Lodging Image

Find hotels in Chester Gap, VA

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jul 24 - Jul 26
In two weeks
Jul 31 - Aug 2

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Chester Gap hotels

Lobby

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

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1,000 reviews)
"Great stay with friends, helpful staff"
United States
Himanshu
$68 nightly
The price is $75
Jul 30 - Jul 31
Total with taxes and fees
Super 8 by Wyndham Front Royal Near Shenandoah National Park
In-room safe, desk, laptop workspace, blackout drapes

2. Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (972 reviews)
"The room was clean and the bed was comfortable. Everything is run down but it served its purpose. Ice machines and pool were functioning"
United States
Sarah
$63 nightly
The price is $70
Jul 30 - Jul 31
Total with taxes and fees
Baymont by Wyndham Front Royal Near Shenandoah National Park
Lobby

3. Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (532 reviews)
"Good location, good value, helpful staff. Would use the facility again"
United States
Robert
$64 nightly
The price is $71
Jul 30 - Jul 31
Total with taxes and fees
Motel 6 Front Royal, VA
Porch

4. Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.4 out of 10, Very Good, (285 reviews)
"The owners/managers are delightful. The room was very nice with excellent bedding. I look forward to staying there again "
United States
Sarah
$68 nightly
The price is $76
Jul 19 - Jul 20
Total with taxes and fees
Relax Inn Motel
Indoor pool

5. Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.2 out of 10, Wonderful, (1,000 reviews)
"I only stayed overnight as I was traveling from SC to Buffalo, this by far is one of the cleanest hotels Iā€™ve stayed in."
United States
Widad
$130 nightly
The price is $145
Jul 26 - Jul 27
Total with taxes and fees
Hampton Inn Front Royal
Seasonal outdoor pool

6. Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very Good, (568 reviews)
"The room was very clean and comfortable. We enjoyed our stay and enjoyed being able to pull up to the room and unload with no steps or elevator to get on."
United States
Lawanda
$82 nightly
The price is $91
Aug 4 - Aug 5
Total with taxes and fees
Twi-Lite Inn
Property amenity

7. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (589 reviews)
"Enjoyed our stay."
United States
Natalie
$141 nightly
The price is $155
Jul 23 - Jul 24
Total with taxes and fees
TownePlace Suites by Marriott Front Royal
Bar (on property)

8. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1,001 reviews)
"The hospitality was amazing from check-in to check out"
United States
Marcus
$122 nightly
The price is $135
Jul 26 - Jul 27
Total with taxes and fees
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Property entrance

9. Blue Ridge Motel

Blue Ridge Motel
2.0 star property
Front Royal
7.0 out of 10, Good, (140 reviews)
"Convenient cheap"
United States
ElizaBeth
$70 nightly
The price is $78
Jul 20 - Jul 21
Total with taxes and fees
Blue Ridge Motel
Interior entrance

10. Gateway Inn

Gateway Inn
2.0 star property
Front Royal
5.0 out of 10, (10 reviews)
"Bare bones, but perfectly adequate hotel if you just want a bed, a hot shower and a little TV (didnā€™t check the WIFI, but Verizon worked fine in the room anyway). Easy parking, friendly front desk person. Iā€™d stay again. (Fridge and microwave were also handy). "
United States
Anonymous traveler
$59 nightly
The price is $66
Aug 2 - Aug 3
Total with taxes and fees
Gateway Inn
Lobby

11. Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very Good, (1,002 reviews)
"Clean room, breakfast was ok, staff is helpful,"
United States
Viorika
$80 nightly
The price is $89
Jul 30 - Jul 31
Total with taxes and fees
Ramada by Wyndham Strasburg/Shenandoah Valley
Exterior

12. Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (97 reviews)
"Staff was efficient, professional, personable, thoughtful. Facilities were lovely, Breakfast was excellent."
United States
Alexander and Judith
$319 nightly
The price is $368
Jul 21 - Jul 22
Total with taxes and fees
Glen Gordon Manor
Exterior

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

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very Good, (872 reviews)
"Very nice good breakfast too!"
United States
Steven
$77 nightly
The price is $86
Aug 16 - Aug 17
Total with taxes and fees
Holiday Inn Express Winchester South-Stephens City by IHG
Lobby

14. Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,000 reviews)
"Very affordable, nice rooms, and conveniently located - greatly enjoyed our stay!"
United States
Patrick
$101 nightly
The price is $113
Aug 9 - Aug 10
Total with taxes and fees
Fairfield Inn & Suites Strasburg Shenandoah Valley
Exterior

15. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,130 reviews)
"Great value, handy location, pet friendly."
United States
Patrick
$97 nightly
The price is $108
Aug 16 - Aug 17
Total with taxes and fees
Comfort Inn & Suites Winchester
Lobby

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

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,002 reviews)
"Location is great, near popular restaurants. Bed was so comfortable! Staff was very friendly and helpful."
United States
Brenda
$94 nightly
The price is $104
Aug 9 - Aug 10
Total with taxes and fees
Country Inn & Suites by Radisson, Winchester, VA
Breakfast, lunch, dinner and brunch served

17. Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (442 reviews)
"Nice historic place"
United States
Donna
$131 nightly
The price is $144
Aug 3 - Aug 4
Total with taxes and fees
Wayside Inn
Breakfast area

18. Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (325 reviews)
"Not a bad place if you need a bed to sleep in. "
United States
Nathan
$65 nightly
The price is $71
Aug 9 - Aug 10
Total with taxes and fees
Econo Lodge Inn & Suites Middletown - Winchester South
Free daily continental breakfast

19. Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
2.5 star property
Stephens City
8.0 out of 10, Very Good, (677 reviews)
"Great location safe area clean rooms good price"
United States
Elaine
$84 nightly
The price is $94
Aug 9 - Aug 10
Total with taxes and fees
Quality Inn Stephens City - Winchester South
Basic Room, 2 Queen Beds, Non Smoking | Iron/ironing board (on request), WiFi (free), bed sheets

20. Hillside

Hillside
2.5 star property
Luray
9.0 out of 10, Wonderful, (1,002 reviews)
"Clean room, great location, attentive staff"
United States
Carlos
$123 nightly
The price is $142
Jul 19 - Jul 20
Total with taxes and fees
Hillside
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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
Two butterflies on purple flowers.
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Chester Gap Hotel Reviews

Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG

10/10 Excellent
"Our first time here. Breakfast was very good, room was very clean as was entire building. Staff was polite and friendly. Will definitely stay again."
william 1-night trip
Posted 22 hours ago
Holiday Inn Express Winchester South-Stephens City by IHG

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 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.

Explore a world of travel with Expedia