Photo by Michael Gibson

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Our top choices for Upperville hotels

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, (2247)
"Staff is very pleasant and personable. "
United States
Julie
The price is NZ$186
includes taxes & fees
11 Jan - 12 Jan
La Quinta Inn & Suites by Wyndham Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1101)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is NZ$182
includes taxes & fees
25 Jan - 26 Jan
Comfort Inn & Suites Winchester

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, (1000)
"Clean efficient room with good front desk service. Convienence to Highway 81 and eateries."
United States
Chris
The price is NZ$156
includes taxes & fees
25 Jan - 26 Jan
Country Inn & Suites by Radisson, Winchester, VA

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1427)
"Clean room and bathroom, friendly staff, helpful."
United States
Thomas
The price is NZ$149
includes taxes & fees
13 Jan - 14 Jan
Microtel Inn & Suites by Wyndham Winchester

Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center
2.5 star property
Leesburg
8.0 out of 10, Very good, (1000)
"Very clean, pleasant, helpful staff. Very attentive breakfast staff. "
United States
Barbara
The price is NZ$150
includes taxes & fees
8 Jan - 9 Jan
Best Western Leesburg Hotel & Conference Center

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (784)
"Clean room, good breakfast, easy check in/out."
United States
Joseph
The price is NZ$139
includes taxes & fees
26 Jan - 27 Jan
TRU By Hilton Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (811)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is NZ$169
includes taxes & fees
9 Jan - 10 Jan
Fairfield Inn & Suites by Marriott Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1002)
"Enjoyable stay! Courteous staff. Great location central to everything. "
United States
Octavia
The price is NZ$151
includes taxes & fees
25 Jan - 26 Jan
Spark by Hilton Winchester

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1013)
"Room was clean, nice view to the nature, staff was great."
United States
Rao
The price is NZ$173
includes taxes & fees
18 Jan - 19 Jan
Clarion Inn Harpers Ferry - Charles Town

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (794)
"Great stay!"
United States
Rene
The price is NZ$201
includes taxes & fees
18 Jan - 19 Jan
SpringHill Suites by Marriott Winchester

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1001)
"Clean rooms and property. Staff was amazing. Hot tub and pool area were great and clean. Very comfortable stay. Only issue was shower was very slow to drain but confident staff will fix it for next"
United States
Edward
The price is NZ$186
includes taxes & fees
15 Jan - 16 Jan
DoubleTree by Hilton Front Royal Blue Ridge Shadows

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, (810)
"Clean room, nice staff, simple but good breakfast, fresh ground coffee machine was really nice. "
United States
Rose
The price is NZ$139
includes taxes & fees
11 Jan - 12 Jan
Holiday Inn Express Winchester South-Stephens City by IHG

Hampton Inn by Hilton Gainesville-Haymarket

Hampton Inn by Hilton Gainesville-Haymarket
2.5 star property
Gainesville
8.8 out of 10, Excellent, (998)
"We always prefer staying at this Hampton Inn when we’re in Gainesville! The accommodations are great, and the staff is excellent!"
United States
John
The price is NZ$196
includes taxes & fees
18 Jan - 19 Jan
Hampton Inn by Hilton Gainesville-Haymarket

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, (1004)
"Great hotel!"
United States
CHARLES
The price is NZ$248
includes taxes & fees
13 Jan - 14 Jan
The George Washington Hotel, A Wyndham Grand Hotel

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, (1000)
"Great room cozy bed fabulous restaurant great staff on property"
United States
joyce
The price is NZ$159
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Winchester Se-Historic Gateway by IHG

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1000)
"Great stay, as usual"
United States
Mary
The price is NZ$146
includes taxes & fees
26 Jan - 27 Jan
Quality Inn Winchester

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1001)
"Good condition "
United States
Phillip
The price is NZ$119
includes taxes & fees
8 Jan - 9 Jan
Super 8 by Wyndham Front Royal Near Shenandoah National Park

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1084)
"Hotels well Located off 81 for a nice pull Off and overnight stay. Staff is friendly and helpful and rooms comfortable and quiet. "
United States
Stefanie
The price is NZ$128
includes taxes & fees
1 Feb - 2 Feb
Travelodge by Wyndham Winchester

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (924)
"Room was great. Staff was extremely friendly."
United States
Amy
The price is NZ$201
includes taxes & fees
13 Jan - 14 Jan
Courtyard by Marriott Winchester

Sleep Inn & Suites Winchester near University

Sleep Inn & Suites Winchester near University
2.5 star property
Winchester
7.8 out of 10, Good, (1007)
"great stay with breakfast too"
United States
James
The price is NZ$144
includes taxes & fees
26 Jan - 27 Jan
Sleep Inn & Suites Winchester near University
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

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

More cheap accommodation in Upperville

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 Hilton Garden Inn Dulles North and Salamander Resort And Spa. See all available top hotels, or vacation rentals in Upperville.
What are some of the best holiday rentals that Upperville has to offer?
Charming 3-bedroom house with firepit and game room in gorgeous Harpers Ferry: This holiday home rental outside of Upperville is located in the mountains, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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 Salamander Resort And Spa 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.

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