10 Excellent

"Older motel but there was effort to make it nice. there was a Koi pond out front and the fish were beautiful."

Baymont by Wyndham Front Royal Near Shenandoah National Park

10/10 Excellent

"very decent for the price and nice friendly staff"

L'Auberge Provencale Inn & Restaurant

10/10 Excellent

"Thoroughly enjoyed my stay. The staff were wonderful. Afternoon snacks and breakfast were delicious. Was traveling alone and would highly recommend. Hope to return."

More cheap stays in Chester Gap

Baymont by Wyndham Front Royal Near Shenandoah National Park

10 S Commerce Ave Front Royal VA

฿2,128

฿2,369 total

4 Oct - 5 Oct

includes taxes & fees

Super 8 by Wyndham Front Royal Near Shenandoah National Park

111 South St Front Royal VA

฿2,437

฿2,713 total

28 Sept - 29 Sept

includes taxes & fees

7.6/10 Good! (1,003 reviews)

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

฿2,668

฿2,969 total

11 Oct - 12 Oct

includes taxes & fees

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

฿3,125

฿3,478 total

18 Oct - 19 Oct

includes taxes & fees

9.4/10 Exceptional! (1,135 reviews)

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA

฿4,079

฿4,540 total

4 Oct - 5 Oct

includes taxes & fees

9.2/10 Wonderful! (1,006 reviews)

Hillside

1460 US Highway 211 East Luray VA

฿3,962

฿4,568 total

28 Sept - 29 Sept

includes taxes & fees

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.

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 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.

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Book Hotels in Chester Gap on Expedia.com

Find hotels in Chester Gap, VA from ฿2,174

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chester Gap

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chester Gap hotels

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

2. Hampton Inn Front Royal

3. Glen Gordon Manor

4. TownePlace Suites by Marriott Front Royal

5. Twi-Lite Inn

6. Relax Inn Motel

7. Comfort Inn & Suites Winchester

8. Baymont by Wyndham Front Royal Near Shenandoah National Park

9. DoubleTree by Hilton Front Royal Blue Ridge Shadows

10. Gateway Inn

11. Fairfield Inn & Suites Strasburg Shenandoah Valley

12. Blue Ridge Motel

13. Ramada by Wyndham Strasburg/Shenandoah Valley

14. Motel 6 Front Royal, VA

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

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

17. The Pond Cabin

18. White Moose Inn

19. Hillside

20. Quality Inn Stephens City - Winchester South

Learn more about Chester Gap

Top Chester Gap Hotel Reviews

Holiday Inn Express Winchester South-Stephens City by IHG

Hampton Inn Front Royal

Country Inn & Suites by Radisson, Winchester, VA

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Twi-Lite Inn

Motel 6 Front Royal, VA

Baymont by Wyndham Front Royal Near Shenandoah National Park

L'Auberge Provencale Inn & Restaurant

More cheap stays in Chester Gap

Baymont by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Ramada by Wyndham Strasburg/Shenandoah Valley

Comfort Inn & Suites Winchester

Hampton Inn Front Royal

Hillside

Frequently asked questions

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