Photo by Michael Gibson

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22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
24 Oct - 26 Oct
Next weekend
31 Oct - 2 Nov

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Top hotels and accommodation in Upperville

Indoor pool
Clarion Inn Harpers Ferry - Charles Town
Clarion Inn Harpers Ferry - Charles Town
2.5 star property
8.0 out of 10, Very good, (1028)
"Great staff. Great location. Great restaurant "
United States
bradley
The price is AU$155
includes taxes & fees
3 Nov - 4 Nov
Clarion Inn Harpers Ferry - Charles Town
Exterior
Salamander Resort And Spa
Salamander Resort And Spa
5.0 star property
9.2 out of 10, Wonderful, (365)
"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 AU$1,002
includes taxes & fees
30 Oct - 31 Oct
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
9.4 out of 10, Exceptional, (1004)
"We enjoyed our stay at The George Washington Hotel. It has a nice bar and restaurant. It is convenient to Old Town Winchester, which has some nice bars and restaurants. "
United States
Nicholas
The price is AU$221
includes taxes & fees
30 Oct - 31 Oct
The George Washington Hotel, A Wyndham Grand Hotel
Rooftop terrace
Holiday Inn Express Charles Town by IHG
Holiday Inn Express Charles Town by IHG
2.5 star property
9.2 out of 10, Wonderful, (1001)
"Clean room, helpful staff…"
United States
Isidoro
The price is AU$179
includes taxes & fees
31 Oct - 1 Nov
Holiday Inn Express Charles Town by IHG
Desk, iron/ironing board, free WiFi, bed sheets
Extended Stay America Select Suites Gainesville
Extended Stay America Select Suites Gainesville
2.5 star property
6.2 out of 10, (469)
"I really liked that the front desk staff were so helpful and friendly 😊"
United States
MELINDA
The price is AU$129
includes taxes & fees
5 Nov - 6 Nov
Extended Stay America Select Suites Gainesville
Exterior
La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
9.2 out of 10, Wonderful, (2178)
"Clean room, friendly staff"
United States
Alice
The price is AU$172
includes taxes & fees
2 Nov - 3 Nov
La Quinta Inn & Suites by Wyndham Winchester
Terrace/patio
Hilton Garden Inn Haymarket
Hilton Garden Inn Haymarket
3.0 star property
9.4 out of 10, Exceptional, (236)
"This hotel is clean with a restaurant and a bar, staff is friendly and kind "
United States
Marita
The price is AU$224
includes taxes & fees
16 Nov - 17 Nov
Hilton Garden Inn Haymarket
Dining
Baymont by Wyndham Warrenton
Baymont by Wyndham Warrenton
2.5 star property
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 AU$113
includes taxes & fees
4 Nov - 5 Nov
Baymont by Wyndham Warrenton
Lobby
Hampton Inn by Hilton Gainesville-Haymarket
Hampton Inn by Hilton Gainesville-Haymarket
2.5 star property
8.8 out of 10, Excellent, (962)
"Good for a night stay room was nice and breakfast was good thanks for the good night sleep"
United States
William
The price is AU$187
includes taxes & fees
16 Nov - 17 Nov
Hampton Inn by Hilton Gainesville-Haymarket
Reception
Hampton Inn & Suites Charles Town
Hampton Inn & Suites Charles Town
2.5 star property
9.4 out of 10, Exceptional, (1019)
"The hotel and staff were great. Plenty of towels in the bathroom. Breakfast was good and many options to choose from. And kept very very clean. The lobby smells wonderful!"
United States
Sandra
The price is AU$210
includes taxes & fees
28 Oct - 29 Oct
Hampton Inn & Suites Charles Town
Restaurant
The Inn at Charles Town - Hollywood Casino
The Inn at Charles Town - Hollywood Casino
3.0 star property
8.6 out of 10, Excellent, (500)
"Easy to get to, close to casino. Dining options nearby. Staff is friendly, especially the ladies that handle breakfast."
United States
Ellen
The price is AU$216
includes taxes & fees
3 Nov - 4 Nov
The Inn at Charles Town - Hollywood Casino
Suite, 1 Bedroom
Candlewood Suites Winchester by IHG
Candlewood Suites Winchester by IHG
2.5 star property
8.8 out of 10, Excellent, (523)
"Lots of parking. "
United States
Douglas
The price is AU$149
includes taxes & fees
2 Nov - 3 Nov
Candlewood Suites Winchester by IHG
Snack bar
TRU By Hilton Winchester
TRU By Hilton Winchester
2.5 star property
9.0 out of 10, Wonderful, (727)
"Clean room easy check in/out"
United States
Edward
The price is AU$151
includes taxes & fees
18 Nov - 19 Nov
TRU By Hilton Winchester
Premium bedding, pillow-top beds, blackout curtains, iron/ironing board
Travelodge By Wyndham Charles Town/Harpers Ferry
Travelodge By Wyndham Charles Town/Harpers Ferry
2.0 star property
7.0 out of 10, Good, (253)
"This was a great place to stay for the evening. Friendly front desk. Assistance with a room key not working properly (even offered a late check out for the inconvenience). Very comfortable and clean bed. Excellent breakfast selections! I would definitely stay here again!"
United States
Keith
The price is AU$117
includes taxes & fees
26 Oct - 27 Oct
Travelodge By Wyndham Charles Town/Harpers Ferry
Indoor pool
Hilton Garden Inn Winchester
Hilton Garden Inn Winchester
3.0 star property
8.8 out of 10, Excellent, (499)
"Is perfect , clean and comfortable. Great location. "
United States
Maria Ofelia
The price is AU$167
includes taxes & fees
9 Nov - 10 Nov
Hilton Garden Inn Winchester
In-room safe, desk, iron/ironing board, free cots/infant beds
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 star property
8.6 out of 10, Excellent, (1103)
" Clean rooms, nice beds. Breakfast small but good. Great front desk staff. "
United States
Rachel
The price is AU$116
includes taxes & fees
2 Nov - 3 Nov
Travelodge by Wyndham Winchester
Exterior
Red Roof Inn Warrenton
Red Roof Inn Warrenton
2.0 star property
6.2 out of 10, (781)
"This was a very nice clean, friendly and safe stay!"
United States
Tammy
The price is AU$129
includes taxes & fees
26 Oct - 27 Oct
Red Roof Inn Warrenton
Exterior
Holiday Inn Winchester Se-Historic Gateway by IHG
Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Everyone was very very friendly!"
United States
Paul
The price is AU$152
includes taxes & fees
10 Nov - 11 Nov
Holiday Inn Winchester Se-Historic Gateway by IHG
Breakfast area
Econo Lodge Inn & Suites
Econo Lodge Inn & Suites
2.0 star property
5.8 out of 10, (291)
"This is not the best hotel I've stayed, but it IS the best in this price range. Super nice reception, and the room was spartan but very clean and correct. I stayed here as a pause in the middle of a long trip, and slept great. Also, there's a remarkable, higher-end restaurant nearby, Vault & Cellar, which was a welcome break from the drive. I'll stay here every time I make this trip. "
United States
Roger
The price is AU$106
includes taxes & fees
2 Nov - 3 Nov
Econo Lodge Inn & Suites
Outdoor dining
The Red Fox Inn & Tavern
The Red Fox Inn & Tavern
4.0 star property
9.6 out of 10, Exceptional, (395)
"Wonderful clean and comfortable rooms, charming Inn and friendly staff. "
United States
Denise
The Red Fox Inn & Tavern
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

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

10/10 Excellent
"Friendly staff "
Matt 1-night trip
Posted 3 days ago
Travelodge by Wyndham Winchester

More cheap accommodation in Upperville

Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

640 East Jubal Early Drive, Winchester, VA
The price is AU$177 per night from 5 Nov to 6 Nov
AU$177
5 Nov - 6 Nov
includes taxes & fees
9/10 Wonderful! (1,000 reviews)

Frequently asked questions

Where is the best place to stay in Upperville?
Located 18.5 mi (29.8 km) from the heart of Upperville, Travelodge by Wyndham Winchester 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 La Quinta Inn & Suites by Wyndham Winchester. See all available top hotels, or vacation rentals in Upperville.
What are some of the best holiday rentals that Upperville has to offer?
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!: This holiday home rental outside of Upperville offers a patio, a garden and a BBQ to help you feel perfectly comfortable 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. Make the most of Access to hot tub in this rental home to help you unwind. 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?
Hilton Garden Inn Dulles North: Offers complimentary high-speed (wired) Internet access, an indoor pool and free self parking. La Quinta Inn & Suites by Wyndham Winchester and Clarion Inn Harpers Ferry - Charles Town 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 Glenwood Park 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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