Top 10 Hotels in Chester Gap, VA (from $64) 2026 - Competitive Prices

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

A hotel room with a red carpet, two white armchairs, a black sofa, a flat-screen TV, and two windows with blinds.

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.

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

Front Royal

Hyo Jun

$68 nightly

$71 total

Nov 4 - Nov 5

Total with taxes and fees

A hotel room with a gray sofa, a bed with a blue headboard, a painting of a landscape, and a lamp on the nightstand.

A modern kitchen with a flat-screen TV, a microwave, and a refrigerator.

A gym with stationary bikes, a treadmill, and a rowing machine.

2. Hampton Inn Front Royal

Front Royal

Grace

$118 nightly

$132 total

Nov 16 - Nov 17

Total with taxes and fees

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

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

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

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

$279 nightly

$322 total

Nov 16 - Nov 17

Total with taxes and fees

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 multi-story hotel with a courtyard, outdoor seating, and a guest parking area.

4. Baymont by Wyndham Front Royal Near Shenandoah National Park

Front Royal

pieter

$58 nightly

$64 total

Nov 4 - Nov 5

Total with taxes and fees

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 bathroom with a shower, toilet, and a bathtub.

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

5. Relax Inn Motel

Front Royal

xiangqing

$65 nightly

$72 total

Oct 22 - Oct 23

Total with taxes and fees

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

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.

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

6. TownePlace Suites by Marriott Front Royal

Front Royal

JoEllen

$141 nightly

$155 total

Nov 9 - Nov 10

Total with taxes and fees

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.

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

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

7. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Jeffrey

$128 nightly

$141 total

Nov 11 - Nov 12

Total with taxes and fees

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 stainless steel kitchen with a built-in water dispenser and a window with blinds.

8. Motel 6 Front Royal, VA

Front Royal

ERIN

$65 nightly

$72 total

Nov 1 - Nov 2

Total with taxes and fees

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

A hotel lobby with a polished tile floor, a reception desk, and seating area with white chairs.

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

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

9. Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg

Susan

$76 nightly

$84 total

Nov 1 - Nov 2

Total with taxes and fees

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

A small stone building with a sign reading "Gateway Inn." It has a glass door entrance and a small awning.

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.

10. Gateway Inn

Front Royal

Charity

$59 nightly

$66 total

Oct 25 - Oct 26

Total with taxes and fees

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

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

11. Comfort Inn & Suites Winchester

Winchester

Lisa

$100 nightly

$111 total

Nov 15 - Nov 16

Total with taxes and fees

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

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

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

A swimming pool with a tiled deck, chairs, and a sign indicating no lifeguard on duty.

12. Fairfield Inn & Suites Strasburg Shenandoah Valley

Strasburg

Patrick

$113 nightly

$126 total

Nov 8 - Nov 9

Total with taxes and fees

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

A hotel room with two beds, a wooden headboard, a nightstand, a lamp, and a framed picture on the wall.

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

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

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

Stephens City

Michael

$87 nightly

$97 total

Nov 19 - Nov 20

Total with taxes and fees

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

A modern bedroom with a bed, bedside table, and a glass table with chairs.

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

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

14. White Moose Inn

Washington

Blake

$286 nightly

$309 total

Nov 15 - Nov 16

Total with taxes and fees

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

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

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

A building with a stone facade, a covered walkway, and a tree with autumn leaves.

15. Blue Ridge Motel

Front Royal

Katrina

$65 nightly

$72 total

Oct 28 - Oct 29

Total with taxes and fees

A rustic interior with wooden tables and chairs, a brick floor, and a wooden ceiling.

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

A room with wooden flooring, two leather chairs, a wooden table with a green felt top, a brass lamp, and a large mirror on the wall.

16. Wayside Inn

Middletown

David

$144 nightly

$159 total

Oct 25 - Oct 26

Total with taxes and fees

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 Country Inn & Suites by Radisson building with a covered entrance and multiple windows.

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

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

Winchester

David

$88 nightly

$98 total

Nov 17 - Nov 18

Total with taxes and fees

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

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

A two-story building with a brick facade and a beige exterior.

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

18. Quality Inn Stephens City - Winchester South

Stephens City

Jeanne

$82 nightly

$91 total

Nov 15 - Nov 16

Total with taxes and fees

A dining area with a high ceiling, wooden beams, and a chandelier. There is a painting on the wall and an American flag. Tables and chairs are arranged for dining.

A reception area with a wooden counter, a clock, framed pictures, and a glass door leading outside.

A hotel entrance with a covered walkway, a parking lot, and a building with a grey roof.

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

19. Econo Lodge Inn & Suites Middletown - Winchester South

Middletown

Craig

$65 nightly

$71 total

Nov 11 - Nov 12

Total with taxes and fees

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

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

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

A modern room with a wooden dresser, a mirror, a desk with a lamp, and a dining table.

20. Hillside

Luray

Deanna

$123 nightly

$142 total

Nov 1 - Nov 2

Total with taxes and fees

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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.

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Top Chester Gap Hotel Reviews

Super 8 by Wyndham Front Royal Near Shenandoah National Park

10/10 Excellent

"Very nice area and a wonderful place to stay."

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"we had a large , very clean and air conditioned room. The reception was easy and very friendly and the breakfast was quick and easy"

Quality Inn Stephens City - Winchester South

10/10 Excellent

"Easy to get into. Was very clean.Easy to access."

TownePlace Suites by Marriott Front Royal

10/10 Excellent

"Cleaned, maintained hotel near many conveniences."

Wayside Inn

10/10 Excellent

"This is an old inn built in the late 1700’s which is lovingly maintained. We were unable to be there when Clems kitchen is open but have heard it is very good."

Relax Inn Motel

8/10 Good

"Nice staff, very clean, good location. Only issue he was the deadbolt wasn’t aligned and had to lift the door handle to engage. I recommend."

Motel 6 Front Royal, VA

8/10 Good

"We were first given a room that smelled smokey when it was supposed to be non-smoking. Staff very quickly gave us a new one. They are renovating so the room was a combination of things. It wasn’t great but it was clean and we were only there for one night, and left early."

Econo Lodge Inn & Suites Middletown - Winchester South

10/10 Excellent

"Very nice"

Hillside

8/10 Good

"The room was clean, had everything I needed and I really liked it. I did find the bed to be lumpy and uncomfortable. Despite that, I would recommend this motel and will return next year. Perhaps they will upgrade the mattresses."

More cheap stays in Chester Gap

Baymont by Wyndham Front Royal Near Shenandoah National Park

10 S Commerce Ave Front Royal VA

$58 nightly

$64 total

Nov 4 - Nov 5

Total with taxes and fees

Super 8 by Wyndham Front Royal Near Shenandoah National Park

111 South St Front Royal VA

$68 nightly

$71 total

Nov 4 - Nov 5

Total with taxes and fees

7.6/10 Good! (1,008 reviews)

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

$76 nightly

$84 total

Nov 1 - Nov 2

Total with taxes and fees

8.2/10 Very Good! (1,011 reviews)

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

$100 nightly

$111 total

Nov 15 - Nov 16

Total with taxes and fees

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA

$118 nightly

$132 total

Nov 16 - Nov 17

Total with taxes and fees

Hillside

1460 US Highway 211 East Luray VA

$123 nightly

$142 total

Nov 1 - Nov 2

Total with taxes and fees

Hotels in Chester Gap with star-rating

Frequently asked questions

What is the best area to stay in Chester Gap?

The best area to stay in Chester Gap is directly within the village itself, or in the immediate surrounding countryside, particularly for those seeking a tranquil retreat with convenient access to Shenandoah National Park.Chester Gap is a small, unincorporated community located in the Blue Ridge Mountains, offering a peaceful setting. The area is characterized by its scenic mountain views, wooded landscapes, and a slower pace of life. You'll find a scattering of independent accommodations, often with direct access to hiking trails and natural beauty.For couples looking for a quiet escape, Chester Gap provides an ideal setting. Many accommodations here offer private settings with amenities like hot tubs or fireplaces, superb for relaxation after a day of exploring.

When is the best time to go to Chester Gap?

The best time to visit Chester Gap is during the spring (April to early June) and fall (late September to October) when the weather is most pleasant for outdoor activities.Spring brings mild temperatures, blooming wildflowers, and lush greenery, making it ideal for hiking and enjoying the scenic beauty of the Blue Ridge Mountains. The air is crisp, and the trails are less crowded than in peak summer.Fall offers cooler weather and the spectacular display of autumn foliage.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chester Gap.

How much is the nightly rate at a Chester Gap hotel?

Prices for hotels in Chester Gap often vary, but you can find a great deal from $64 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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Find hotels in Chester Gap, VA from $64

Upfront pricing

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. Baymont by Wyndham Front Royal Near Shenandoah National Park

5. Relax Inn Motel

6. TownePlace Suites by Marriott Front Royal

7. DoubleTree by Hilton Front Royal Blue Ridge Shadows

8. Motel 6 Front Royal, VA

9. Ramada by Wyndham Strasburg/Shenandoah Valley

10. Gateway Inn

11. Comfort Inn & Suites Winchester

12. Fairfield Inn & Suites Strasburg Shenandoah Valley

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

14. White Moose Inn

15. Blue Ridge Motel

16. Wayside Inn

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

18. Quality Inn Stephens City - Winchester South

19. Econo Lodge Inn & Suites Middletown - Winchester South

20. Hillside

Learn more about Chester Gap

Top Chester Gap Hotel Reviews

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Country Inn & Suites by Radisson, Winchester, VA

Quality Inn Stephens City - Winchester South

TownePlace Suites by Marriott Front Royal

Wayside Inn

Relax Inn Motel

Motel 6 Front Royal, VA

Econo Lodge Inn & Suites Middletown - Winchester South

Hillside

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

Hotels in Chester Gap with star-rating

Frequently asked questions

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