Photo by Brian V. Rowe

Find hotels in Chester Gap, VA from 1.558.179 ₫

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top 10 Chester Gap hotels and places to stay

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
Stephens City
8.2 out of 10, Very good, (799)
"Nice stay and friendly people "
United States
ALFRED
The price is 2.088.108 ₫
2.271.861 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Express Winchester South-Stephens City by IHG

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
Strasburg
8.2 out of 10, Very good, (1016)
"Friendly Staff, clean room."
Canada
Frank
The price is 1.882.461 ₫
2.094.963 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Ramada by Wyndham Strasburg/Shenandoah Valley

Hillside

2.5 star property
Luray
9.0 out of 10, Wonderful, (1008)
"Great location, staff very friendly"
United States
Ines
Hillside

Baymont by Wyndham Front Royal Near Shenandoah National Park

2.5 star property
Front Royal
6.4 out of 10, (914)
"Great staff"
United States
Gordon
The price is 1.411.846 ₫
1.571.385 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Baymont by Wyndham Front Royal Near Shenandoah National Park

Econo Lodge Inn & Suites

2.0 star property
Middletown
5.8 out of 10, (298)
"I loved staying here!"
United States
Whitney
The price is 1.637.267 ₫
1.805.904 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Econo Lodge Inn & Suites

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1007)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
The price is 3.178.037 ₫
3.584.470 ₫ total
includes taxes & fees
14 Dec - 15 Dec
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Quality Inn Stephens City - Winchester South

2.5 star property
Stephens City
8.0 out of 10, Very good, (627)
"Good variety at breakfast and courteous staff."
Canada
Madonna
The price is 1.963.138 ₫
2.135.894 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Quality Inn Stephens City - Winchester South

Hampton Inn Front Royal

2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1011)
"We thoroughly enjoyed all aspects of our stay, and look forward to the next time."
United States
Dennis
The price is 2.615.408 ₫
2.910.960 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Front Royal

L'Auberge Provencale Inn & Restaurant

4.0 star property
Boyce
9.6 out of 10, Exceptional, (173)
"Wonderful staff and service!"
United States
Eliel Constantine
The price is 7.883.135 ₫
8.695.098 ₫ total
includes taxes & fees
2 Dec - 3 Dec
L'Auberge Provencale Inn & Restaurant

White Moose Inn

4.0 star property
Washington
9.8 out of 10, Exceptional, (147)
"Amazing trip! "
United States
Rebecca
White Moose Inn

Fairfield Inn & Suites Strasburg Shenandoah Valley

2.5 star property
Strasburg
9.0 out of 10, Wonderful, (1000)
"Great stay."
United States
Kenneth
The price is 2.666.820 ₫
2.968.170 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Fairfield Inn & Suites Strasburg Shenandoah Valley

Super 8 by Wyndham Front Royal

2.0 star property
Front Royal
7.6 out of 10, Good, (1003)
"Clean rooms friendly staff"
United States
Ken
The price is 1.399.981 ₫
1.558.179 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Super 8 by Wyndham Front Royal

Comfort Inn & Suites Winchester

2.5 star property
Winchester
9.4 out of 10, Exceptional, (1075)
"Staff was very friendly, room clean and neat."
United States
Arnold
The price is 2.442.717 ₫
2.657.676 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Comfort Inn & Suites Winchester

TownePlace Suites by Marriott Front Royal

3.0 star property
Front Royal
9.6 out of 10, Exceptional, (554)
"Perfect for one night stay before Skyline Drive trip. "
United States
Timothy
The price is 3.339.127 ₫
3.735.788 ₫ total
includes taxes & fees
16 Dec - 17 Dec
TownePlace Suites by Marriott Front Royal

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
Winchester
8.8 out of 10, Excellent, (1015)
"Have stayed here multiple times -always good"
United States
Robert
The price is 2.228.370 ₫
2.424.466 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Country Inn & Suites by Radisson, Winchester, VA

Twi-Lite Inn

2.0 star property
Front Royal
8.2 out of 10, Very good, (539)
"Great pool and quiet area to stay in"
United States
Matthew
The price is 1.634.630 ₫
1.819.449 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Twi-Lite Inn

Motel 6 Front Royal, VA

2.0 star property
Front Royal
6.8 out of 10, (500)
"perfect for an affordable stay near Shenandoah. Clean, no one bothered me. Walkable to a Chinese restaurant. "
United States
Ariella
The price is 1.581.636 ₫
1.760.361 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Motel 6 Front Royal, VA

Glen Gordon Manor

3.5 star property
Huntly
9.8 out of 10, Exceptional, (94)
"Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean."
United States
KYLE
The price is 7.619.485 ₫
8.328.176 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Glen Gordon Manor

Hopkins Ordinary Bed Breakfast and Ale Works

3.0 star property
Sperryville
10.0 out of 10, Exceptional, (31)
"Great place. Good food, great beer."
United States
Phil
Hopkins Ordinary Bed Breakfast and Ale Works

Relax Inn Motel

2.0 star property
Front Royal
8.2 out of 10, Very good, (258)
"Clean, and nice rooms, friendly staff"
United States
James
The price is 1.687.360 ₫
1.877.979 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Relax Inn Motel
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Chester Gap

Check out popular sights like Shenandoah National Park as you discover the local area in Chester Gap.

Many butterflies
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Chester Gap Hotel Reviews

More cheap stays in Chester Gap

Frequently asked questions

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.