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Find hotels in Upperville, VA from ¥10,010

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Compare 714 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, (1021)
"A good, clean, comfortable stay "
The price is ¥13,871
¥15,535 total
includes taxes & fees
Nov 3 - Nov 4
Clarion Inn Harpers Ferry - Charles Town
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.4 out of 10, Exceptional, (1016)
"Very nice hotel "
The price is ¥19,030
¥21,562 total
includes taxes & fees
Oct 26 - Oct 27
The George Washington Hotel, A Wyndham Grand Hotel
Salamander Resort And Spa
5.0 star property
9.2 out of 10, Wonderful, (365)
"The property is at a close proximity to the downtown area. We were able to walk everywhere. Our room was spacious and immaculate. "
The price is ¥78,887
¥97,737 total
includes taxes & fees
Oct 30 - Oct 31
Salamander Resort And Spa
Holiday Inn Express Charles Town by IHG
2.5 star property
9.2 out of 10, Wonderful, (1012)
"Had a great stay, close to area attractions"
The price is ¥16,679
¥18,848 total
includes taxes & fees
Nov 3 - Nov 4
Holiday Inn Express Charles Town by IHG
Extended Stay America Select Suites Gainesville
2.5 star property
6.2 out of 10, (468)
"Great staff"
The price is ¥10,864
¥12,385 total
includes taxes & fees
Nov 2 - Nov 3
Extended Stay America Select Suites Gainesville
Baymont by Wyndham Warrenton
2.5 star property
6.4 out of 10, (1002)
"Staff had easy check in and out "
The price is ¥10,431
¥11,193 total
includes taxes & fees
Oct 23 - Oct 24
Baymont by Wyndham Warrenton
La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
9.2 out of 10, Wonderful, (2192)
"Great hotel"
The price is ¥15,417
¥16,774 total
includes taxes & fees
Nov 2 - Nov 3
La Quinta Inn & Suites by Wyndham Winchester
Hilton Garden Inn Haymarket
3.0 star property
9.4 out of 10, Exceptional, (232)
"Great place to stay"
The price is ¥18,512
¥21,474 total
includes taxes & fees
Nov 16 - Nov 17
Hilton Garden Inn Haymarket
Hampton Inn by Hilton Gainesville-Haymarket
2.5 star property
8.8 out of 10, Excellent, (961)
"Nice hotel, convenient location, lots of shopping and dining options close by."
The price is ¥15,620
¥17,807 total
includes taxes & fees
Nov 16 - Nov 17
Hampton Inn by Hilton Gainesville-Haymarket
The Inn at Charles Town - Hollywood Casino
3.0 star property
8.6 out of 10, Excellent, (499)
"It is convenient to the casino and racetrack. The continental breakfast was average at best. For a tremendous breakfast try the Charlestown Family Diner across the street from this property."
The price is ¥17,669
¥21,292 total
includes taxes & fees
Nov 3 - Nov 4
The Inn at Charles Town - Hollywood Casino
Candlewood Suites Winchester by IHG
2.5 star property
8.8 out of 10, Excellent, (518)
"The suites we're clean and spacious. The perfect stay for a family weekend!"
The price is ¥13,373
¥14,551 total
includes taxes & fees
Nov 9 - Nov 10
Candlewood Suites Winchester by IHG
Hampton Inn & Suites Charles Town
2.5 star property
9.4 out of 10, Exceptional, (1014)
"Great stay for a quick day trip to visit family. "
The price is ¥18,359
¥20,563 total
includes taxes & fees
Nov 3 - Nov 4
Hampton Inn & Suites Charles Town
The Red Fox Inn & Tavern
4.0 star property
9.6 out of 10, Exceptional, (395)
"Beautiful old inn with lots of character. Very friendly staff, spacious room, incredibly comfortable bed!"
The Red Fox Inn & Tavern
Travelodge By Wyndham Charles Town/Harpers Ferry
2.0 star property
7.0 out of 10, Good, (248)
"Wasn’t the cleanest but it’s good for a quick stop"
The price is ¥10,143
¥11,462 total
includes taxes & fees
Oct 19 - Oct 20
Travelodge By Wyndham Charles Town/Harpers Ferry
Red Roof Inn Warrenton
2.0 star property
6.2 out of 10, (777)
"This was a very nice clean, friendly and safe stay!"
The price is ¥11,592
¥12,670 total
includes taxes & fees
Oct 21 - Oct 22
Red Roof Inn Warrenton
Travelodge by Wyndham Winchester
2.5 star property
8.6 out of 10, Excellent, (1090)
"It's been a great stay so far"
The price is ¥10,368
¥11,282 total
includes taxes & fees
Nov 2 - Nov 3
Travelodge by Wyndham Winchester
Hilton Garden Inn Winchester
3.0 star property
8.8 out of 10, Excellent, (496)
"Great hotel"
The price is ¥14,347
¥16,256 total
includes taxes & fees
Nov 9 - Nov 10
Hilton Garden Inn Winchester
Motel 6 Charles Town, WV
2.0 star property
7.6 out of 10, Good, (737)
"Bare bones but okay if you need a shower and a good night’s sleep."
The price is ¥8,938
¥10,010 total
includes taxes & fees
Nov 2 - Nov 3
Motel 6 Charles Town, WV
TRU By Hilton Winchester
2.5 star property
9.0 out of 10, Wonderful, (720)
"Clean room easy check in/out"
The price is ¥14,387
¥15,652 total
includes taxes & fees
Nov 17 - Nov 18
TRU By Hilton Winchester
Econo Lodge Inn & Suites
2.0 star property
5.8 out of 10, (290)
"I loved staying here!"
The price is ¥10,143
¥11,188 total
includes taxes & fees
Oct 23 - Oct 24
Econo Lodge Inn & Suites
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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Frequently asked questions

Where is the best place to stay in Upperville?
Located 18.4 mi (29.6 km) from the heart of Upperville, La Quinta Inn & Suites by Wyndham Winchester is a top choice for your stay based on our traveler data. Other good choices for your stay in the area are Hampton Inn Winchester-University/Mall Area and Hilton Garden Inn Dulles North. See all available top hotels, or vacation rentals in Upperville.
What are some of the best vacation home rentals in Upperville?
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry: This vacation home rental outside of Upperville is located in the mountains and has a patio, a selection of games, and a barbecue grill 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 you can cook with friends or family. 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?
La Quinta Inn & Suites by Wyndham Winchester: Features buffet, an indoor pool, and complimentary wired internet access. Hampton Inn Winchester-University/Mall Area and Hilton Garden Inn Dulles North 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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