Photo by Michael Gibson

Find hotels in Upperville, VA from AED 265

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
23 Nov - 24 Nov
Tomorrow
24 Nov - 25 Nov
Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec

Filter by

Guest rating
Guest rating
Star rating

Compare 716 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

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, (1007)
"Nice convenient hotel. Clean."
United States
Jason
The price is AED 328
AED 367 total
includes taxes & fees
30 Nov - 1 Dec
Clarion Inn Harpers Ferry - Charles Town
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, (1005)
"Love this hotel and the location. Staff is super friendly. "
United States
Casey
The price is AED 465
AED 527 total
includes taxes & fees
1 Dec - 2 Dec
The George Washington Hotel, A Wyndham Grand Hotel
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 AED 1,943
AED 2,406 total
includes taxes & fees
24 Nov - 25 Nov
Salamander Resort And Spa
Terrace/patio
Hilton Garden Inn Haymarket

Hilton Garden Inn Haymarket

3.0 star property
Haymarket
9.4 out of 10, Exceptional, (246)
"This hotel is clean with a restaurant and a bar, staff is friendly and kind "
United States
Marita
The price is AED 453
AED 525 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Haymarket
Reception
Hampton Inn & Suites Charles Town

Hampton Inn & Suites Charles Town

2.5 star property
Charles Town
9.4 out of 10, Exceptional, (1008)
"Great stay for a quick day trip to visit family. "
United States
Barbara
The price is AED 411
AED 461 total
includes taxes & fees
11 Dec - 12 Dec
Hampton Inn & Suites Charles Town
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, (2228)
"A run of the mill motel good for a travel break."
United States
CARL
The price is AED 343
AED 374 total
includes taxes & fees
15 Dec - 16 Dec
La Quinta Inn & Suites by Wyndham Winchester
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, (1002)
"Great stay "
United States
Gwinn
The price is AED 394
AED 445 total
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express Charles Town by IHG
Snack bar
TRU By Hilton Winchester

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 AED 291
AED 317 total
includes taxes & fees
2 Dec - 3 Dec
TRU By Hilton Winchester
Lobby
Hampton Inn by Hilton Gainesville-Haymarket

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 AED 308
AED 351 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn by Hilton Gainesville-Haymarket
Dining
Baymont by Wyndham Warrenton

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 AED 247
AED 265 total
includes taxes & fees
24 Nov - 25 Nov
Baymont by Wyndham Warrenton
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, (477)
"Amazing place "
United States
Evelyn
The price is AED 258
AED 298 total
includes taxes & fees
30 Nov - 1 Dec
Extended Stay America Select Suites Gainesville
Indoor pool
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

3.0 star property
Winchester
9.0 out of 10, Wonderful, (506)
"Great hotel"
United States
DONNA D
The price is AED 351
AED 397 total
includes taxes & fees
7 Dec - 8 Dec
Hilton Garden Inn Winchester
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, (1001)
"The room was very clean and the staff were friendly and courteous."
United States
Maria
The price is AED 276
AED 312 total
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Winchester Se-Historic Gateway by IHG
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, (514)
"Staff was courteous….helpful…room was clean and comfortable "
United States
David
The price is AED 900
AED 1,045 total
includes taxes & fees
20 Dec - 21 Dec
The Inn at Charles Town - Hollywood Casino
Outdoor dining
The Red Fox Inn & Tavern

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
Lobby
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 star property
Winchester
8.6 out of 10, Excellent, (1092)
"Good price, good location "
United States
George
The price is AED 250
AED 272 total
includes taxes & fees
1 Dec - 2 Dec
Travelodge by Wyndham Winchester
Reception
Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North

3.0 star property
Ashburn
8.4 out of 10, Very Good, (1005)
"Clean, friendly staff, great location "
United States
Alexandra
The price is AED 290
AED 331 total
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Dulles North
Exterior
Quality Inn Winchester

Quality Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (1004)
"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 AED 284
AED 309 total
includes taxes & fees
22 Dec - 23 Dec
Quality Inn Winchester
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, (798)
"Nice stay and friendly people "
United States
ALFRED
The price is AED 291
AED 316 total
includes taxes & fees
25 Nov - 26 Nov
Holiday Inn Express Winchester South-Stephens City by IHG
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 AED 399
AED 436 total
includes taxes & fees
21 Dec - 22 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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

10/10 Excellent
"Room style was very comfortable"
Clifford 1-night trip
Posted 7 hours ago
SpringHill Suites by Marriott Winchester

More cheap stays in Upperville

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
The price is AED 250 per night from Dec 1 to Dec 2
AED 250
AED 272 total
1 Dec - 2 Dec
includes taxes & fees
8.4/10 Very Good! (1,086 reviews)

Hotels in Upperville with star-rating

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 traveler data. Other good choices for your stay in 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 vacation home rentals in Upperville?
Terra Alta - Incredible River Views and Hot Tub!: This vacation home rental outside of Upperville is located on a river and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation. 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?
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 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 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.

Explore a world of travel with Expedia