Hotels in Upperville

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Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,117 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 $99
$110 total
includes taxes & fees
Jul 29 - Jul 30
Comfort Inn & Suites Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
Located in Winchester with proximity to Abram's Delight and Apple Blossom Mall, this hotel offers comfortable rooms and a fitness center. Guests appreciate the quiet atmosphere, continental breakfast, and free parking while enjoying easy access to local restaurants and shopping.
The price is $77
$87 total
includes taxes & fees
Jul 20 - Jul 21
Spark by Hilton Winchester

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.4 out of 10, Very Good, (284 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 $68
$76 total
includes taxes & fees
Jul 5 - Jul 6
Relax Inn Motel

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,002 reviews)
The price is $93
$103 total
includes taxes & fees
Jul 12 - Jul 13
Quality Inn Winchester

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,001 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 $130
$145 total
includes taxes & fees
Jul 9 - Jul 10
Hampton Inn Front Royal

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1,005 reviews)
This historic-area hotel offers American cuisine at White Horse Tavern, plus 24-hour fitness center and bar/lounge. Just 5 minutes from Harpers Ferry Park with easy access to Charles Town Races and Civil War Museum. Rooms include microwaves and refrigerators.
The price is $93
$104 total
includes taxes & fees
Aug 3 - Aug 4
Clarion Inn Harpers Ferry - Charles Town

Loudoun Valley Manor

Loudoun Valley Manor
3.0 star property
Waterford
9.6 out of 10, Exceptional, (308 reviews)
Wake to local cuisine breakfast at this countryside manor with its own winery. Sip regional vintages on the garden terrace, then explore nearby 8 Chains North Winery and Corcoran Vineyards. Just 33 minutes from Dulles Airport.
The price is $150
$171 total
includes taxes & fees
Jul 5 - Jul 6
Loudoun Valley Manor

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (885 reviews)
Discover cozy accommodations near Apple Blossom Mall at this Winchester hotel with complimentary breakfast and parking. Unwind in the indoor pool, maintain your workout routine at the fitness center, and enjoy helpful staff that guests consistently praise.
The price is $93
$103 total
includes taxes & fees
Jul 6 - Jul 7
Fairfield Inn & Suites by Marriott Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,002 reviews)
Minutes from Rutherford Crossing and Star Fort Civil War Battlefield, this hotel offers free breakfast, WiFi, and parking. Enjoy the indoor pool and health club during your stay. Guests consistently praise the helpful staff who make business trips feel like pleasure.
The price is $81
$90 total
includes taxes & fees
Jul 19 - Jul 20
TRU By Hilton Winchester

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, (861 reviews)
The price is $97
$108 total
includes taxes & fees
Aug 2 - Aug 3
Holiday Inn Express Winchester South-Stephens City by IHG

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, (1,001 reviews)
The price is $94
$104 total
includes taxes & fees
Jul 26 - Jul 27
Country Inn & Suites by Radisson, Winchester, VA

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (868 reviews)
Dive into the indoor pool at this Winchester haven, then energize in the 24-hour fitness center. Enjoy complimentary breakfast, WiFi, and parking near Rutherford Crossing and Frederick County Fairgrounds. Guests consistently praise the helpful staff and morning meal service.
The price is $114
$126 total
includes taxes & fees
Jul 8 - Jul 9
SpringHill Suites by Marriott Winchester

Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton
2.5 star property
Warrenton
6.2 out of 10, (1,006 reviews)
Wake up to peace and quiet at this Warrenton motel, where guests praise the hushed rooms despite nearby traffic. Enjoy a complimentary breakfast before exploring Liberty Heritage Society Museum, or take a refreshing dip in the seasonal outdoor pool.
The price is $69
$74 total
includes taxes & fees
Jul 8 - Jul 9
Baymont by Wyndham Warrenton

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,004 reviews)
This historic Winchester hotel combines Georgian charm with modern comforts. Unwind at the full-service spa, swim in the indoor pool, or dine at one of 2 restaurants including Uno's Pizzeria. The 24-hour fitness center keeps your routine intact.
The price is $122
$138 total
includes taxes & fees
Jul 12 - Jul 13
The George Washington Hotel, A Wyndham Grand Hotel

Travelodge By Wyndham Charles Town/Harpers Ferry

Travelodge By Wyndham Charles Town/Harpers Ferry
2.0 star property
Charles Town
7.2 out of 10, Good, (304 reviews)
Tucked into the heart of Charles Town, this welcoming hotel offers free perks including continental breakfast, WiFi, and parking. Guests rave about the helpful staff and clean accommodations, with easy access to Charles Town Library and local attractions.
The price is $68
$76 total
includes taxes & fees
Jul 5 - Jul 6
Travelodge By Wyndham Charles Town/Harpers Ferry

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (905 reviews)
Embrace serenity at this quiet Winchester retreat, just minutes from Eastgate Plaza Shopping Center. The seasonal pool and fitness center offer refreshing breaks after exploring. Friendly staff, free breakfast, and in-room refrigerators ensure a comfortable, convenient stay.
The price is $110
$125 total
includes taxes & fees
Aug 2 - Aug 3
Hampton Inn Winchester N/Conference Center, VA

Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (530 reviews)
The price is $65
$72 total
includes taxes & fees
Jul 5 - Jul 6
Motel 6 Front Royal, VA

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, (1,004 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 $67
$75 total
includes taxes & fees
Aug 2 - Aug 3
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,002 reviews)
The price is $107
$119 total
includes taxes & fees
Jul 9 - Jul 10
Courtyard by Marriott Winchester

Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
Winchester
9.0 out of 10, Wonderful, (849 reviews)
Positioned near Stonewall Plaza and Star Fort Civil War Battlefield, this Winchester hotel offers morning swims in the indoor pool and evening relaxation in the hot tub. Enjoy free breakfast, WiFi, and parking during your stay.
The price is $122
$136 total
includes taxes & fees
Jul 6 - Jul 7
Holiday Inn Express Hotel & Suites Winchester by IHG
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.

Top landmarks in Upperville

Learn more about Upperville

Upperville is well-known for its attractions such as Sky Meadows State Park and Upperville Park.

A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.

Check out reviews of Upperville hotels guests love

Frequently asked questions

What accommodations do travelers recommend in Upperville?
Can I book a refundable hotel in Upperville?
If you need the flexibility to change your travel plans to Upperville, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Upperville if I want a vacation home instead of a hotel?
You'll find 6 vacation homes on our site.
What will the weather in Upperville be like during my vacation?
The warmest months in Upperville 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 September and May.
Why should I book my Upperville accommodation with Hotels.com?
There are plenty of reasons to book your Upperville 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.