Photo by Michael Gibson

Find hotels in Upperville, VA from 1.743.009 ₫

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Check prices for these dates

Tonight
9 Dec - 10 Dec
Tomorrow
10 Dec - 11 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

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Our top choices for Upperville hotels

Exterior
Salamander Resort And Spa

Salamander Resort And Spa

5.0 star property
Middleburg
9.2 out of 10, Wonderful, (372)
"."
Canada
Ivanti
The price is 14.235.480 ₫
17.597.691 ₫ total
includes taxes & fees
16 Dec - 17 Dec
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)
"Great hotel!"
United States
CHARLES
The price is 3.338.747 ₫
3.782.801 ₫ total
includes taxes & fees
16 Dec - 17 Dec
The George Washington Hotel, A Wyndham Grand Hotel
Terrace/patio
Hilton Garden Inn Haymarket

Hilton Garden Inn Haymarket

3.0 star property
Haymarket
9.4 out of 10, Exceptional, (251)
"Great place to stay"
United States
Rachel
The price is 3.247.798 ₫
3.767.446 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hilton Garden Inn Haymarket
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, (1001)
"Very nice people in the front desk"
United States
Ximena
The price is 2.352.809 ₫
2.635.145 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Clarion Inn Harpers Ferry - Charles Town
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, (479)
"Amazing place "
United States
Evelyn
The price is 1.915.694 ₫
2.213.942 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Extended Stay America Select Suites Gainesville
Reception
Hampton Inn & Suites Charles Town

Hampton Inn & Suites Charles Town

2.5 star property
Charles Town
9.4 out of 10, Exceptional, (1001)
"Great stay for a quick day trip to visit family. "
United States
Barbara
The price is 2.699.469 ₫
3.023.405 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
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, (2221)
"Clean, beautiful bedding Friendly staff"
United States
Heather
The price is 2.779.873 ₫
3.024.500 ₫ total
includes taxes & fees
16 Dec - 17 Dec
La Quinta Inn & Suites by Wyndham Winchester
Snack bar
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 star property
Winchester
9.0 out of 10, Wonderful, (765)
"The hotel was clean and the staff was pleasant."
United States
Sherri
The price is 1.919.226 ₫
2.088.116 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
TRU By Hilton Winchester
Dining
Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton

2.5 star property
Warrenton
6.4 out of 10, (1000)
"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 1.624.426 ₫
1.743.009 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Baymont by Wyndham Warrenton
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, (1003)
"Nice place to stay "
United States
Wendy
The price is 2.609.838 ₫
2.949.117 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Charles Town by IHG
Lobby
Hampton Inn by Hilton Gainesville-Haymarket

Hampton Inn by Hilton Gainesville-Haymarket

2.5 star property
Gainesville
8.8 out of 10, Excellent, (988)
"Friendly staff, clean room, good breakfast "
United States
Vivian
The price is 2.212.563 ₫
2.522.323 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn by Hilton Gainesville-Haymarket
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, (520)
"the room was clean and the staff was great. The shuttle service to the casino was awesome."
United States
Steve
The price is 3.426.796 ₫
4.101.663 ₫ total
includes taxes & fees
30 Dec - 31 Dec
The Inn at Charles Town - Hollywood Casino
Reception
Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North

3.0 star property
Ashburn
8.4 out of 10, Very good, (1006)
"Nice little stay"
United States
Tamara
The price is 2.082.650 ₫
2.374.223 ₫ total
includes taxes & fees
21 Dec - 22 Dec
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, (1006)
"Clean room, nicely furnished."
United States
Marilyn
The price is 1.950.788 ₫
2.201.543 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior
Quality Inn Winchester

Quality Inn Winchester

2.5 star property
Winchester
9.2 out of 10, Wonderful, (1006)
"Great stay"
United States
Jaron
The price is 1.994.285 ₫
2.169.782 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Quality Inn Winchester
Indoor pool
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

3.0 star property
Winchester
9.0 out of 10, Wonderful, (508)
"Great hotel"
United States
DONNA D
The price is 2.517.044 ₫
2.851.810 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Hilton Garden Inn Winchester
Premium bedding, down duvets, in-room safe, individually decorated
Goodstone Inn & Restaurant

Goodstone Inn & Restaurant

4.0 star property
Middleburg
9.6 out of 10, Exceptional, (48)
"It was a delightful quaint exclusive country inn - a real treat to stay. "
United States
Amanda
The price is 9.991.198 ₫
13.734.075 ₫ total
includes taxes & fees
10 Dec - 11 Dec
Goodstone Inn & Restaurant
Terrace/patio
Home2 Suites by Hilton Charles Town

Home2 Suites by Hilton Charles Town

3.0 star property
Charles Town
9.6 out of 10, Exceptional, (802)
"It was very nice, clean, and convenient. Will stay there again "
United States
Melony
The price is 3.395.426 ₫
3.802.876 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Home2 Suites by Hilton Charles Town
Outdoor dining
The Red Fox Inn & Tavern

The Red Fox Inn & Tavern

4.0 star property
Downtown
9.6 out of 10, Exceptional, (403)
"Such a lovely place to stay. We enjoyed our time at the Red Fox."
United States
Andrew
The price is 16.414.922 ₫
18.712.985 ₫ total
includes taxes & fees
18 Dec - 19 Dec
The Red Fox Inn & Tavern
Exterior
Hampton Inn Warrenton

Hampton Inn Warrenton

2.5 star property
Warrenton
9.0 out of 10, Wonderful, (140)
"Clean room, attentive staff, great breakfast"
United States
Michelle
The price is 2.882.421 ₫
3.150.485 ₫ total
includes taxes & fees
23 Dec - 24 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.
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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

Hotel Burg

Hotel Burg

10/10 Excellent
"The entire property was beautiful and elegant -- from the lobby to the dining to the guest room. The staff was very attentive and kind. The bed was very comfortable and the room was nicely appointed with nice toiletries, bottled water, thick towels, and comfortable bedding. My only ask would be to include a robe. "
Melissa 1-night trip
Posted 3 weeks ago
Hotel Burg

More cheap stays in Upperville

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

160 Front Royal Pike Winchester VA
The price is 1.792.616 ₫ per night from 23 Dec to 24 Dec
1.792.616 ₫
1.950.261 ₫ total
23 Dec - 24 Dec
includes taxes & fees
8.4/10 Very Good! (1,075 reviews)

Hotels in Upperville with star rating

Frequently asked questions

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.

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