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10 Jan - 11 Jan
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11 Jan - 12 Jan
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16 Jan - 18 Jan
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23 Jan - 25 Jan

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Our top choices for Upperville hotels

Exterior
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,092 reviews)
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is NZ$186
includes taxes & fees
8 Feb - 9 Feb
Comfort Inn & Suites Winchester
Snack bar
TRU By Hilton Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (784 reviews)
"Clean room, good breakfast, easy check in/out."
United States
Joseph
The price is NZ$141
includes taxes & fees
26 Jan - 27 Jan
TRU By Hilton Winchester
Free daily buffet breakfast
La Quinta Inn & Suites by Wyndham Winchester

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, (2,244 reviews)
"Staff is very pleasant and personable. "
United States
Julie
The price is NZ$174
includes taxes & fees
14 Jan - 15 Jan
La Quinta Inn & Suites by Wyndham Winchester
Lobby
Country Inn & Suites by Radisson, Winchester, VA

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, (1,004 reviews)
"Clean efficient room with good front desk service. Convienence to Highway 81 and eateries."
United States
Chris
The price is NZ$160
includes taxes & fees
8 Feb - 9 Feb
Country Inn & Suites by Radisson, Winchester, VA
Exterior
Holiday Inn Express Winchester South-Stephens City by IHG

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, (812 reviews)
"Clean room, nice staff, simple but good breakfast, fresh ground coffee machine was really nice. "
United States
Rose
The price is NZ$140
includes taxes & fees
18 Jan - 19 Jan
Holiday Inn Express Winchester South-Stephens City by IHG
Lobby
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,424 reviews)
"Clean room and bathroom, friendly staff, helpful."
United States
Thomas
The price is NZ$150
includes taxes & fees
8 Feb - 9 Feb
Microtel Inn & Suites by Wyndham Winchester
Lobby
Spark by Hilton Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,002 reviews)
"Nice motel "
United States
David
The price is NZ$152
includes taxes & fees
25 Jan - 26 Jan
Spark by Hilton Winchester
Lunch and dinner served, American cuisine
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1,014 reviews)
"Room was clean, nice view to the nature, staff was great."
United States
Rao
The price is NZ$174
includes taxes & fees
20 Jan - 21 Jan
Clarion Inn Harpers Ferry - Charles Town
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG

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)
"Great room cozy bed fabulous restaurant great staff on property"
United States
joyce
The price is NZ$168
includes taxes & fees
18 Jan - 19 Jan
Holiday Inn Winchester Se-Historic Gateway by IHG
Indoor pool
Hampton Inn Front Royal

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,006 reviews)
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is NZ$189
includes taxes & fees
17 Jan - 18 Jan
Hampton Inn Front Royal
Exterior
Quality Inn Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,001 reviews)
"Great stay, as usual"
United States
Mary
The price is NZ$159
includes taxes & fees
22 Jan - 23 Jan
Quality Inn Winchester
Lobby
Super 8 by Wyndham Front Royal Near Shenandoah National Park

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, (1,001 reviews)
"Good condition "
United States
Phillip
The price is NZ$108
includes taxes & fees
13 Jan - 14 Jan
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Standard Room, 1 King Bed, Non Smoking, Refrigerator & Microwave (with Single Sofabed)
Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center

Best Western Leesburg Hotel & Conference Center
2.5 star property
Leesburg
8.0 out of 10, Very good, (1,002 reviews)
"Very clean, pleasant, helpful staff. Very attentive breakfast staff. "
United States
Barbara
The price is NZ$157
includes taxes & fees
12 Jan - 13 Jan
Best Western Leesburg Hotel & Conference Center
Exterior
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (796 reviews)
"Great stay!"
United States
Rene
The price is NZ$203
includes taxes & fees
18 Jan - 19 Jan
SpringHill Suites by Marriott Winchester
Exterior
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (925 reviews)
"Room was great. Staff was extremely friendly."
United States
Amy
The price is NZ$202
includes taxes & fees
18 Jan - 19 Jan
Courtyard by Marriott Winchester
Bar (on property)
The George Washington Hotel, A Wyndham Grand Hotel

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, (1,005 reviews)
"Great hotel!"
United States
CHARLES
The price is NZ$250
includes taxes & fees
22 Jan - 23 Jan
The George Washington Hotel, A Wyndham Grand Hotel
Free on-the-go breakfast
Holiday Inn Express Hotel & Suites Warrenton by IHG

Holiday Inn Express Hotel & Suites Warrenton by IHG

Holiday Inn Express Hotel & Suites Warrenton by IHG
2.5 star property
Warrenton
8.6 out of 10, Excellent, (775 reviews)
"Convenient location for my business trip spacious, and clean, thank you"
United States
Robert
The price is NZ$164
includes taxes & fees
18 Jan - 19 Jan
Holiday Inn Express Hotel & Suites Warrenton by IHG
Lobby
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (812 reviews)
"We stay here a lot and it is always consistently clean and service is great. "
United States
Kim
The price is NZ$171
includes taxes & fees
19 Jan - 20 Jan
Fairfield Inn & Suites by Marriott Winchester
Bar (on property)
DoubleTree by Hilton Front Royal Blue Ridge Shadows

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, (1,001 reviews)
"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$187
includes taxes & fees
18 Jan - 19 Jan
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Restaurant
Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (854 reviews)
"Clean room very nice staff"
United States
JEROME J
The price is NZ$208
includes taxes & fees
18 Jan - 19 Jan
Hampton Inn Winchester N/Conference Center, VA
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

More cheap accommodation in Upperville

Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton

7379 Comfort Inn Drive Warrenton VA
The price is NZ$115 per night from 10 Feb to 11 Feb
NZ$115
10 Feb - 11 Feb
includes taxes & fees
6.4/10 (1,000 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 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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