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Upperville Hotels

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Tonight
23 Aug - 24 Aug
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24 Aug - 25 Aug
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29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept

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Top 10 trending Upperville hotels

Quality Inn Winchester
Exterior

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Great place , great front desk staff, super clean & very quiet"
The price is €71
includes taxes & fees
15 Sept - 16 Sept
Quality Inn Winchester
Comfort Inn & Suites Winchester
Exterior

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1001)
"staff was amazing and room was great "
The price is €90
includes taxes & fees
14 Sept - 15 Sept
Comfort Inn & Suites Winchester
Country Inn & Suites by Radisson, Winchester, VA
Lobby

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1002)
"Great place to stay!"
The price is €88
includes taxes & fees
26 Aug - 27 Aug
Country Inn & Suites by Radisson, Winchester, VA
SpringHill Suites by Marriott Winchester
1 bedroom, pillow-top beds, desk, laptop workspace

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (699)
"The hotel was clean, staff was great and breakfast was great."
The price is €108
includes taxes & fees
1 Sept - 2 Sept
SpringHill Suites by Marriott Winchester
Rodeway Inn & Suites - Charles Town, WV
2 bars/lounges, sports bar

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
8.8 out of 10, Excellent, (1001)
"Always stay here. Quiet , clean and 2 mins from casino "
The price is €69
includes taxes & fees
26 Aug - 27 Aug
Rodeway Inn & Suites - Charles Town, WV
Travelodge by Wyndham Winchester
In-room safe, desk, iron/ironing board, free cots/infant beds

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very good, (1085)
"Good location great value friendly staff"
The price is €64
includes taxes & fees
24 Aug - 25 Aug
Travelodge by Wyndham Winchester
Spark by Hilton Winchester
Lobby

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Front desk person was very helpful"
The price is €85
includes taxes & fees
7 Sept - 8 Sept
Spark by Hilton Winchester
Microtel Inn & Suites by Wyndham Winchester
Lobby

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1324)
"Great place"
The price is €74
includes taxes & fees
15 Sept - 16 Sept
Microtel Inn & Suites by Wyndham Winchester
Fairfield Inn & Suites by Marriott Winchester
Exterior

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (753)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is €90
includes taxes & fees
31 Aug - 1 Sept
Fairfield Inn & Suites by Marriott Winchester
Hampton Inn Winchester N/Conference Center, VA
Snack bar

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (795)
"A good solid Hampton inn, close to historic downtown with lots of restaurants and bars."
The price is €98
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Winchester N/Conference Center, VA
Red Roof Inn Leesburg, VA
Lobby

Red Roof Inn Leesburg, VA

2.0 star property
8.4 out of 10, Very good, (1001)
"Nice place! "
The price is €89
includes taxes & fees
27 Aug - 28 Aug
Red Roof Inn Leesburg, VA
Quality Inn Stephens City - Winchester South
Free daily continental breakfast

Quality Inn Stephens City - Winchester South

2.5 star property
8.0 out of 10, Very good, (600)
"Great stay!"
The price is €66
includes taxes & fees
15 Sept - 16 Sept
Quality Inn Stephens City - Winchester South
Motel 6 Charles Town, WV
Property grounds

Motel 6 Charles Town, WV

2.0 star property
7.6 out of 10, Good, (717)
"It was a great experience and weekend. We liked it because it was close to the casino. And it was 9 miles away from my husband's cousin who we got to visit while we were there."
The price is €62
includes taxes & fees
31 Aug - 1 Sept
Motel 6 Charles Town, WV
Relax Inn Motel
Front of property – evening/night

Relax Inn Motel

2.0 star property
8.2 out of 10, Very good, (239)
"Clean, quiet and convenient. Check in process was quick and easy, with the very friendly and helpful staff. I would absolutely stay here again."
The price is €59
includes taxes & fees
24 Aug - 25 Aug
Relax Inn Motel
TRU By Hilton Winchester
Snack bar

TRU By Hilton Winchester

2.5 star property
9.0 out of 10, Wonderful, (698)
"It was a new clean property! Very comfortable beds and a large bathroom "
The price is €85
includes taxes & fees
1 Sept - 2 Sept
TRU By Hilton Winchester
Super 8 by Wyndham Winchester VA
Lobby

Super 8 by Wyndham Winchester VA

2.0 star property
6.2 out of 10, (605)
"Improvements could be made with housekeeping, but a nice stay all the same"
The price is €54
includes taxes & fees
31 Aug - 1 Sept
Super 8 by Wyndham Winchester VA
La Quinta Inn & Suites by Wyndham Winchester
Exterior

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2133)
"One of our fave places to stay when we visit Winchester. "
The price is €95
includes taxes & fees
1 Sept - 2 Sept
La Quinta Inn & Suites by Wyndham Winchester
Days Inn by Wyndham Charles Town/Harpers Ferry
Premium bedding, pillow-top beds, desk, blackout curtains

Days Inn by Wyndham Charles Town/Harpers Ferry

2.0 star property
8.0 out of 10, Very good, (1000)
"Clean and rooms are well equiped. Breakfast is great. Staff is very friendly and welcoming. "
The price is €64
includes taxes & fees
4 Sept - 5 Sept
Days Inn by Wyndham Charles Town/Harpers Ferry
Courtyard by Marriott Winchester
Restaurant

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (863)
"Nice rooms, staff was friendly "
The price is €99
includes taxes & fees
30 Aug - 31 Aug
Courtyard by Marriott Winchester
Clarion Inn Harpers Ferry - Charles Town
Indoor pool

Clarion Inn Harpers Ferry - Charles Town

2.5 star property
8.0 out of 10, Very good, (1001)
"Great stay"
The price is €88
includes taxes & fees
1 Sept - 2 Sept
Clarion Inn Harpers Ferry - Charles Town
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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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

Top Upperville Hotel Reviews

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent
"We had a great overnight stay. Easy and friendly check in/check out, very clean and comfortable room and decent breakfast options. There is ample parking and felt safe. My dog loved the window seat. Will definitely stay here again."
Eric 1-night trip
Posted 3 hours ago
Microtel Inn & Suites by Wyndham Winchester

Frequently asked questions

Where is the best place to stay in Upperville?

Located 18.4 mi (29.6 km) from the heart of Upperville, La Quinta Inn & Suites 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 Lansdowne Resort and Spa and Holiday Inn Winchester Se-Historic Gateway by IHG. 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?

La Quinta Inn & Suites by Wyndham Winchester: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Lansdowne Resort and Spa and Holiday Inn Winchester Se-Historic Gateway by IHG 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 5 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.