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Upperville hotels from RM260

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7 Aug - 8 Aug
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8 Aug - 9 Aug
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8 Aug - 10 Aug
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Top 10 trending Upperville hotels

SpringHill Suites by Marriott Winchester
Relax in a spacious room with a large bed, desk, and window offering a view of the outdoors.

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (676)
"Great breakfast! "
The price is RM491
RM534 total
includes taxes & fees
10 Aug - 11 Aug
SpringHill Suites by Marriott Winchester
Quality Inn Winchester
Guests can enjoy a covered outdoor seating area with beautiful landscaping and a paved pathway to the entrance.

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Great place , great front desk staff, super clean & very quiet"
The price is RM356
RM387 total
includes taxes & fees
13 Aug - 14 Aug
Quality Inn Winchester
Country Inn & Suites by Radisson, Winchester, VA
Cozy living room with a fireplace, wooden shelves, and a light-colored sofa.

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1002)
"Great place to stay!"
The price is RM402
RM438 total
includes taxes & fees
14 Aug - 15 Aug
Country Inn & Suites by Radisson, Winchester, VA
Hampton Inn Winchester-University/Mall Area
Welcome to Hampton Inn, featuring a symmetrical design with a flat roof and large windows.

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Very comfortable bed and room temperature was perfect."
The price is RM463
RM525 total
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn Winchester-University/Mall Area
Microtel Inn & Suites by Wyndham Winchester
Relax in the stylish lobby with sofas, armchairs, and a large window offering a view of the outdoors.

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1326)
"Pleasant stay"
The price is RM335
RM364 total
includes taxes & fees
1 Sept - 2 Sept
Microtel Inn & Suites by Wyndham Winchester
TownePlace Suites by Marriott Winchester
Enjoy meals and relaxation in this compact room with a kitchenette, dining area, and sofa.

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (453)
"Ten outta ten would stay here again and again and again! Plenty of eatery options nearby, great staff and super quiet! Clean and fun! Had an awesome time!"
The price is RM453
RM493 total
includes taxes & fees
12 Aug - 13 Aug
TownePlace Suites by Marriott Winchester
Comfort Inn & Suites Winchester
Welcome to Comfort Inn & Suites, featuring a modern exterior with a brick and beige facade and a welcoming entrance.

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1006)
"Perfect stay for our family while on the road"
The price is RM410
RM446 total
includes taxes & fees
7 Sept - 8 Sept
Comfort Inn & Suites Winchester
Hampton Inn Winchester N/Conference Center, VA
Welcome to our reception area, featuring a central desk, a refrigerated display case, and a patterned rug.

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (791)
"A good solid Hampton inn, close to historic downtown with lots of restaurants and bars."
The price is RM463
RM525 total
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn Winchester N/Conference Center, VA
La Quinta Inn & Suites by Wyndham Winchester
Experience the contemporary architecture of this hotel, featuring a striking entrance and a flat roof.

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2111)
"Nice spacious room and they had a good breakfast. "
The price is RM410
RM446 total
includes taxes & fees
7 Sept - 8 Sept
La Quinta Inn & Suites by Wyndham Winchester
Fairfield Inn & Suites by Marriott Winchester
Welcome to Fairfield by Marriott, where a covered walkway leads to the main entrance.

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (747)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is RM410
RM446 total
includes taxes & fees
31 Aug - 1 Sept
Fairfield Inn & Suites by Marriott Winchester
Hilton Garden Inn Dulles North
Experience the hotel's inviting lobby, featuring a high ceiling, pendant lights, and a stylish seating area with a sofa and table.

Hilton Garden Inn Dulles North

3.0 star property
8.4 out of 10, Very good, (1001)
"Incredibly clean, incredible staff. "
The price is RM453
RM516 total
includes taxes & fees
31 Aug - 1 Sept
Hilton Garden Inn Dulles North
Holiday Inn Winchester Se-Historic Gateway by IHG
Welcome to the Holiday Inn, featuring a modern architectural design with a flat roof and symmetrical facade.

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Great location,the hotel was very nice and the breakfast was great."
The price is RM381
RM427 total
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Express & Suites Leesburg - Historic District by IHG
In-room safe, desk, iron/ironing board, rollaway beds

Holiday Inn Express & Suites Leesburg - Historic District by IHG

2.5 star property
9.0 out of 10, Wonderful, (984)
"Great stay"
The price is RM495
RM569 total
includes taxes & fees
26 Aug - 27 Aug
Holiday Inn Express & Suites Leesburg - Historic District by IHG
Loudoun Valley Manor
Relax in this spacious living room with a high ceiling, central fan, and large windows offering a view of the outdoors.

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (256)
"Wonderful, clean, quiet, affordable and friendly lodging option when winery-hopping and/or sightseeing in the area."
The price is RM634
RM723 total
includes taxes & fees
11 Aug - 12 Aug
Loudoun Valley Manor
TRU By Hilton Winchester
Enjoy a convenient food service area with a variety of snacks and drinks, a digital ordering system, and a refrigerated display.

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (690)
"I stop every time I travel south and it is consistently a great hotel and staff is phenomenal"
The price is RM410
RM446 total
includes taxes & fees
1 Sept - 2 Sept
TRU By Hilton Winchester
Courtyard by Marriott Winchester
Enjoy a drink at the bar, where you can order from the digital menu and sit on comfortable bar stools.

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (854)
"Nice hotel! "
The price is RM452
RM492 total
includes taxes & fees
14 Aug - 15 Aug
Courtyard by Marriott Winchester
Hampton Inn & Suites Charles Town
Relax in our spacious lobby with a central dining area, comfortable seating options, and a warm atmosphere.

Hampton Inn & Suites Charles Town

2.5 star property
9.4 out of 10, Exceptional, (1000)
"Good place to stay."
The price is RM535
RM600 total
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn & Suites Charles Town
Red Roof Inn Leesburg, VA
Relax in style with comfortable seating and stay connected with free Wi-Fi in all rooms.

Red Roof Inn Leesburg, VA

2.0 star property
8.4 out of 10, Very good, (1002)
"Nice place! "
The price is RM382
RM439 total
includes taxes & fees
10 Aug - 11 Aug
Red Roof Inn Leesburg, VA
Hampton Inn Front Royal
Classic hotel exterior with a symmetrical facade, large windows, and a prominent entrance.

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1007)
"Great stay"
The price is RM453
RM504 total
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn Front Royal
Relax Inn Motel
Welcome to Relax Inn, a motel with a brick exterior and upper-floor balcony.

Relax Inn Motel

2.0 star property
8.2 out of 10, Very good, (238)
"Clean, quiet and convenient. Check in process was quick and easy, with the very friendly and helpful staff. I would absolutely stay here again."
The price is RM262
RM292 total
includes taxes & fees
10 Aug - 11 Aug
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.
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Learn more about Upperville

Explore Upperville: its dining and more!

See all hotels in Upperville

Top Upperville Hotel Reviews

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"Property is close to Winchester museums and conveniently located near a shopping area where there are restaurants. Don't have to drive to eat if you don't want to."
Anne 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Winchester, VA

Frequently asked questions

Where is the best place to stay in Upperville?

Located 22.8 mi (36.7 km) from the heart of Upperville, Lansdowne Resort and Spa is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are La Quinta Inn & Suites by Wyndham Winchester and Microtel Inn & Suites by Wyndham Winchester. See all available top hotels, or vacation rentals in Upperville.

If I need to cancel my hotel reservation in Upperville, will I receive a refund?

Yes, you'll find most hotel bookings are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Upperville.

What are some accommodation options with pools in Upperville?

Lansdowne Resort and Spa: Features a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. La Quinta Inn & Suites by Wyndham Winchester and Microtel Inn & Suites by Wyndham Winchester are a couple of other choices with an on-site pool. View all hotels with pools in Upperville.

What's it like to stay in Upperville?

Visitors can enjoy all that Upperville has to offer, including its restaurants. In Upperville, there are 5 hotels and other accommodation options to choose from. Find out more about Upperville.

What should I see while I'm in Upperville?

A couple of favourite places to visit are Sky Meadows State Park and Upperville Park. You'll also find Delaplane Cellars and Blue Ridge Regional Park in the area. Take a look at what more there is to see and do in Expedia's Upperville guide.

What's the weather like in Upperville?

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 Upperville is 1123 mm.