Chester Gap Hotel & Accommodation Deals 2026 from AU$93 - Compare prices by date

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Our top choices for Chester Gap hotels

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

A spacious lobby with a stone fireplace, blue upholstered 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.

1. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Brian

AU$171

includes taxes & fees

28 Oct - 29 Oct

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

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 gym with weightlifting equipment, including dumbbells and a bench.

2. Hampton Inn Front Royal

Front Royal

Grace

AU$189

includes taxes & fees

1 Nov - 2 Nov

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

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

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".

3. TownePlace Suites by Marriott Front Royal

Front Royal

Justin

AU$222

includes taxes & fees

18 Oct - 19 Oct

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 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.

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

Front Royal

Snehil Meet

AU$103

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

5. Relax Inn Motel

Front Royal

Jamila

AU$102

includes taxes & fees

4 Oct - 5 Oct

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.

6. Baymont by Wyndham Front Royal Near Shenandoah National Park

Front Royal

pieter

AU$97

includes taxes & fees

1 Nov - 2 Nov

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

7. Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg

CHRISTI

AU$121

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

8. Twi-Lite Inn

Front Royal

Victoria

AU$123

includes taxes & fees

1 Nov - 2 Nov

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 multi-story hotel with a prominent sign for Marriott.

9. Fairfield Inn & Suites Strasburg Shenandoah Valley

Strasburg

Patrick

AU$181

includes taxes & fees

1 Nov - 2 Nov

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.

10. Wayside Inn

Middletown

Luanne

AU$122

includes taxes & fees

19 Oct - 20 Oct

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.

11. Comfort Inn & Suites Winchester

Winchester

John

AU$162

includes taxes & fees

25 Oct - 26 Oct

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

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

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.

12. Glen Gordon Manor

Huntly

Alexander and Judith

AU$708

includes taxes & fees

19 Oct - 20 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 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.

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

Stephens City

Michael

AU$136

includes taxes & fees

1 Nov - 2 Nov

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 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 staircase, a reception desk, and red chairs.

14. Motel 6 Front Royal, VA

Front Royal

James

AU$104

includes taxes & fees

4 Oct - 5 Oct

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

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

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

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

15. White Moose Inn

Washington

Blake

AU$446

includes taxes & fees

4 Oct - 5 Oct

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

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

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

Winchester

Allen

AU$160

includes taxes & fees

1 Nov - 2 Nov

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

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

17. Quality Inn Stephens City - Winchester South

Stephens City

Nancy

AU$134

includes taxes & fees

25 Oct - 26 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 hotel room with two beds, a desk, a television, a microwave, and a refrigerator.

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

18. Gateway Inn

Front Royal

AU$94

includes taxes & fees

4 Oct - 5 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.

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

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

19. Hillside

Luray

Furkan

AU$182

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

20. Blue Ridge Motel

Front Royal

Karen

AU$93

includes taxes & fees

28 Oct - 29 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

Recent Reviews in Chester Gap

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent

"I always look forward to my stay here while traveling. Always a clean room and a friendly desk staff to greet you . Nice breakfast in the morning"

Quality Inn Stephens City - Winchester South

10/10 Excellent

"Clean and updated room. Comfortable bed. Spotless bathroom. AC was efficient and quiet. Good value. 2nd time staying here and will mostly likely stay again."

Hillside

10/10 Excellent

"Very nice staff. Close to Shenandoah National Park and Caverns. Very, very quiet which is my favorite asset. Very pleasant stay."

Hampton Inn Front Royal

10/10 Excellent

"Really enjoyed our stay at the Hampton Inn, in Front Royal. My wife and I took a trip to do a hiking weekend in Shenandoah National Park. With the hotel being close to the park, as well as just outside a relatively large town, so we'd have stuff to do in the evenings, the location was great. The room was very comfortable, and staff were extremely friendly and helpful. Everything was clean, and they had a great breakfast (which opened early...key for getting a really early start to the day before we hit the trails) The only downside was, we did pick the hotel based off all those factors, but as well as it having an indoor pool. After a day hiking up and down Old Rag, a late afternoon in the pool to decompress and recover was going to be what we needed...unfortunately we did not find out until after we arrived, the pool was out of service. So that was a little disappointing, but we made the best of it."

Wayside Inn

10/10 Excellent

"Charmingly beautiful hotel. Like staying in a Civil War museum. Comfortable mattress. Slightly creaky bed. Got to hear the haunted boots on the wooden floor footsteps! Cute coffee shop next door. Will gladly be back!"

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

10/10 Excellent

"Beautiful place to stay in the woods, aptly named Solitude. No noise of any kind except birds and the wind. The cabin was equipped with everything we needed. We would book this cabin again."

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

8/10 Good

"Overall beautiful cabin with amazing views ,however there was the following,issues that should have been addressed with the price l had to pay, A bad mouse issue ,trees should have been trimmed back in the driveway it was terrible trying to back up into the driveway,the upstairs toilet was leaking had to fix it, the pool was to cold and not working and full of leaves , the jets are not working on the left side of the hot tub , but enjoyed the peaceful quiet getaway"

More cheap accommodation in Chester Gap

Baymont by Wyndham Front Royal Near Shenandoah National Park

10 S Commerce Ave Front Royal VA

AU$97

1 Nov - 2 Nov

includes taxes & fees

6.4/10 (1,000 reviews)

Super 8 by Wyndham Front Royal Near Shenandoah National Park

111 South St Front Royal VA

AU$103

1 Nov - 2 Nov

includes taxes & fees

7.6/10 Good! (1,007 reviews)

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

AU$121

1 Nov - 2 Nov

includes taxes & fees

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

AU$162

25 Oct - 26 Oct

includes taxes & fees

Hillside

1460 US Highway 211 East Luray VA

AU$182

1 Nov - 2 Nov

includes taxes & fees

9/10 Wonderful! (1,000 reviews)

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA

AU$189

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,007 reviews)

Frequently asked questions

What is the best area to stay in Chester Gap?

The best area to stay in Chester Gap is near the intersection of Route 522 and Route 66, which offers convenient access to the surrounding attractions.This area is ideal for those looking to explore the natural beauty of the region, particularly for couples or small groups seeking a tranquil escape with easy access to outdoor activities. You'll find a selection of comfortable lodges and guesthouses located among the rolling hills, providing a peaceful base.For couples, staying close to the Shenandoah National Park entrance, just a short drive from this intersection, is perfect. It allows for effortless day trips to scenic overlooks along Skyline Drive, hiking trails like those leading to Compton Peak, and opportunities for wildlife spotting. The area also boasts several local wineries, offering a relaxed way to spend an afternoon.Families might prefer accommodations that offer a bit more space and perhaps some amenities like outdoor areas for children to play.

When is the best time to go to Chester Gap?

The best time to visit Chester Gap is during the late spring or autumn months.Late spring, from April to May, offers pleasant temperatures and blooming wildflowers, making it ideal for outdoor activities like hiking and exploring the scenic beauty of the Blue Ridge Mountains. The weather is generally mild, superb for enjoying the local vineyards and orchards before the peak summer heat.Autumn, particularly from September to October, is another excellent time to visit. The cooler temperatures and stunning fall foliage transform the landscape into a colourful spectacle, attracting many visitors for scenic drives and photography. This period is also popular for harvest festivals at local farms and wineries.

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 cancelled 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 can I save on a hotel booking in Chester Gap with Expedia?

One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Chester Gap hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in Chester Gap?

Prices for hotels in Chester Gap often vary, but you can find a great deal from AU$93 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 our cheapest rates.

Explore a world of travel with Expedia

Book Hotels in Chester Gap on Expedia.com

Search Chester Gap hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chester Gap

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Chester Gap hotels

1. DoubleTree by Hilton Front Royal Blue Ridge Shadows

2. Hampton Inn Front Royal

3. TownePlace Suites by Marriott Front Royal

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

5. Relax Inn Motel

6. Baymont by Wyndham Front Royal Near Shenandoah National Park

7. Ramada by Wyndham Strasburg/Shenandoah Valley

8. Twi-Lite Inn

9. Fairfield Inn & Suites Strasburg Shenandoah Valley

10. Wayside Inn

11. Comfort Inn & Suites Winchester

12. Glen Gordon Manor

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

14. Motel 6 Front Royal, VA

15. White Moose Inn

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

17. Quality Inn Stephens City - Winchester South

18. Gateway Inn

19. Hillside

20. Blue Ridge Motel

Learn more about Chester Gap

Top Chester Gap Hotel Reviews

Recent Reviews in Chester Gap

Country Inn & Suites by Radisson, Winchester, VA

Quality Inn Stephens City - Winchester South

Hillside

Hampton Inn Front Royal

Wayside Inn

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

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

More cheap accommodation 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

Hillside

Hampton Inn Front Royal

Frequently asked questions

Explore a world of travel with Expedia

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