Lodging Image

Chester Gap Hotels from S$90

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

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

Breakfast included
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
The price is S$99
includes taxes & fees
20 Jul - 21 Jul
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Indoor pool

2. 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
The price is S$187
includes taxes & fees
6 Aug - 7 Aug
Hampton Inn Front Royal
Property amenity

3. 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
The price is S$200
includes taxes & fees
23 Jul - 24 Jul
TownePlace Suites by Marriott Front Royal
In-room safe, desk, laptop workspace, blackout curtains

4. 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
The price is S$92
includes taxes & fees
26 Jul - 27 Jul
Baymont by Wyndham Front Royal Near Shenandoah National Park
Porch

5. 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
The price is S$98
includes taxes & fees
19 Jul - 20 Jul
Relax Inn Motel
Bar (on property)

6. 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
The price is S$174
includes taxes & fees
26 Jul - 27 Jul
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Lobby

7. 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
The price is S$93
includes taxes & fees
26 Jul - 27 Jul
Motel 6 Front Royal, VA
Seasonal outdoor pool

8. 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
The price is S$118
includes taxes & fees
4 Aug - 5 Aug
Twi-Lite Inn
Exterior

9. 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
The price is S$475
includes taxes & fees
21 Jul - 22 Jul
Glen Gordon Manor
Exterior

10. 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
The price is S$144
includes taxes & fees
13 Aug - 14 Aug
Comfort Inn & Suites Winchester
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
The price is S$117
includes taxes & fees
10 Aug - 11 Aug
Ramada by Wyndham Strasburg/Shenandoah Valley
Lobby

12. 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
The price is S$152
includes taxes & fees
2 Aug - 3 Aug
Fairfield Inn & Suites Strasburg Shenandoah Valley
Property entrance

13. 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
The price is S$90
includes taxes & fees
20 Jul - 21 Jul
Blue Ridge Motel
Exterior

14. 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
The price is S$111
includes taxes & fees
16 Aug - 17 Aug
Holiday Inn Express Winchester South-Stephens City by IHG
Lobby

15. 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
The price is S$135
includes taxes & fees
17 Aug - 18 Aug
Country Inn & Suites by Radisson, Winchester, VA
Breakfast, lunch, dinner and brunch served

16. Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (442 reviews)
"Nice historic place"
United States
Donna
The price is S$186
includes taxes & fees
26 Jul - 27 Jul
Wayside Inn
Terrace/patio

17. White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (171 reviews)
"Wonderful stay. The facility was clean, the staff was fantastic, the room was comfortable, and the location was perfect for dining at the Inn at Little Washington."
United States
Duane
The price is S$437
includes taxes & fees
5 Aug - 6 Aug
White Moose Inn
Iron/ironing board (on request), free WiFi, bed sheets

18. 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
The price is S$163
includes taxes & fees
20 Jul - 21 Jul
Hillside
Interior entrance

19. 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 traveller
The price is S$85
includes taxes & fees
2 Aug - 3 Aug
Gateway Inn
Free daily continental breakfast

20. 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
The price is S$121
includes taxes & fees
9 Aug - 10 Aug
Quality Inn Stephens City - Winchester South
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 18 hours ago
Holiday Inn Express Winchester South-Stephens City by IHG

More cheap stays in Chester Gap

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South

91 Reliance Road Middletown VA
The price is S$92 per night from 12 Aug to 13 Aug
S$92
12 Aug - 13 Aug
includes taxes & fees
5.8/10 (325 reviews)

Frequently asked questions

Where is the best place to stay in Chester Gap?
Comfort Inn & Suites Winchester, located 18.5 mi (29.8 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 Hillside. 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 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 22Ā°C, while the coldest months are January and February, with an average of 3Ā°C. Average annual precipitation for Chester Gap is 1184 mm.

Explore a world of travel with Expedia