Top 10 Hotels in Chester Gap, VA (from $66) 2026 - Competitive Prices

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Our top choices for Chester Gap hotels

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

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

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

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.

1. Baymont by Wyndham Front Royal Near Shenandoah National Park

Front Royal

Shelley

$63 nightly

$70 total

Sep 13 - Sep 14

Total with taxes and fees

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 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.

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

Front Royal

Snehil Meet

$69 nightly

$77 total

Sep 10 - Sep 11

Total with taxes and fees

An indoor swimming pool with clear blue water, surrounded by large windows offering views of greenery.

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

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

3. Hampton Inn Front Royal

Front Royal

Timothy

$122 nightly

$136 total

Sep 8 - Sep 9

Total with taxes and fees

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

A building entrance with a neon 'OPEN' sign, a reception desk, and a clock.

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.

4. Twi-Lite Inn

Front Royal

Jacob

$82 nightly

$91 total

Sep 6 - Sep 7

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

A bathroom with a shower, toilet, and a bathtub.

5. Relax Inn Motel

Front Royal

Jamila

$65 nightly

$72 total

Oct 1 - Oct 2

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.

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

6. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Alok

$122 nightly

$135 total

Sep 13 - Sep 14

Total with taxes and fees

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

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

A modern hotel lobby with seating areas, a reception desk, and large windows offering a view of the outdoors.

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

7. TownePlace Suites by Marriott Front Royal

Front Royal

Justin

$141 nightly

$155 total

Sep 17 - Sep 18

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

8. Motel 6 Front Royal, VA

Front Royal

Robert

$65 nightly

$72 total

Oct 1 - Oct 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 with a green roof, a covered entrance, and a sign that reads "RAMADA".

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.

9. Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg

Scott

$78 nightly

$87 total

Sep 13 - Sep 14

Total with taxes and fees

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

10. Blue Ridge Motel

Front Royal

ElizaBeth

$70 nightly

$78 total

Sep 2 - Sep 3

Total with taxes and fees

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

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

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

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

11. Gateway Inn

Front Royal

Anonymous traveler

$59 nightly

$66 total

Sep 2 - Sep 3

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 multi-story hotel with a prominent sign for Marriott.

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

12. Fairfield Inn & Suites Strasburg Shenandoah Valley

Strasburg

Patrick

$123 nightly

$136 total

Sep 9 - Sep 10

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.

13. Comfort Inn & Suites Winchester

Winchester

Sandra

$98 nightly

$109 total

Sep 27 - Sep 28

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

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

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

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

Stephens City

Kevin

$88 nightly

$98 total

Sep 13 - Sep 14

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

A bathroom with a large window, a bathtub, and a view of a green landscape.

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

15. Glen Gordon Manor

Huntly

Alexander and Judith

$339 nightly

$391 total

Sep 21 - Sep 22

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

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

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

16. White Moose Inn

Washington

allison

$283 nightly

$305 total

Sep 27 - Sep 28

Total with taxes and fees

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

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

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

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

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

Winchester

Phillip

$101 nightly

$112 total

Sep 27 - Sep 28

Total with taxes and fees

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

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.

A large brick building with a central entrance, multiple windows, and a covered walkway.

18. Wayside Inn

Middletown

Christine

$144 nightly

$159 total

Sep 6 - Sep 7

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

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

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

19. Quality Inn Stephens City - Winchester South

Stephens City

Nancy

$80 nightly

$89 total

Sep 22 - Sep 23

Total with taxes and fees

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

A wheelbarrow filled with green plants in a garden setting.

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

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

20. The Pond Cabin

Linden

$414 nightly

$457 total

Sep 2 - Sep 3

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

Hampton Inn Front Royal

8/10 Good

"The pool filter was broken and not open. When its this hot out the pool must be open. The breakfast was top notch though!"

Holiday Inn Express Winchester South-Stephens City by IHG

10/10 Excellent

"Very nice place"

Ramada by Wyndham Strasburg/Shenandoah Valley

10/10 Excellent

"The room was spotless and quiet; I love this hotel—I stay here every time I come to this area."

Hillside

8/10 Good

"The staff was very helpful and friendly, The room was clean and parking was ok."

DoubleTree by Hilton Front Royal Blue Ridge Shadows

10/10 Excellent

"The rooms were clean and well-maintained. The hotel has a convenient location to shopping and dining options. The public spaces are beautiful and comfortable. I rented a meeting room for a Celebration of Life gathering and used the hotel's catering service. The food was excellent and the staff was professional and helpful. The hotel restaurant wasn't great for breakfast, as the service was slow and the oatmeal was served undercooked. However, dinner was fine."

Quality Inn Stephens City - Winchester South

10/10 Excellent

"Nice clean and quiet room. Felt safe staying here. Staff friendly. Nice breakfast. I would stay here again and recommend this place."

Mystic Mountain-Secluded Log Cabin with Pool, Hot Tub & Amazing Views!

10/10 Excellent

"Firstly, the road to get to the property is a little bit rough for the last half mile or so, but thats stated clearly in the listing; If you don't have AWD/4X4 or are NOT familiar with how to drive on slightly rocky/rain-washed backroads with a decent incline , I would avoid. A steady pace & good tires will do the trick no issue. Very clean property, good morning view of the mountains and spacious in the family areas. Good sized bedrooms and plenty of room for the family. 5 people and a 9 month old slept comfortably, with a crib we brought ourselves.Only downfalls were the backdoor was a little rough to close;the air-conditioning vent door kept falling of the master bedrooms air conditioning unit, and there were a few bulbs burnt out in the upstairs bathroom making it a little harder to see. Kitchen area is a little small, but it's a cabin; so what do you expect realistically?The pool was nice and was a perfect end to the day after being out all day with the family, the hottub was good to relax in but was missing the adjustment knob for the side closest too the pool. So the jets weren't as strong on that side, but it's not a major issue. But other than that, it was a good experience. Host was quick and easy to communicate with, and we enjoyed the property for the weekend."

Whiskey Hill Cabin a mountain escape in Virginia wine country

10/10 Excellent

"Ever clean and welcoming. Would highly recommend this one too anyone."

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

10/10 Excellent

"We really enjoyed our stay in this one bedroom cabin in the woods!"

More cheap stays in Chester Gap

Baymont by Wyndham Front Royal Near Shenandoah National Park

10 S Commerce Ave Front Royal VA

$63 nightly

$70 total

Sep 13 - Sep 14

Total with taxes and fees

6.4/10 (1,000 reviews)

Super 8 by Wyndham Front Royal Near Shenandoah National Park

111 South St Front Royal VA

$69 nightly

$77 total

Sep 10 - Sep 11

Total with taxes and fees

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

$78 nightly

$87 total

Sep 13 - Sep 14

Total with taxes and fees

8.2/10 Very Good! (1,005 reviews)

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

$98 nightly

$109 total

Sep 27 - Sep 28

Total with taxes and fees

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA

$122 nightly

$136 total

Sep 8 - Sep 9

Total with taxes and fees

9/10 Wonderful! (1,002 reviews)

Hillside

1460 US Highway 211 East Luray VA

$123 nightly

$142 total

Sep 2 - Sep 3

Total with taxes and fees

9/10 Wonderful! (1,003 reviews)

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 $66 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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Lodging

Find hotels in Chester Gap, VA from $66

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Chester Gap

Check prices for these dates

Filter by

Star rating

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Our top choices for Chester Gap hotels

1. Baymont by Wyndham Front Royal Near Shenandoah National Park

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

3. Hampton Inn Front Royal

4. Twi-Lite Inn

5. Relax Inn Motel

6. DoubleTree by Hilton Front Royal Blue Ridge Shadows

7. TownePlace Suites by Marriott Front Royal

8. Motel 6 Front Royal, VA

9. Ramada by Wyndham Strasburg/Shenandoah Valley

10. Blue Ridge Motel

11. Gateway Inn

12. Fairfield Inn & Suites Strasburg Shenandoah Valley

13. Comfort Inn & Suites Winchester

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

15. Glen Gordon Manor

16. White Moose Inn

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

18. Wayside Inn

19. Quality Inn Stephens City - Winchester South

20. The Pond Cabin

Learn more about Chester Gap

Top Chester Gap Hotel Reviews

Hampton Inn Front Royal

Holiday Inn Express Winchester South-Stephens City by IHG

Ramada by Wyndham Strasburg/Shenandoah Valley

Hillside

DoubleTree by Hilton Front Royal Blue Ridge Shadows

Quality Inn Stephens City - Winchester South

Mystic Mountain-Secluded Log Cabin with Pool, Hot Tub & Amazing Views!

Whiskey Hill Cabin a mountain escape in Virginia wine country

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

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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