Photo by Brian V. Rowe

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Our top choices for Chester Gap hotels

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1101)
Near Appleland Sports Centre and Kernstown Battlefield, this hotel offers a 24-hour fitness centre and complimentary WiFi. Guests praise the comfortable beds, helpful staff, and daily breakfast served from 6:00 AM on weekdays.

"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is NZ$182
includes taxes & fees
25 Jan - 26 Jan
Comfort Inn & Suites Winchester

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, (1000)
"Clean efficient room with good front desk service. Convienence to Highway 81 and eateries."
United States
Chris
The price is NZ$156
includes taxes & fees
25 Jan - 26 Jan
Country Inn & Suites by Radisson, Winchester, VA

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very good, (1000)
Savour Civil War history at this Strasburg retreat with fitness centre and restaurant. Located near Hupp's Hill Civil War Park and Strasburg Museum, this hotel offers complimentary breakfast, WiFi, and parking that guests consistently praise.

"Staff was friendly, rooms were clean and area was nice"
United States
Meghan
The price is NZ$141
includes taxes & fees
13 Jan - 14 Jan
Ramada by Wyndham Strasburg/Shenandoah Valley

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, (1003)
Scenic Front Royal hotel with an 18-hole golf course just 15 minutes from Shenandoah National Park. Unwind in the indoor pool after a day outdoors, enjoy American cuisine at Houlihan's Restaurant, or relax at the bar. Free WiFi and parking add convenience.

"Clean rooms and property. Staff was amazing. Hot tub and pool area were great and clean. Very comfortable stay. Only issue was shower was very slow to drain but confident staff will fix it for next"
United States
Edward
The price is NZ$186
includes taxes & fees
19 Jan - 20 Jan
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1005)
Just 15 minutes from Shenandoah National Park, this hotel offers 24-hour fitness facilities and an indoor pool. Guests love the helpful staff, free breakfast, WiFi, and parking, with Shenandoah River nearby.

"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is NZ$188
includes taxes & fees
12 Jan - 13 Jan
Hampton Inn Front Royal

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, (810)
"Clean room, nice staff, simple but good breakfast, fresh ground coffee machine was really nice. "
United States
Rose
The price is NZ$139
includes taxes & fees
11 Jan - 12 Jan
Holiday Inn Express Winchester South-Stephens City by IHG

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, (1001)
Minutes from Shenandoah National Park, this Front Royal hotel offers complimentary WiFi and daily on-the-go breakfast. Guests appreciate the helpful staff and clean rooms. Blue Ridge Arts Council is nearby.

"Good condition "
United States
Phillip
The price is NZ$119
includes taxes & fees
8 Jan - 9 Jan
Super 8 by Wyndham Front Royal Near Shenandoah National Park

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (558)
Conveniently located 15 minutes from Shenandoah National Park, this hotel offers free breakfast, WiFi, and parking. Enjoy the seasonal outdoor pool or maintain fitness in the 24-hour gym. Clean rooms and helpful staff ensure a comfortable stay near Blue Ridge Shadows Golf Club.

"Excellent staff, clean rooms, convenient location right next to grocery stores and restaurants. "
United States
Carla
The price is NZ$228
includes taxes & fees
11 Jan - 12 Jan
TownePlace Suites by Marriott Front Royal

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
2.5 star property
Strasburg
9.0 out of 10, Wonderful, (1001)
"We like staying here on our way south."
United States
Catherine
The price is NZ$217
includes taxes & fees
14 Jan - 15 Jan
Fairfield Inn & Suites Strasburg Shenandoah Valley

White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (149)
Just 15 minutes from Shenandoah National Park, this inviting inn provides free breakfast, WiFi, and bike rentals for mountain exploration. Discover nearby hiking trails, relax in the garden, or visit charming local attractions like R.H. Ballard Gallery.

"Staff is wonderful. The whole 1st floor would make Marie Kondo proud! Breakfast is excellent. "
United States
Judy
White Moose Inn

Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (97)
Indulge in countryside elegance at this B&B just minutes from Shenandoah National Park. Enjoy complimentary breakfast before exploring nearby wineries, then return for massages and seasonal swimming. The 24-hour fitness centre and bar complete your getaway.

"Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean."
United States
KYLE
The price is NZ$546
includes taxes & fees
20 Jan - 21 Jan
Glen Gordon Manor

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.6 out of 10, Exceptional, (175)
Savour local cuisine at La Table Provencale after swimming in the seasonal outdoor pool. This business-friendly inn provides spa services, complimentary breakfast, and free parking. Enjoy easy access to White Post Village Park while receiving attentive service from the staff.

"This B&B has been by far the loveliest, friendliest, cleanest with staff so eager to please. The rural area was so peaceful and relaxing with views of black angus in the fields. Winchester close with quaint shops. The food at the Inn was excellent. "
United States
DONNA
The price is NZ$436
includes taxes & fees
11 Jan - 12 Jan
L'Auberge Provencale Inn & Restaurant

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very good, (544)
"Clean, comfortable room. Staff was nice and I really enjoyed my stay. Motel was in a high traffic area, but still a quiet stay"
United States
Daniel
The price is NZ$131
includes taxes & fees
7 Jan - 8 Jan
Twi-Lite Inn

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, (632)
Set in charming Stephens City, this hotel offers a serene atmosphere and fitness centre. Guests praise the helpful staff, while free breakfast, WiFi, and parking enhance the value. Valerie Hill Winery and local attractions await just minutes away.

"Good variety at breakfast and courteous staff."
Canada
Madonna
The price is NZ$141
includes taxes & fees
25 Jan - 26 Jan
Quality Inn Stephens City - Winchester South

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, (925)
Located 5 minutes from Shenandoah National Park, this tranquil retreat offers a seasonal outdoor pool and on-site dining with bar. Guests praise the helpful staff and quiet rooms. Explore nearby attractions or relax on the terrace after a day of adventure.

"Staff was very kind! Had a nice time!"
United States
Rio Ashley
The price is NZ$106
includes taxes & fees
12 Jan - 13 Jan
Baymont by Wyndham Front Royal Near Shenandoah National Park

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very good, (259)
Clean rooms await at this convenient Front Royal motel, just 10 minutes from Shenandoah National Park. Free WiFi and parking make exploring nearby Bing Crosby Stadium and Shenandoah River hassle-free, while the 24-hour front desk ensures assistance whenever needed.

"Clean, and nice rooms, friendly staff"
United States
James
The price is NZ$131
includes taxes & fees
7 Jan - 8 Jan
Relax Inn Motel

Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (419)
"Historic inn. "
United States
Anonymous traveller
The price is NZ$155
includes taxes & fees
7 Jan - 8 Jan
Wayside Inn

Hillside

Hillside
2.5 star property
Luray
9.0 out of 10, Wonderful, (1003)
Nestled close to Shenandoah National Park, this motel offers a refreshing seasonal outdoor pool after a day of exploration. Enjoy complimentary parking and WiFi while staying just minutes from popular Luray Caverns and Yogi Bear's Jellystone Park.

"Clean, spacious, would recommend"
United States
Noemi
Hillside

Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
6.8 out of 10, (503)
"Great Motel 6. Clean and near good restaurants. Large area for walking dogs"
United States
Chris
The price is NZ$112
includes taxes & fees
15 Jan - 16 Jan
Motel 6 Front Royal, VA

Hopkins Ordinary Bed Breakfast and Ale Works

Hopkins Ordinary Bed Breakfast and Ale Works
3.0 star property
Sperryville
9.8 out of 10, Exceptional, (32)
Enjoy hiking trails near this charming B&B that crafts its own ales. Start your day with complimentary full breakfast before exploring nearby Copper Fox Distillery and River District Arts. The garden and terrace offer peaceful spots to unwind after outdoor adventures.

"Great place. Good food, great beer."
United States
Phil
Hopkins Ordinary Bed Breakfast and Ale Works
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.
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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.

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

Top Chester Gap Hotel Reviews

More cheap accommodation in Chester Gap

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 DoubleTree by Hilton Front Royal Blue Ridge Shadows and Hampton Inn Front Royal. See all available top hotels, or vacation rentals in Chester Gap.
What are some of the best holiday rentals that Chester Gap has to offer?
Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub: This holiday home rental outside of Chester Gap is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all 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 4 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 Linden Vineyards and Front Royal Entrance Shenandoah National Park 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.

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