Hotels in Chester Gap

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Check prices for these dates

This weekend
May 22 - May 24
Next weekend
May 29 - May 31

Where to stay in Chester Gap?

Exterior

Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (96 reviews)
Feel refreshed at this charming B&B near Shenandoah National Park. After indulging in a complimentary breakfast, enjoy a massage or swim in the seasonal outdoor pool. With nearby wineries and free parking, this countryside haven offers pure relaxation.
The price is $319
$349 total
includes taxes & fees
May 26 - May 27
Glen Gordon Manor
Garden

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.6 out of 10, Exceptional, (176 reviews)
Immerse yourself in French charm at this Boyce inn featuring La Table Provencale restaurant serving local cuisine. Unwind at the seasonal outdoor pool or with spa treatments. The helpful staff, free breakfast and nearby White Post attractions create a perfect escape.
The price is $239
$264 total
includes taxes & fees
May 20 - May 21
L'Auberge Provencale Inn & Restaurant
Porch

Gay Street Inn

Gay Street Inn
3.5 star property
Washington
10.0 out of 10, Exceptional, (34 reviews)
Unwind on the garden terrace at this peaceful B&B near Shenandoah National Park. Located close to Little Washington Theatre, this cozy retreat offers free parking and daily housekeeping for a hassle-free countryside escape.
The price is $359
$387 total
includes taxes & fees
May 27 - May 28
Gay Street Inn
Exterior

White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (161 reviews)
Surrounded by nature, this tranquil inn near Shenandoah National Park offers complimentary breakfast, WiFi and parking. Explore nearby trails with free bike rentals or unwind in the garden after visiting local galleries and theaters.
The price is $349
$376 total
includes taxes & fees
May 20 - May 21
White Moose Inn
Restaurant

The Foster Harris House

The Foster Harris House
2.0 star property
Washington
10.0 out of 10, Exceptional, (5 reviews)
Wake up to a complimentary English breakfast at this charming inn just 15 minutes from Shenandoah National Park. Near Little Washington Theatre, this hotel offers free WiFi and parking for exploring local attractions.
The price is $499
$538 total
includes taxes & fees
May 20 - May 21
The Foster Harris House
Garden

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, (34 reviews)
Hike the trails of Shenandoah National Park, then return to this historic Victorian B&B. Enjoy house-brewed ales at the bar, relax on the terrace, and wake to a full breakfast. Near Copper Fox Distillery and River District Arts with free WiFi and parking.
The price is $311
$340 total
includes taxes & fees
May 25 - May 26
Hopkins Ordinary Bed Breakfast and Ale Works
Winery

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, (948 reviews)
Nestled just 5 minutes from Shenandoah National Park, this quiet hotel offers a seasonal outdoor pool and fitness center. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Front Royal attractions. Guests consistently praise the helpful staff.
The price is $64
$71 total
includes taxes & fees
Jun 10 - Jun 11
Baymont by Wyndham Front Royal Near Shenandoah National Park
Lobby

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, (1,009 reviews)
Just 5 minutes from Shenandoah National Park, this welcoming hotel offers free WiFi, parking, and daily on-the-go breakfast. Guests consistently praise the helpful staff and clean rooms, with easy access to local arts venues.
The price is $69
$77 total
includes taxes & fees
May 20 - May 21
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Bar (on property)

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, (1,002 reviews)
Escape to this welcoming hotel with an 18-hole golf course just minutes from Shenandoah National Park. Enjoy American cuisine at Houlihans Restaurant, take a swim in the indoor pool, or workout in the 24-hour fitness center after exploring nearby Blue Ridge attractions.
The price is $122
$135 total
includes taxes & fees
May 25 - May 26
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Exterior

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (577 reviews)
Within 15 minutes of Shenandoah National Park, this hotel offers a seasonal outdoor pool and 24-hour fitness center. Guests praise the helpful staff, clean rooms, and convenient location near Blue Ridge Shadows Golf Club and Shenandoah River.
The price is $127
$142 total
includes taxes & fees
Jun 7 - Jun 8
TownePlace Suites by Marriott Front Royal
Seasonal outdoor pool

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very Good, (553 reviews)
The price is $84
$93 total
includes taxes & fees
May 21 - May 22
Twi-Lite Inn
Lobby

Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (516 reviews)
The price is $60
$67 total
includes taxes & fees
May 26 - May 27
Motel 6 Front Royal, VA
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,013 reviews)
Embrace adventure at this comfortable hotel just 15 minutes from Shenandoah National Park. Enjoy the indoor pool year-round, work out in the 24-hour fitness center, and start each day with complimentary breakfast. Free WiFi and parking round out the experience.
The price is $114
$127 total
includes taxes & fees
May 25 - May 26
Hampton Inn Front Royal
Property entrance

Blue Ridge Motel

Blue Ridge Motel
2.0 star property
Front Royal
7.0 out of 10, Good, (134 reviews)
Nestled just a short drive from Shenandoah National Park, this motel offers free WiFi and parking. Explore nearby attractions like Bing Crosby Stadium and Shenandoah River, with daily housekeeping ensuring a comfortable stay during your outdoor adventures.
The price is $65
$72 total
includes taxes & fees
May 20 - May 21
Blue Ridge Motel
Porch

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very Good, (274 reviews)
Mountain adventures await at this Front Royal motel featuring free WiFi and parking. The 24-hour front desk staff receives praise for their helpful service. Explore nearby Bing Crosby Stadium or relax by Shenandoah River after a day of hiking.
The price is $65
$72 total
includes taxes & fees
May 20 - May 21
Relax Inn Motel
Interior entrance

Gateway Inn

Gateway Inn
2.0 star property
Front Royal
5.0 out of 10, (10 reviews)
Escape to this cozy motel just minutes from Shenandoah National Park. Enjoy free WiFi and parking while exploring nearby Bing Crosby Stadium and Shenandoah River. The 24-hour front desk ensures smooth arrivals at any hour.
The price is $59
$66 total
includes taxes & fees
May 21 - May 22
Gateway Inn
Exterior

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, (1,004 reviews)
The price is $94
$102 total
includes taxes & fees
Jun 8 - Jun 9
Country Inn & Suites by Radisson, Winchester, VA
Exterior

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,101 reviews)
Enjoy comfort and convenience in this Winchester hotel with a 24-hour fitness center. Free perks include Wi-Fi, parking, and weekday breakfast. Located near Appleland Sports Center, travelers praise the helpful staff and comfortable beds.
The price is $105
$114 total
includes taxes & fees
Jun 14 - Jun 15
Comfort Inn & Suites Winchester
Exterior

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, (857 reviews)
The price is $101
$110 total
includes taxes & fees
Jun 14 - Jun 15
Holiday Inn Express Winchester South-Stephens City by IHG
Free daily continental breakfast

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, (662 reviews)
Escape to a peaceful atmosphere at this Winchester South hotel where helpful staff receives top marks from guests. An outdoor pool and fitness center await, along with free breakfast, WiFi, and parking, all convenient to Valerie Hill Winery.
The price is $88
$96 total
includes taxes & fees
Jun 8 - Jun 9
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.
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Learn more about Chester Gap

The region around Chester Gap is home to attractions such as Shenandoah National Park and Rappahannock Cellars.

See all hotels in Chester Gap
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Check out reviews of Chester Gap hotels guests love

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

10/10 Excellent
"The staff was very friendly and helpful. Room was very comfortable and the temperature was ideal for a good night rest"
helen 1-night trip
Posted 3 hours ago
Comfort Inn & Suites Winchester

Frequently asked questions

What hotels do travelers like in Chester Gap?
Guests like Hampton Inn Front Royal, DoubleTree by Hilton Front Royal Blue Ridge Shadows and Super 8 by Wyndham Front Royal Near Shenandoah National Park.
Can I book refundable accommodations in Chester Gap?
If you want the flexibility to change your travel plans to Chester Gap, most accommodations offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Chester Gap be like during my visit?
The warmest months in Chester Gap are usually July and August with an average temp of 72°F. January and February are the chilliest months when the average temp is 37°F. The rainiest months are May and September.
Why should I book my Chester Gap hotel through Hotels.com?
There are plenty of reasons to book your Chester Gap travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.