Photo by Michael Gibson

Search Upperville hotels

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Upperville

Clarion Inn Harpers Ferry - Charles Town

2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1007)
"Nice convenient hotel. Clean."
United States
Jason
The price is NZ$178
includes taxes & fees
30 Nov - 1 Dec
Clarion Inn Harpers Ferry - Charles Town

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1005)
"Love this hotel and the location. Staff is super friendly. "
United States
Casey
The price is NZ$256
includes taxes & fees
30 Nov - 1 Dec
The George Washington Hotel, A Wyndham Grand Hotel

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 NZ$1,147
includes taxes & fees
23 Nov - 24 Nov
Salamander Resort And Spa

Hilton Garden Inn Haymarket

3.0 star property
Haymarket
9.4 out of 10, Exceptional, (244)
"This hotel is clean with a restaurant and a bar, staff is friendly and kind "
United States
Marita
The price is NZ$255
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Haymarket

Hampton Inn & Suites Charles Town

2.5 star property
Charles Town
9.4 out of 10, Exceptional, (1007)
"Great stay for a quick day trip to visit family. "
United States
Barbara
The price is NZ$227
includes taxes & fees
16 Dec - 17 Dec
Hampton Inn & Suites Charles Town

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
Winchester
9.2 out of 10, Wonderful, (2227)
"A run of the mill motel good for a travel break."
United States
CARL
The price is NZ$182
includes taxes & fees
17 Dec - 18 Dec
La Quinta Inn & Suites by Wyndham Winchester

Holiday Inn Express Charles Town by IHG

2.5 star property
Charles Town
9.2 out of 10, Wonderful, (1001)
"Great stay "
United States
Gwinn
The price is NZ$216
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express Charles Town by IHG

TRU By Hilton Winchester

2.5 star property
Winchester
9.0 out of 10, Wonderful, (755)
"The hotel was clean and the staff was pleasant."
United States
Sherri
The price is NZ$154
includes taxes & fees
2 Dec - 3 Dec
TRU By Hilton Winchester

Hampton Inn by Hilton Gainesville-Haymarket

2.5 star property
Gainesville
8.8 out of 10, Excellent, (979)
"This is our second stay here .Everyone here at this location is always so courteous and pleasant."
United States
Andrea
The price is NZ$170
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn by Hilton Gainesville-Haymarket

Baymont by Wyndham Warrenton

2.5 star property
Warrenton
6.4 out of 10, (1002)
"We had a one-night stay. Our room was clean and comfortable and the staff was friendly and welcoming. Would stay again."
United States
Carolyn
The price is NZ$118
includes taxes & fees
29 Nov - 30 Nov
Baymont by Wyndham Warrenton

Extended Stay America Select Suites Gainesville

2.5 star property
Gainesville
6.2 out of 10, (477)
"Amazing place "
United States
Evelyn
The price is NZ$153
includes taxes & fees
30 Nov - 1 Dec
Extended Stay America Select Suites Gainesville

Hilton Garden Inn Winchester

3.0 star property
Winchester
8.8 out of 10, Excellent, (505)
"Great hotel"
United States
DONNA D
The price is NZ$193
includes taxes & fees
30 Nov - 1 Dec
Hilton Garden Inn Winchester

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
Winchester
9.0 out of 10, Wonderful, (1000)
"The room was very clean and the staff were friendly and courteous."
United States
Maria
The price is NZ$151
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Winchester Se-Historic Gateway by IHG

The Inn at Charles Town - Hollywood Casino

3.0 star property
Charles Town
8.6 out of 10, Excellent, (514)
"Staff was courteous….helpful…room was clean and comfortable "
United States
David
The price is NZ$512
includes taxes & fees
20 Dec - 21 Dec
The Inn at Charles Town - Hollywood Casino

The Red Fox Inn & Tavern

4.0 star property
Middleburg
9.6 out of 10, Exceptional, (400)
"Everything was wonderful "
United States
Henry
The Red Fox Inn & Tavern

Travelodge by Wyndham Winchester

2.5 star property
Winchester
8.6 out of 10, Excellent, (1090)
"Good price, good location "
United States
George
The price is NZ$132
includes taxes & fees
3 Dec - 4 Dec
Travelodge by Wyndham Winchester

Hilton Garden Inn Dulles North

3.0 star property
Ashburn
8.4 out of 10, Very good, (1004)
"Clean, friendly staff, great location "
United States
Alexandra
The price is NZ$160
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Dulles North

Quality Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (1003)
"Staff are amazing stayed twice in a week and every one was so kind friendly and happy to have us The women who is in the breakfast room was super The rooms where clean and comfortable "
United States
Koren
The price is NZ$147
includes taxes & fees
14 Dec - 15 Dec
Quality Inn Winchester

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
Stephens City
8.2 out of 10, Very good, (797)
"Nice stay and friendly people "
United States
ALFRED
The price is NZ$154
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express Winchester South-Stephens City by IHG

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 NZ$213
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn Warrenton
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.

Black Friday Sale

Save up to 40% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

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

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 Travelodge by Wyndham Winchester and Hilton Garden Inn Dulles North. See all available top hotels, or vacation rentals in Upperville.
What are some of the best holiday rentals that Upperville has to offer?
Terra Alta - Incredible River Views and Hot Tub!: This holiday home rental outside of Upperville is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all 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. Hilton Garden Inn Dulles North and La Quinta 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 6 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 RdV Vineyards 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.

Explore a world of travel with Expedia