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, 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.

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

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

Front Royal

Rosilene

$63 nightly

$70 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 wooden cabinets, a stainless steel microwave, a black refrigerator, and a white countertop.

A large conference room with a patterned carpet, recessed ceiling lights, and artwork on the walls.

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

2. Hampton Inn Front Royal

Front Royal

Grace

$118 nightly

$132 total

Nov 15 - Nov 16

Total with taxes and fees

A hotel room with a bed, a desk, a chair, a TV, and a bathroom.

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

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

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

3. Relax Inn Motel

Front Royal

Sarah

$65 nightly

$72 total

Oct 18 - Oct 19

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

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.

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

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.

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

5. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Jeffrey

$127 nightly

$141 total

Nov 11 - Nov 12

Total with taxes and fees

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.

6. TownePlace Suites by Marriott Front Royal

Front Royal

Justin

$141 nightly

$155 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

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.

7. Wayside Inn

Middletown

Judy

$94 nightly

$104 total

Oct 19 - Oct 20

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 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.

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

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 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".

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

9. Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg

Susan

$76 nightly

$84 total

Nov 1 - Nov 2

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

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.

10. Glen Gordon Manor

Huntly

Alexander and Judith

$279 nightly

$322 total

Nov 16 - Nov 17

Total with taxes and fees

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

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

$112 total

Oct 25 - Oct 26

Total with taxes and fees

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

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.

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

$65 nightly

$72 total

Oct 28 - Oct 29

Total with taxes and fees

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

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

13. Gateway Inn

Front Royal

Charity

$59 nightly

$66 total

Oct 18 - Oct 19

Total with taxes and fees

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

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

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.

14. Fairfield Inn & Suites Strasburg Shenandoah Valley

Strasburg

Patrick

$113 nightly

$126 total

Nov 1 - Nov 2

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 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.

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

Stephens City

Michael

$83 nightly

$92 total

Nov 15 - Nov 16

Total with taxes and fees

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

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.

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

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

Winchester

Allen

$88 nightly

$98 total

Nov 8 - Nov 9

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.

17. White Moose Inn

Washington

Blake

$286 nightly

$309 total

Oct 18 - Oct 19

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

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.

18. Quality Inn Stephens City - Winchester South

Stephens City

Jeanne

$84 nightly

$94 total

Nov 8 - Nov 9

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

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

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

Nathan

$65 nightly

$71 total

Nov 8 - Nov 9

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

Furkan

$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

8/10 Good

"Clean room, nice staff, and everything was orderly. For the price, its ok."

Quality Inn Stephens City - Winchester South

8/10 Good

"The breakfast was disappointing in that the scrambled eggs and sausage were tasteless. The coffee was bland. The ptac was noisy. The room was very clean and quiet."

Fairfield Inn & Suites Strasburg Shenandoah Valley

10/10 Excellent

"Clean, upkeep was good, breakfast was very good. Ice machine on our floor wasn’t working but when to the next floor for ice. We loved the Shower."

Ramada by Wyndham Strasburg/Shenandoah Valley

10/10 Excellent

"Really clean nice cold rooms super comfortable beds front desk people are really nice"

Hampton Inn Front Royal

10/10 Excellent

"The room was nice and clean. Everything was laid so that everything was easy to use. It had a large TV that was on a swivel so you could move it to where it was needed. Just to cut this short it was an excellent place and had a nice breakfast."

Comfort Inn & Suites Winchester

10/10 Excellent

"Stay was great! Room as big and clean. Front deak staff was super friendly and helpful with restaurant suggestions"

Holiday Inn Express Winchester South-Stephens City by IHG

10/10 Excellent

"Nice facility, easy to get to. Clean and functional room. NICE breakfast buffet!"

Wayside Inn

8/10 Good

"Wonderful staff and vibe . If you enjoy history then this is a place for you . The rooms are “old school ;so, don’t be prepared for the “newest” amenities . Thus is a place for people who like to “feel” the historic vibe"

Motel 6 Front Royal, VA

10/10 Excellent

"We accidentally booked the wrong kind of room and the staff was very understanding and helpful."

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

$63 nightly

$70 total

Nov 4 - Nov 5

Total with taxes and fees

7.6/10 Good! (1,001 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! (1,018 reviews)

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

$100 nightly

$112 total

Oct 25 - Oct 26

Total with taxes and fees

9.4/10 Exceptional! (1,132 reviews)

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA

$118 nightly

$132 total

Nov 15 - Nov 16

Total with taxes and fees

9.2/10 Wonderful! (1,000 reviews)

Hillside

1460 US Highway 211 East Luray VA

$123 nightly

$142 total

Nov 1 - Nov 2

Total with taxes and fees

9/10 Wonderful! (1,000 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 $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. Relax Inn Motel

4. Baymont by Wyndham Front Royal Near Shenandoah National Park

5. DoubleTree by Hilton Front Royal Blue Ridge Shadows

6. TownePlace Suites by Marriott Front Royal

7. Wayside Inn

8. Motel 6 Front Royal, VA

9. Ramada by Wyndham Strasburg/Shenandoah Valley

10. Glen Gordon Manor

11. Comfort Inn & Suites Winchester

12. Blue Ridge Motel

13. Gateway Inn

14. Fairfield Inn & Suites Strasburg Shenandoah Valley

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

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

17. White Moose Inn

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

Quality Inn Stephens City - Winchester South

Fairfield Inn & Suites Strasburg Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

Hampton Inn Front Royal

Comfort Inn & Suites Winchester

Holiday Inn Express Winchester South-Stephens City by IHG

Wayside Inn

Motel 6 Front Royal, 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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