Photo by Michael Gibson

Find hotels in Upperville, VA from ¥10,548

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Compare 722 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
8.0 out of 10, Very Good, (1045)
"Great staff. Great location. Great restaurant "
United States
bradley
The price is ¥13,744
¥15,394 total
includes taxes & fees
Nov 9 - Nov 10
Clarion Inn Harpers Ferry - Charles Town
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.4 out of 10, Exceptional, (1007)
"Very nice hotel "
United States
Paul
The price is ¥19,503
¥22,097 total
includes taxes & fees
Nov 9 - Nov 10
The George Washington Hotel, A Wyndham Grand Hotel
Salamander Resort And Spa
5.0 star property
9.2 out of 10, Wonderful, (367)
"The property is at a close proximity to the downtown area. We were able to walk everywhere. Our room was spacious and immaculate. "
United States
Cedric
The price is ¥84,695
¥104,548 total
includes taxes & fees
Nov 17 - Nov 18
Salamander Resort And Spa
Holiday Inn Express Charles Town by IHG
2.5 star property
9.2 out of 10, Wonderful, (1005)
"Great stay!"
United States
Edward
The price is ¥14,629
¥16,531 total
includes taxes & fees
Nov 9 - Nov 10
Holiday Inn Express Charles Town by IHG
Baymont by Wyndham Warrenton
2.5 star property
6.4 out of 10, (1004)
"Room was clean. Breakfast was great. Easy parking."
United States
Brian
The price is ¥10,690
¥11,471 total
includes taxes & fees
Nov 9 - Nov 10
Baymont by Wyndham Warrenton
La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
9.2 out of 10, Wonderful, (2199)
"Great location."
United States
Tammy M
The price is ¥16,385
¥17,828 total
includes taxes & fees
Dec 1 - Dec 2
La Quinta Inn & Suites by Wyndham Winchester
Hilton Garden Inn Haymarket
3.0 star property
9.4 out of 10, Exceptional, (240)
"Comfortable rooms, clean hallways and lobby.Overall a great property."
United States
sukriti
The price is ¥19,683
¥22,833 total
includes taxes & fees
Nov 30 - Dec 1
Hilton Garden Inn Haymarket
Hampton Inn by Hilton Gainesville-Haymarket
2.5 star property
8.8 out of 10, Excellent, (965)
"Right next to some great dining and bar options "
United States
Ryan
The price is ¥15,177
¥17,302 total
includes taxes & fees
Nov 23 - Nov 24
Hampton Inn by Hilton Gainesville-Haymarket
TRU By Hilton Winchester
2.5 star property
9.0 out of 10, Wonderful, (743)
"Professional, efficient staff at check in. Hot, premium coffee always available. Clean and comfortable facilities."
United States
Paul
The price is ¥12,821
¥13,950 total
includes taxes & fees
Dec 3 - Dec 4
TRU By Hilton Winchester
Hilton Garden Inn Winchester
3.0 star property
8.8 out of 10, Excellent, (500)
"I have stayed here a few times and always enjoyed the stays."
United States
Eric
The price is ¥14,703
¥16,658 total
includes taxes & fees
Nov 9 - Nov 10
Hilton Garden Inn Winchester
Extended Stay America Select Suites Gainesville
2.5 star property
6.2 out of 10, (472)
"Great staff"
United States
Luz
The price is ¥11,363
¥12,954 total
includes taxes & fees
Nov 30 - Dec 1
Extended Stay America Select Suites Gainesville
Hampton Inn & Suites Charles Town
2.5 star property
9.4 out of 10, Exceptional, (1007)
"The staff was extremely friendly and respectful. "
United States
Thomas
The price is ¥17,047
¥19,093 total
includes taxes & fees
Nov 10 - Nov 11
Hampton Inn & Suites Charles Town
Econo Lodge Inn & Suites
2.0 star property
5.8 out of 10, (293)
"Clean room"
United States
Judy
The price is ¥9,563
¥10,548 total
includes taxes & fees
Nov 9 - Nov 10
Econo Lodge Inn & Suites
Travelodge by Wyndham Winchester
2.5 star property
8.6 out of 10, Excellent, (1121)
"It's been a great stay so far"
United States
Sabrina
The price is ¥10,471
¥11,392 total
includes taxes & fees
Dec 1 - Dec 2
Travelodge by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
9.0 out of 10, Wonderful, (1002)
"Very clean & comfortable. Staff was very helpful & pleasant."
United States
Robert E
The price is ¥11,395
¥12,859 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Winchester Se-Historic Gateway by IHG
Candlewood Suites Winchester by IHG
2.5 star property
8.8 out of 10, Excellent, (529)
"The suites we're clean and spacious. The perfect stay for a family weekend!"
United States
Taylor
The price is ¥15,553
¥16,921 total
includes taxes & fees
Nov 5 - Nov 6
Candlewood Suites Winchester by IHG
The Inn at Charles Town - Hollywood Casino
3.0 star property
8.6 out of 10, Excellent, (504)
"Great place to stay to go to the casino"
United States
Sandra
The price is ¥18,477
¥22,234 total
includes taxes & fees
Nov 4 - Nov 5
The Inn at Charles Town - Hollywood Casino
The Red Fox Inn & Tavern
4.0 star property
9.6 out of 10, Exceptional, (398)
"Love Red Fox Inn! My go to spot in Middleburg!"
United States
Tara
The price is ¥122,561
¥139,720 total
includes taxes & fees
Nov 8 - Nov 9
The Red Fox Inn & Tavern
Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
8.2 out of 10, Very Good, (788)
"The front desk did a great job with checking in and out."
United States
Eric
The price is ¥12,781
¥13,905 total
includes taxes & fees
Nov 29 - Nov 30
Holiday Inn Express Winchester South-Stephens City by IHG
Quality Inn Winchester
2.5 star property
9.2 out of 10, Wonderful, (1005)
"best stuff in that area"
United States
Willam’s
The price is ¥12,121
¥13,188 total
includes taxes & fees
Nov 23 - Nov 24
Quality Inn Winchester
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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Stay near popular Upperville attractions

Learn more about Upperville

Hunt country elegance shines at the historic Upperville Horse Show, America's oldest running exhibition where equestrians compete each June. Wander through the quaint village to discover stone buildings, antique shops, and Sky Meadows State Park's hiking trails nearby in Paris.

Hiking Sky Meadows State Park...
Photo by Michael Gibson
Open Photo by Michael Gibson

Top Upperville Hotel Reviews

More cheap stays in Upperville

Frequently asked questions

Where is the best place to stay in Upperville?
Located 21.7 mi (35 km) from the heart of Upperville, Hilton Garden Inn Dulles North is a top choice for your stay based on our traveler data. Other good choices for your stay in the area are La Quinta Inn & Suites by Wyndham Winchester and Salamander Resort And Spa. See all available top hotels, or vacation rentals in Upperville.
What are some of the best vacation home rentals in Upperville?
Gruner Bungalow at Otium Cellars: This vacation home rental outside of Upperville is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all vacation rentals in Upperville.
If I need to cancel my hotel reservation in Upperville, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Upperville.
Where can I learn more about changing or cancelling my trip to Upperville?
To find more details about rescheduling or cancelling your trip to Upperville, head over to our customer service page.
What are some accommodations with pools in Upperville?
Hilton Garden Inn Dulles North: Features complimentary wired internet access, an indoor pool, and free self parking. La Quinta Inn & Suites by Wyndham Winchester and Salamander Resort And Spa are a couple of other choices that offer an onsite pool. View all hotels with pools in Upperville.
What's the best hotel for staying near Ronald Reagan Washington National Airport (DCA)?
Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.
What's it like staying in Upperville?
Visitors can enjoy all that Upperville has to offer including its restaurants. In Upperville, there are 6 hotels and other accommodations to choose from. Find out more about Upperville.
What are the top places to visit in Upperville?
A couple of favorite places to visit are Sky Meadows State Park and Upperville Park. You'll also find Delaplane Cellars and Glenwood Park in the area. Check out what more to see and do in Expedia's Upperville guide.
What's the seasonal weather like in Upperville?
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Upperville is 44 inches.

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