Best Chester Gap Hotels in 2026 from HK$515 - Fully Refundable Options

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Our top choices for Chester Gap hotels

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.

1. TownePlace Suites by Marriott Front Royal

Front Royal

Justin

HK$1,090

HK$1,218 total

includes taxes & fees

27 Sept - 28 Sept

An indoor swimming pool with clear blue 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 modern dining area with tables and chairs, large windows, and a flat-screen TV on the wall.

2. Hampton Inn Front Royal

Front Royal

Timothy

HK$958

HK$1,066 total

includes taxes & fees

28 Sept - 29 Sept

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.

3. Glen Gordon Manor

Huntly

Alexander and Judith

HK$2,658

HK$3,065 total

includes taxes & fees

21 Sept - 22 Sept

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.

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

4. Comfort Inn & Suites Winchester

Winchester

Sandra

HK$728

HK$810 total

includes taxes & fees

4 Oct - 5 Oct

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.

5. Fairfield Inn & Suites Strasburg Shenandoah Valley

Strasburg

Patrick

HK$860

HK$957 total

includes taxes & fees

20 Sept - 21 Sept

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

6. Twi-Lite Inn

Front Royal

Jacob

HK$643

HK$716 total

includes taxes & fees

16 Sept - 17 Sept

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.

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

Front Royal

Snehil Meet

HK$518

HK$576 total

includes taxes & fees

4 Oct - 5 Oct

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 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.

8. Relax Inn Motel

Front Royal

Jamila

HK$502

HK$559 total

includes taxes & fees

15 Sept - 16 Sept

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

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.

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

9. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Alok

HK$958

HK$1,057 total

includes taxes & fees

20 Sept - 21 Sept

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.

10. Baymont by Wyndham Front Royal Near Shenandoah National Park

Front Royal

Cindy

HK$480

HK$534 total

includes taxes & fees

4 Oct - 5 Oct

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

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

11. Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg

Maryann

HK$587

HK$653 total

includes taxes & fees

27 Sept - 28 Sept

A modern kitchen with stainless steel appliances, wooden ceiling, and pendant lighting.

A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn and trees.

A modern kitchen with wooden ceiling, a central island, and pendant lighting.

A wooden staircase with white trim, a chandelier, a door with glass panels, and a small table with a plant.

12. The Foster Harris House

Washington

Kim

HK$3,521

HK$3,796 total

includes taxes & fees

14 Sept - 15 Sept

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

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.

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

13. White Moose Inn

Washington

allison

HK$2,463

HK$2,655 total

includes taxes & fees

13 Sept - 14 Sept

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

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

Stephens City

Kevin

HK$621

HK$691 total

includes taxes & fees

13 Sept - 14 Sept

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 bathroom with a white sink, a toilet, and a wooden shelf above the toilet holding towels.

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

15. Blue Ridge Motel

Front Royal

ElizaBeth

HK$494

HK$550 total

includes taxes & fees

17 Sept - 18 Sept

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.

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

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

Winchester

Nancy

HK$791

HK$881 total

includes taxes & fees

11 Oct - 12 Oct

A spacious lobby with a stone fireplace, red chairs, a wooden staircase, and a flat-screen TV mounted on the wall.

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

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.

17. Motel 6 Front Royal, VA

Front Royal

David

HK$510

HK$567 total

includes taxes & fees

1 Oct - 2 Oct

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.

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

18. Wayside Inn

Middletown

Christine

HK$847

HK$1,012 total

includes taxes & fees

20 Sept - 21 Sept

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 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.

19. Gateway Inn

Front Royal

Anonymous traveller

HK$463

HK$515 total

includes taxes & fees

16 Sept - 17 Sept

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

A two-story house with a sign reading "Gay Street Inn" in front.

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

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

20. Gay Street Inn

Washington

Kathryn

HK$2,533

HK$2,731 total

includes taxes & fees

23 Sept - 24 Sept

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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

Ramada by Wyndham Strasburg/Shenandoah Valley

8/10 Good

"The room and property were clean. Staff was friendly and helpful Traveled with a child"

Hillside

10/10 Excellent

"Clos"

Super 8 by Wyndham Front Royal Near Shenandoah National Park

10/10 Excellent

"Very very good"

Quality Inn Stephens City - Winchester South

8/10 Good

"Good location and amenities for convience to the area."

Motel 6 Front Royal, VA

8/10 Good

"Was good for a one night stay with 2 dogs"

Fairfield Inn & Suites Strasburg Shenandoah Valley

10/10 Excellent

"Clean. Friendly and helpful staff. Good location. Safe."

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

10/10 Excellent

"It was a beautiful house with an even more beautiful view! We met the property manager, and he was kind and made us feel welcomed. We highly recommend this cabin. And we will be looking to come back for a repeat visit one day!"

Whiskey Hill Cabin a mountain escape in Virginia wine country!

10/10 Excellent

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

More cheap stays in Chester Gap

Baymont by Wyndham Front Royal Near Shenandoah National Park

10 S Commerce Ave Front Royal VA

HK$480

HK$534 total

4 Oct - 5 Oct

includes taxes & fees

6.4/10 (1,005 reviews)

Super 8 by Wyndham Front Royal Near Shenandoah National Park

111 South St Front Royal VA

HK$518

HK$576 total

4 Oct - 5 Oct

includes taxes & fees

7.6/10 Good! (1,007 reviews)

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

HK$587

HK$653 total

27 Sept - 28 Sept

includes taxes & fees

8.2/10 Very good! (1,002 reviews)

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

HK$728

HK$810 total

4 Oct - 5 Oct

includes taxes & fees

Hillside

1460 US Highway 211 East Luray VA

HK$858

HK$990 total

13 Sept - 14 Sept

includes taxes & fees

9/10 Wonderful! (1,000 reviews)

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA

HK$958

HK$1,066 total

28 Sept - 29 Sept

includes taxes & fees

Frequently asked questions

Where is the best place to stay in Chester Gap?

Hillside, located 19.1 mi (30.8 km) from the heart of Chester Gap, is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Ramada by Wyndham Strasburg/Shenandoah Valley and Comfort Inn & Suites Winchester. See all available top hotels, or vacation rentals in Chester Gap.

What are some of the best holiday rentals that Chester Gap has to offer?

Mountain View Bungalow in Front Royal: This holiday home rental outside of Chester Gap offers a garden, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. See all vacation rentals in Chester Gap.

If I need to cancel my hotel reservation in Chester Gap, will I receive a refund?

Yes! Most room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chester Gap.

What is staying in Chester Gap like?

Visitors will definitely enjoy all that Chester Gap has to offer. A top sight in the city is Shenandoah National Park. In Chester Gap, there are 3 hotels and other accommodation options to choose from. Find out more about Chester Gap.

What should I do while I'm visiting Chester Gap?

A favourite place to visit is Shenandoah National Park. You'll also find Dickey Ridge Visitor Center and Linden Vineyards in the area. Take a look at what more there is to see and do in Expedia's Chester Gap guide.

What's the seasonal weather in Chester Gap?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Chester Gap is 1184 mm.

Chester Gap hotels from HK$515

Change your mind

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. TownePlace Suites by Marriott Front Royal

2. Hampton Inn Front Royal

3. Glen Gordon Manor

4. Comfort Inn & Suites Winchester

5. Fairfield Inn & Suites Strasburg Shenandoah Valley

6. Twi-Lite Inn

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

8. Relax Inn Motel

9. DoubleTree by Hilton Front Royal Blue Ridge Shadows

10. Baymont by Wyndham Front Royal Near Shenandoah National Park

11. Ramada by Wyndham Strasburg/Shenandoah Valley

12. The Foster Harris House

13. White Moose Inn

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

15. Blue Ridge Motel

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

17. Motel 6 Front Royal, VA

18. Wayside Inn

19. Gateway Inn

20. Gay Street Inn

Learn more about Chester Gap

Top Chester Gap Hotel Reviews

Ramada by Wyndham Strasburg/Shenandoah Valley

Hillside

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Quality Inn Stephens City - Winchester South

Motel 6 Front Royal, VA

Fairfield Inn & Suites Strasburg Shenandoah Valley

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

Whiskey Hill Cabin a mountain escape in Virginia wine country!

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

Hillside

Hampton Inn Front Royal

Frequently asked questions

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