𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chester Gap (2026)

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Our top choices for Chester Gap hotels

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

A modern kitchen with wooden cabinets, a stainless steel microwave, a black refrigerator, and a white countertop.

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

1. Hampton Inn Front Royal

Front Royal

Grace

S$168

includes taxes & fees

15 Nov - 16 Nov

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

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

2. TownePlace Suites by Marriott Front Royal

Front Royal

Justin

S$199

includes taxes & fees

9 Nov - 10 Nov

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

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.

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

Front Royal

Rosilene

S$90

includes taxes & fees

4 Nov - 5 Nov

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 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.

4. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

Jeffrey

S$180

includes taxes & fees

11 Nov - 12 Nov

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

5. Relax Inn Motel

Front Royal

Sarah

S$93

includes taxes & fees

22 Oct - 23 Oct

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

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.

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

6. Baymont by Wyndham Front Royal Near Shenandoah National Park

Front Royal

pieter

S$82

includes taxes & fees

4 Nov - 5 Nov

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

A cozy room with a fireplace, wooden paneling, and comfortable seating.

7. Glen Gordon Manor

Huntly

Alexander and Judith

S$412

includes taxes & fees

16 Nov - 17 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 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 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.

8. Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg

Susan

S$108

includes taxes & fees

5 Nov - 6 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.

9. Wayside Inn

Middletown

Judy

S$109

includes taxes & fees

19 Oct - 20 Oct

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

A hotel room with a television, desk, chair, sofa, and kitchenette.

10. Comfort Inn & Suites Winchester

Winchester

Lisa

S$143

includes taxes & fees

8 Nov - 9 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 multi-story hotel with a prominent sign for Marriott.

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

11. Fairfield Inn & Suites Strasburg Shenandoah Valley

Strasburg

Patrick

S$161

includes taxes & fees

16 Nov - 17 Nov

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

12. Motel 6 Front Royal, VA

Front Royal

ERIN

S$83

includes taxes & fees

4 Nov - 5 Nov

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

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

13. White Moose Inn

Washington

Blake

S$404

includes taxes & fees

18 Oct - 19 Oct

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

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

Stephens City

Michael

S$118

includes taxes & fees

15 Nov - 16 Nov

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.

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

Winchester

Allen

S$125

includes taxes & fees

8 Nov - 9 Nov

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

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

16. Gateway Inn

Front Royal

Charity

S$84

includes taxes & fees

16 Nov - 17 Nov

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

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

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.

17. Blue Ridge Motel

Front Royal

Karen

S$83

includes taxes & fees

16 Nov - 17 Nov

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

18. Quality Inn Stephens City - Winchester South

Stephens City

Jeanne

S$120

includes taxes & fees

8 Nov - 9 Nov

A hotel room with two beds, a TV, a desk, and a dresser.

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

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

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.

19. Hillside

Luray

Furkan

S$161

includes taxes & fees

17 Nov - 18 Nov

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 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.

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

20. Econo Lodge Inn & Suites Middletown - Winchester South

Middletown

Nathan

S$91

includes taxes & fees

16 Nov - 17 Nov

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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

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

S$82

4 Nov - 5 Nov

includes taxes & fees

Super 8 by Wyndham Front Royal Near Shenandoah National Park

111 South St Front Royal VA

S$90

4 Nov - 5 Nov

includes taxes & fees

7.6/10 Good! (1,001 reviews)

Ramada by Wyndham Strasburg/Shenandoah Valley

21 Signal Knob Dr Strasburg VA

S$108

5 Nov - 6 Nov

includes taxes & fees

8.2/10 Very good! (1,018 reviews)

Comfort Inn & Suites Winchester

195 Kernstown Commons Blvd Winchester VA

S$143

8 Nov - 9 Nov

includes taxes & fees

9.4/10 Exceptional! (1,132 reviews)

Hillside

1460 US Highway 211 East Luray VA

S$161

17 Nov - 18 Nov

includes taxes & fees

9/10 Wonderful! (1,000 reviews)

Hampton Inn Front Royal

9800 Winchester Rd Front Royal VA

S$168

15 Nov - 16 Nov

includes taxes & fees

9.2/10 Wonderful! (1,000 reviews)

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 Comfort Inn & Suites Winchester and Ramada by Wyndham Strasburg/Shenandoah Valley. See all available top hotels, or 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 Rappahannock Cellars and Dickey Ridge Visitor Center 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 S$82

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. Hampton Inn Front Royal

2. TownePlace Suites by Marriott Front Royal

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

4. DoubleTree by Hilton Front Royal Blue Ridge Shadows

5. Relax Inn Motel

6. Baymont by Wyndham Front Royal Near Shenandoah National Park

7. Glen Gordon Manor

8. Ramada by Wyndham Strasburg/Shenandoah Valley

9. Wayside Inn

10. Comfort Inn & Suites Winchester

11. Fairfield Inn & Suites Strasburg Shenandoah Valley

12. Motel 6 Front Royal, VA

13. White Moose Inn

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

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

16. Gateway Inn

17. Blue Ridge Motel

18. Quality Inn Stephens City - Winchester South

19. Hillside

20. Econo Lodge Inn & Suites Middletown - Winchester South

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

Hillside

Hampton Inn Front Royal

Frequently asked questions

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