Search Upperville hotels

  • 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
24 Feb - 25 Feb
Tomorrow
25 Feb - 26 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Upperville hotels

Breakfast, lunch, dinner served; American cuisine

Hilton Garden Inn Haymarket

Hilton Garden Inn Haymarket
3.0 star property
Haymarket
9.4 out of 10, Exceptional, (269 reviews)
"Nice hotel in a hallmark town "
United States
Diane
The price is NZ$303
includes taxes & fees
8 Mar - 9 Mar
Hilton Garden Inn Haymarket
Hallway

Inn at Evergreen

Inn at Evergreen
3.5 star property
Haymarket
9.4 out of 10, Exceptional, (133 reviews)
"Beautiful property and excellent food."
United States
Paula
Inn at Evergreen
2 bars/lounges, sports bar

Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town
2.0 star property
Charles Town
8.6 out of 10, Excellent, (1,006 reviews)
"Staff was very courteous "
United States
Crystal
The price is NZ$129
includes taxes & fees
10 Mar - 11 Mar
Rodeway Inn & Suites Charles Town
Lobby

Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry
2.0 star property
Charles Town
8.0 out of 10, Very good, (1,000 reviews)
"Nice place to stay"
United States
Cynthia
The price is NZ$127
includes taxes & fees
1 Mar - 2 Mar
Days Inn by Wyndham Charles Town/Harpers Ferry
Bar (on property)

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, (1,004 reviews)
"Great hotel!"
United States
CHARLES
The price is NZ$232
includes taxes & fees
3 Mar - 4 Mar
The George Washington Hotel, A Wyndham Grand Hotel
2 restaurants, breakfast, lunch served; local and international cuisine

Goodstone Inn & Restaurant

Goodstone Inn & Restaurant
4.0 star property
Middleburg
9.6 out of 10, Exceptional, (50 reviews)
"Unfortunately we did not get to spend lots of time on the property (other than sleeping and breakfast), but everything was great and we will definitely try to come back and spend more time at the Goodstone. "
United States
Conny
Goodstone Inn & Restaurant
Front of property

The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
Charles Town
9.6 out of 10, Exceptional, (442 reviews)
"Excellent accommodations and breakfast. "
United States
William
The price is NZ$300
includes taxes & fees
26 Feb - 27 Feb
The Carriage Inn B&B
Indoor pool

Hampton Inn by Hilton Gainesville-Haymarket

Hampton Inn by Hilton Gainesville-Haymarket
2.5 star property
Gainesville
8.8 out of 10, Excellent, (1,000 reviews)
"Amazing stay! "
Canada
Arzoo
The price is NZ$202
includes taxes & fees
8 Mar - 9 Mar
Hampton Inn by Hilton Gainesville-Haymarket
Exterior

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (815 reviews)
"Great stay!"
United States
Rene
The price is NZ$196
includes taxes & fees
8 Mar - 9 Mar
SpringHill Suites by Marriott Winchester
Front of property

The Red Fox Inn & Tavern

The Red Fox Inn & Tavern
4.0 star property
Downtown
9.6 out of 10, Exceptional, (425 reviews)
"Amazing hotel, very cozy cottages"
United States
Babak
The Red Fox Inn & Tavern
Free daily buffet breakfast

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, (2,278 reviews)
"Very Friendly staff and clean rooms! "
United States
Kayla
The price is NZ$193
includes taxes & fees
26 Feb - 27 Feb
La Quinta Inn & Suites by Wyndham Winchester
Exterior

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (937 reviews)
"Very clean room, nice friendly staff, delicious food at the restaurant "
United States
Julie
The price is NZ$195
includes taxes & fees
3 Mar - 4 Mar
Courtyard by Marriott Winchester
Standard Studio, Non Smoking, Refrigerator & Microwave

Extended Stay America Select Suites Gainesville

Extended Stay America Select Suites Gainesville
2.5 star property
Gainesville
6.2 out of 10, (502 reviews)
"The room was clean, the staff is very helpful and nice and the owner do everything he can to make everyone comfortable here"
United States
James
The price is NZ$171
includes taxes & fees
1 Mar - 2 Mar
Extended Stay America Select Suites Gainesville
Exterior

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, (1,000 reviews)
"Clean room nice staff and very convenient. "
United States
Kimberly
The price is NZ$188
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express Charles Town by IHG
Lobby

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,000 reviews)
"Great stay!"
United States
gary
The price is NZ$166
includes taxes & fees
4 Mar - 5 Mar
Country Inn & Suites by Radisson, Winchester, VA
Premium bedding, minibar, in-room safe, desk

Salamander Resort And Spa

Salamander Resort And Spa
5.0 star property
Middleburg
9.2 out of 10, Wonderful, (384 reviews)
"Room was awesome, amazing experiences at the resort and really great customer service"
United States
Anwar
The price is NZ$1,225
includes taxes & fees
4 Mar - 5 Mar
Salamander Resort And Spa
Front of property

Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (674 reviews)
"Wonderful staff, and fall cottage was lovely."
United States
Henrik
The price is NZ$323
includes taxes & fees
4 Mar - 5 Mar
Hillbrook Inn
Reception

Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North
3.0 star property
Ashburn
8.4 out of 10, Very good, (1,002 reviews)
"Clean room,.nice staff, large walk-in shower, coffee maker and mini fridge! Great price, saved 20 bucks online with Expedia app! I will definitely come back for another "staycation" "
United States
Patrick
The price is NZ$193
includes taxes & fees
8 Mar - 9 Mar
Hilton Garden Inn Dulles North
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, (1,000 reviews)
"Awesome hotel, highly recommend. Great staff!"
United States
WILLIAM
The price is NZ$157
includes taxes & fees
6 Mar - 7 Mar
Holiday Inn Winchester Se-Historic Gateway by IHG
Standard Double Room, 2 Double Beds, Non Smoking

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,000 reviews)
"Great stay, as usual"
United States
Mary
The price is NZ$154
includes taxes & fees
3 Mar - 4 Mar
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.
View all properties

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
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

Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North

10/10 Excellent
"Staff was very friendly, always enjoy this property."
Guy 3-night trip
Posted 1 day ago
Hilton Garden Inn Dulles North

More cheap accommodation in Upperville

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
The price is NZ$128 per night from 27 Feb to 28 Feb
NZ$128
27 Feb - 28 Feb
includes taxes & fees
8.6/10 Excellent! (1,089 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 Salamander Resort And Spa 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?
Breathtaking View with an Indoor Pool: This holiday home rental outside of Upperville is located in the mountains, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. 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: Resort located near One Loudoun. Features a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Salamander Resort And Spa and Hilton Garden Inn Dulles North 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