Photo by Michael Gibson

Upperville Hotels

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Nov 17 - Nov 18
Tomorrow
Nov 18 - Nov 19
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

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Top 10 trending Upperville hotels

Exterior
Salamander Resort And Spa

Salamander Resort And Spa

5.0 star property
Middleburg
9.2 out of 10, Wonderful, (369)
"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 P32,480
P40,095 total
includes taxes & fees
Nov 20 - Nov 21
Salamander Resort And Spa
2 restaurants, breakfast, lunch, dinner served; American cuisine
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, (1012)
"Love this hotel and the location. Staff is super friendly. "
United States
Casey
The price is P7,479
P8,474 total
includes taxes & fees
Nov 23 - Nov 24
The George Washington Hotel, A Wyndham Grand Hotel
Indoor pool
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1003)
"Great staff. Great location. Great restaurant "
United States
bradley
The price is P5,271
P5,903 total
includes taxes & fees
Nov 23 - Nov 24
Clarion Inn Harpers Ferry - Charles Town
Rooftop terrace
Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG

2.5 star property
Charles Town
9.2 out of 10, Wonderful, (1004)
"Great stay "
United States
Gwinn
The price is P6,319
P7,140 total
includes taxes & fees
Dec 18 - Dec 19
Holiday Inn Express Charles Town by IHG
Reception
Hampton Inn & Suites Charles Town

Hampton Inn & Suites Charles Town

2.5 star property
Charles Town
9.4 out of 10, Exceptional, (1005)
"The staff was extremely friendly and respectful. "
United States
Thomas
The price is P6,567
P7,355 total
includes taxes & fees
Nov 23 - Nov 24
Hampton Inn & Suites Charles Town
Terrace/patio
Hilton Garden Inn Haymarket

Hilton Garden Inn Haymarket

3.0 star property
Haymarket
9.4 out of 10, Exceptional, (243)
"I never leave hotel reviews. This place was fantastic. The staff was exceptional!"
United States
Angela
The price is P7,276
P8,440 total
includes taxes & fees
Dec 7 - Dec 8
Hilton Garden Inn Haymarket
Snack bar
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 star property
Winchester
9.0 out of 10, Wonderful, (754)
"The hotel was clean and the staff was pleasant."
United States
Sherri
The price is P4,677
P5,089 total
includes taxes & fees
Dec 1 - Dec 2
TRU By Hilton Winchester
Exterior
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
Winchester
9.2 out of 10, Wonderful, (2216)
"One of the nicest places we’ve stayed "
United States
Robert
The price is P6,115
P6,653 total
includes taxes & fees
Dec 10 - Dec 11
La Quinta Inn & Suites by Wyndham Winchester
Desk, iron/ironing board, free WiFi, bed sheets
Extended Stay America Select Suites Gainesville

Extended Stay America Select Suites Gainesville

2.5 star property
Gainesville
6.2 out of 10, (475)
"Amazing place "
United States
Evelyn
The price is P4,358
P5,035 total
includes taxes & fees
Nov 30 - Dec 1
Extended Stay America Select Suites Gainesville
Lobby
Hampton Inn by Hilton Gainesville-Haymarket

Hampton Inn by Hilton Gainesville-Haymarket

2.5 star property
Gainesville
8.8 out of 10, Excellent, (975)
"This is our second stay here .Everyone here at this location is always so courteous and pleasant."
United States
Andrea
The price is P4,956
P5,650 total
includes taxes & fees
Dec 7 - Dec 8
Hampton Inn by Hilton Gainesville-Haymarket
Indoor pool
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

3.0 star property
Winchester
8.8 out of 10, Excellent, (505)
"Good stay"
United States
Keishun
The price is P5,639
P6,388 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Garden Inn Winchester
Restaurant
The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino

3.0 star property
Charles Town
8.6 out of 10, Excellent, (509)
"Fun trip "
United States
Arthur
The price is P9,448
P11,173 total
includes taxes & fees
Nov 21 - Nov 22
The Inn at Charles Town - Hollywood Casino
Premium bedding, down comforters, in-room safe, individually decorated
Goodstone Inn & Restaurant

Goodstone Inn & Restaurant

4.0 star property
Middleburg
9.6 out of 10, Exceptional, (47)
"Absolutely beautiful property, Virginia Countryside at its finest. A wonderful retreat from modern day life."
United States
Johan Oliver
The price is P22,382
P30,766 total
includes taxes & fees
Nov 18 - Nov 19
Goodstone Inn & Restaurant
Dining
Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton

2.5 star property
Warrenton
6.4 out of 10, (1005)
"Room was clean. Breakfast was great. Easy parking."
United States
Brian
The price is P4,100
P4,399 total
includes taxes & fees
Nov 23 - Nov 24
Baymont by Wyndham Warrenton
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
Winchester
9.0 out of 10, Wonderful, (1003)
"The room was very clean and the staff were friendly and courteous."
United States
Maria
The price is P4,134
P4,675 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Winchester Se-Historic Gateway by IHG
Free buffet breakfast
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, (795)
"Nice stay and friendly people "
United States
ALFRED
The price is P4,606
P5,012 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express Winchester South-Stephens City by IHG
Lobby
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 star property
Winchester
8.6 out of 10, Excellent, (1087)
"It's been a great stay so far"
United States
Sabrina
The price is P4,134
P4,498 total
includes taxes & fees
Dec 14 - Dec 15
Travelodge by Wyndham Winchester
Exterior
Quality Inn Winchester

Quality Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (1006)
"Very nice stay, wouldn’t change a thing"
United States
Joette
The price is P4,468
P4,861 total
includes taxes & fees
Dec 14 - Dec 15
Quality Inn Winchester
Exterior
Hampton Inn Warrenton

Hampton Inn Warrenton

2.5 star property
Warrenton
9.0 out of 10, Wonderful, (138)
"Clean room, attentive staff, great breakfast"
United States
Michelle
The price is P6,520
P7,126 total
includes taxes & fees
Dec 10 - Dec 11
Hampton Inn Warrenton
Breakfast area
Econo Lodge Inn & Suites

Econo Lodge Inn & Suites

2.0 star property
Middletown
5.8 out of 10, (297)
"Clean room"
United States
Judy
The price is P3,667
P4,045 total
includes taxes & fees
Nov 23 - Nov 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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Stay near popular Upperville attractions

Upperville Park

Explore the great outdoors at Upperville Park, a lovely green space in Upperville.
See properties

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.

See all hotels in Upperville
Hiking Sky Meadows State Park...
Photo by Michael Gibson
Open Photo by Michael Gibson

Top Upperville Hotel Reviews

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"Front desk person was courteous and efficient. Room is nice and spacious."
Diane 1-night trip
Posted 12 hours ago
Country Inn & Suites by Radisson, Winchester, VA

More cheap stays in Upperville

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
The price is P4,134 per night from Dec 14 to Dec 15
P4,134
P4,498 total
Dec 14 - Dec 15
includes taxes & fees
8.4/10 Very Good! (1,086 reviews)

Frequently asked questions

Where is the best place to stay in Upperville?
Located 18.5 mi (29.8 km) from the heart of Upperville, Travelodge 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 Hilton Garden Inn Dulles North and La Quinta 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, 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.
What are some accommodations with pools in Upperville?
Hilton Garden Inn Dulles North: Offers 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 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 RdV Vineyards 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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