Top 10 Hotels in Chester Gap, VA (from $65) 2026 - Competitive Prices

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Our top choices for Chester Gap hotels

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

1. Hampton Inn Front Royal

Front Royal

Tammy

$111 nightly

Nov 29 - Nov 30

Total with taxes and fees

A hotel lobby with a reception desk, seating area, and a fireplace.

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

Front Royal

Amelia

$72 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

3. TownePlace Suites by Marriott Front Royal

Front Royal

JoEllen

$137 nightly

Nov 29 - Nov 30

Total with taxes and fees

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

4. Baymont by Wyndham Front Royal Near Shenandoah National Park

Front Royal

pieter

$60 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

5. Relax Inn Motel

Front Royal

xiangqing

$65 nightly

Nov 29 - Nov 30

Total with taxes and fees

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

6. DoubleTree by Hilton Front Royal Blue Ridge Shadows

Front Royal

rebecca

$127 nightly

Nov 23 - Nov 24

Total with taxes and fees

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

7. Twi-Lite Inn

Front Royal

Victoria

$84 nightly

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.

8. Ramada by Wyndham Strasburg/Shenandoah Valley

Strasburg

Glenn

$76 nightly

Nov 5 - Nov 6

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.

9. Glen Gordon Manor

Huntly

Alexander and Judith

$279 nightly

Nov 16 - Nov 17

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.

10. Motel 6 Front Royal, VA

Front Royal

Matthew

$58 nightly

Nov 4 - Nov 5

Total with taxes and fees

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

11. Blue Ridge Motel

Front Royal

Katrina

$65 nightly

Nov 1 - Nov 2

Total with taxes and fees

12. Comfort Inn & Suites Winchester

Winchester

Kenneth

$100 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

13. Gateway Inn

Front Royal

Charity

$59 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

14. White Moose Inn

Washington

Blake

$286 nightly

Nov 5 - Nov 6

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.

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

Stephens City

Michael

$85 nightly

Nov 29 - Nov 30

Total with taxes and fees

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

16. Fairfield Inn & Suites Strasburg Shenandoah Valley

Strasburg

Kayla

$127 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

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

Winchester

Zohair

$85 nightly

Nov 29 - Nov 30

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.

18. Quality Inn Stephens City - Winchester South

Stephens City

Jeanne

$80 nightly

Nov 19 - Nov 20

Total with taxes and fees

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

19. Wayside Inn

Middletown

Susan

$89 nightly

Nov 29 - Nov 30

Total with taxes and fees

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

20. Hillside

Luray

Deanna

$102 nightly

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

Baymont by Wyndham Front Royal Near Shenandoah National Park

10/10 Excellent

"Good"

Ramada by Wyndham Strasburg/Shenandoah Valley

10/10 Excellent

"We reserve a suite room with couch and living area. The bed was comfy and spacious sitting area. Breakfast and continental breakfast and coffee was nothing fancy but helped to not have to make additional stop in the morning. The hotel is next to Mexican restaurant that you can access from the hotel. The food was delicious. Great spot! For the price this was a good value. Staff was friendly and helpful"

Super 8 by Wyndham Front Royal Near Shenandoah National Park

8/10 Good

"Good things first. It was clean, it Had microwave and fridge. Bed was ok. But it was good for the price! There are a bunch of deer that hang out in the parking lot next door. Like 8 of them. It was cool. I think the description states that there is a full or hot breakfast. They only had a pancake machine. And very few choices."

TownePlace Suites by Marriott Front Royal

8/10 Good

"The only problem I had was with the breakfast, and really that was MY problem, and not the hotel. I can’t eat dairy, and a lot of the breakfast options had cheese or milk. But I made do, so it was ok. I’d stay here again though. The hotel is beside everything you need, the main town is just down the street, and the staff! The staff is top tier!!!!! Front desk ladies, breakfast ladies, room attendants, all gave spectacular service! Very helpful, and very welcoming."

More cheap stays in Chester Gap

Super 8 by Wyndham Front Royal Near Shenandoah National Park

111 South St Front Royal VA

$72 nightly

$76 total

Nov 15 - Nov 16

Total with taxes and fees

7.6/10 Good! (1,016 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 $65 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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Our top choices for Chester Gap hotels

1. Hampton Inn Front Royal

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

3. TownePlace Suites by Marriott Front Royal

4. Baymont by Wyndham Front Royal Near Shenandoah National Park

5. Relax Inn Motel

6. DoubleTree by Hilton Front Royal Blue Ridge Shadows

7. Twi-Lite Inn

8. Ramada by Wyndham Strasburg/Shenandoah Valley

9. Glen Gordon Manor

10. Motel 6 Front Royal, VA

11. Blue Ridge Motel

12. Comfort Inn & Suites Winchester

13. Gateway Inn

14. White Moose Inn

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

16. Fairfield Inn & Suites Strasburg Shenandoah Valley

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

18. Quality Inn Stephens City - Winchester South

19. Wayside Inn

20. Hillside

Learn more about Chester Gap

Top Chester Gap Hotel Reviews

Baymont by Wyndham Front Royal Near Shenandoah National Park

More cheap stays in Chester Gap

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Hotels in Chester Gap with star-rating

Frequently asked questions

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