Chalets in Chester Gap
Virginia
United States of America
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Search Chalets in Chester Gap from CA $202

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your current months are November, 2026 and December, 2026.

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Our top choices for Chester Gap chalets

A covered porch with a wooden bench, a grill, and a table.

A single-story house with a porch, a chimney, and a flag.

1. Wooded 2BR cabin w/ hot tub & backyard

Wooded 2BR cabin w/ hot tub & backyard

Luray

8.8 out of 10, Excellent, (12 reviews)

8.8/10

Excellent

(12 reviews)

"We had a good, relaxing stay here. The kitchen was nicely equipped, the firepit was great. Very nice location for accessing the river for tubing fun!"

Beth F.

The price is CA $203

CA $203

CA $482 total

includes taxes & fees

Nov 9 - Nov 10

Wooded 2BR cabin w/ hot tub & backyard

A modern two-story building with large windows and a balcony, surrounded by trees.

A kitchen with a large window, a sink, a knife block, and a kettle on the windowsill.

A modern house with a wooden exterior, a porch with two chairs, and a number sign.

A modern kitchen with a dining area, large windows, and a view of the outdoors.

2. NEW Modern Nordic Cabin Near Shenandoah National Park w/ Hot Tub + EV Charger

NEW Modern Nordic Cabin Near Shenandoah National Park w/ Hot Tub + EV Charger

Rileyville

9.4 out of 10, Exceptional, (3 reviews)

9.4/10

Exceptional

(3 reviews)

"Host was excellent and provided clear instructions throughout our stay. Home was beautiful and clean and well stocked with kitchenware. "

David S.

The price is CA $279

CA $279

CA $535 total

includes taxes & fees

Nov 18 - Nov 19

NEW Modern Nordic Cabin Near Shenandoah National Park w/ Hot Tub + EV Charger

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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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 reviews in Chester Gap

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

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

TownePlace Suites by Marriott Front Royal

Front Royal

10/10 Excellent

Near the airport and shopping

Bruce

Reviewed April 21, 2025Reviewed April 21, 2025

TownePlace Suites by Marriott Front Royal

A Hampton Inn with a covered entrance and a parking lot.

An indoor swimming pool with clear glass walls, a tiled floor, and a view of greenery outside.

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

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

Hampton Inn Front Royal

Front Royal

10/10 Excellent

they gave us room smelled like hamster or rabit.When we asked to change they changed.

Gurpreet

Reviewed August 26, 2026Reviewed August 26, 2026

Hampton Inn Front Royal

Comfort Inn & Suites Winchester

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.

Comfort Inn & Suites Winchester

Winchester

10/10 Excellent

Nice quiet clean

Fay

Reviewed February 8, 2024Reviewed February 8, 2024

Comfort Inn & Suites Winchester

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.

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

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

Wayside Inn

Middletown

10/10 Excellent

Staff were fabulous, friendly! The meals were delicious and reasonably priced. The complimentary breakfast was amazing! From pumpkin pancakes and traditional bacon, eggs! Very clean! Bed was firm, clean and well dressed. I prefer a plush bed but the atmosphere far exceeded our expectations! Will definitely return!

Shelley

Reviewed October 7, 2016Reviewed October 7, 2016

Wayside Inn

A brick building with a sign reading "HOULIHAN'S RESTAURANT + BAR".

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

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.

DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

10/10 Excellent

Found this hotel a couple of years ago and it is now our goto hotel on our way to Myrtle Beach .... great restaurant with upbeat fun staff ... for dinner and for breakfast .... the rooms are more than adequate after driving for 9 hours ... clean and very comfortable beds ......

Steve

Reviewed April 14, 2026Reviewed April 14, 2026

DoubleTree by Hilton Front Royal Blue Ridge Shadows

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

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

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.

Fairfield Inn & Suites Strasburg Shenandoah Valley

Strasburg

10/10 Excellent

Yes

Jeff

Reviewed April 8, 2026Reviewed April 8, 2026

Fairfield Inn & Suites Strasburg Shenandoah Valley

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

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

Relax Inn Motel

Front Royal

10/10 Excellent

Clean, unpretentious. Perfect for a short overnight.

Leslie

Reviewed April 15, 2024Reviewed April 15, 2024

Relax Inn Motel

A motel with a swimming pool, a speed limit sign, and a parking lot.

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

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

Twi-Lite Inn

Front Royal

10/10 Excellent

You will get what is listed not more not less

Urvish

Reviewed September 28, 2026Reviewed September 28, 2026

Twi-Lite Inn

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

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

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.

Country Inn & Suites by Radisson, Winchester, VA

Winchester

10/10 Excellent

Nice area. Very clean. Delicious and hot breakfast.

Rebekah

Reviewed September 21, 2026Reviewed September 21, 2026

Country Inn & Suites by Radisson, Winchester, VA

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

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.

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

Hillside

Luray

10/10 Excellent

Clean room and great to have an extra bed. Staff was very helpful. Location is very close to the park

Naishan

Reviewed November 3, 2026Reviewed November 3, 2026

Hillside

A cozy seating area with two rocking chairs and a small table, overlooking a lush garden through a large arched window.

A bedroom with a bed, bench, and a view of the kitchen.

A hallway with a wooden floor, a red carpet, a staircase with white railings, and a console table with a lamp and flowers.

A dining table set with clear glassware and a vase of white flowers.

Gay Street Inn

Washington

10/10 Excellent

Drew and the team were fantastic. It’s such a cute little inn. Very comfortable.

Dalton

Reviewed October 24, 2026Reviewed October 24, 2026

Gay Street Inn

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

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.

Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg

10/10 Excellent

We always like to stay at the hotel if we are needing a stay in that area. It is always very good and the onsite restaurant is excellent

ANN

Reviewed November 3, 2026Reviewed November 3, 2026

Ramada by Wyndham Strasburg/Shenandoah Valley

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

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

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Front Royal

10/10 Excellent

Amazing property - clean, comfortable, great breakfast spread, pool/hot tub were great and well maintained. Rooms are very nice, location is close to lots of stores and restaurants.

Zeba

Reviewed August 30, 2025Reviewed August 30, 2025

Super 8 by Wyndham Front Royal Near Shenandoah National Park

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

A buffet with various food options, including omelets and other dishes, arranged on a counter with a patterned tile backsplash.

Holiday Inn Express Winchester South-Stephens City by IHG

Stephens City

10/10 Excellent

Breakfast was delicious!

Betty

Reviewed April 29, 2026Reviewed April 29, 2026

Holiday Inn Express Winchester South-Stephens City by IHG

A residential area with a well-maintained garden, a lawn, and houses with distinct architectural styles.

A covered porch with wooden benches and potted plants, a tiled floor, and a view of a grassy yard.

A two-story house with a swimming pool, outdoor furniture, and a covered patio area.

A dining area with tables set for service, large windows with views of greenery, and a chandelier.

L'Auberge Provencale Inn & Restaurant

Boyce

8/10 Good

A bit pricey for what is offered

Richard

Reviewed July 9, 2024Reviewed July 9, 2024

L'Auberge Provencale Inn & Restaurant

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Search Chalets in Chester Gap from CA $202

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Chester Gap chalets

1. Wooded 2BR cabin w/ hot tub & backyard

2. NEW Modern Nordic Cabin Near Shenandoah National Park w/ Hot Tub + EV Charger

Learn more about Chester Gap

Top reviews in Chester Gap

TownePlace Suites by Marriott Front Royal

10/10 Excellent

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