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Find hotels in Upperville, VA from AED 209

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Compare 698 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Upperville hotels

Country Inn & Suites by Radisson, Winchester, VA

3.0 star property
8.8 out of 10, Excellent, (1003)
"Great place to stay!"
The price is AED 350
AED 380 total
includes taxes & fees
1 Sep - 2 Sep
Country Inn & Suites by Radisson, Winchester, VA

Quality Inn Winchester

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Great place , great front desk staff, super clean & very quiet"
The price is AED 278
AED 302 total
includes taxes & fees
21 Sep - 22 Sep
Quality Inn Winchester

TownePlace Suites by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (454)
"Ten outta ten would stay here again and again and again! Plenty of eatery options nearby, great staff and super quiet! Clean and fun! Had an awesome time!"
The price is AED 393
AED 428 total
includes taxes & fees
29 Aug - 30 Aug
TownePlace Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (754)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is AED 356
AED 387 total
includes taxes & fees
31 Aug - 1 Sep
Fairfield Inn & Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (704)
"The hotel was clean, staff was great and breakfast was great."
The price is AED 393
AED 428 total
includes taxes & fees
1 Sep - 2 Sep
SpringHill Suites by Marriott Winchester

Comfort Inn & Suites Winchester

2.5 star property
9.4 out of 10, Exceptional, (1002)
"staff was amazing and room was great "
The price is AED 356
AED 387 total
includes taxes & fees
7 Sep - 8 Sep
Comfort Inn & Suites Winchester

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 AED 354
AED 385 total
includes taxes & fees
22 Sep - 23 Sep
TRU By Hilton Winchester

Hampton Inn Winchester N/Conference Center, VA

2.5 star property
9.2 out of 10, Wonderful, (797)
"Clean, friendly. Would definitely stay again "
The price is AED 372
AED 421 total
includes taxes & fees
8 Sep - 9 Sep
Hampton Inn Winchester N/Conference Center, VA

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1326)
"Great place"
The price is AED 291
AED 316 total
includes taxes & fees
15 Sep - 16 Sep
Microtel Inn & Suites by Wyndham Winchester

Clarion Inn Harpers Ferry - Charles Town

2.5 star property
8.0 out of 10, Very Good, (1007)
"Great stay"
The price is AED 337
AED 378 total
includes taxes & fees
7 Sep - 8 Sep
Clarion Inn Harpers Ferry - Charles Town

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (864)
"Nice rooms, staff was friendly "
The price is AED 393
AED 428 total
includes taxes & fees
3 Sep - 4 Sep
Courtyard by Marriott Winchester

Hampton Inn Front Royal

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Great stay"
The price is AED 418
AED 466 total
includes taxes & fees
7 Sep - 8 Sep
Hampton Inn Front Royal

Hampton Inn Winchester-University/Mall Area

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Very comfortable bed and room temperature was perfect."
The price is AED 362
AED 411 total
includes taxes & fees
4 Sep - 5 Sep
Hampton Inn Winchester-University/Mall Area

La Quinta Inn & Suites by Wyndham Winchester

3.0 star property
9.2 out of 10, Wonderful, (2142)
"One of our fave places to stay when we visit Winchester. "
The price is AED 377
AED 410 total
includes taxes & fees
1 Sep - 2 Sep
La Quinta Inn & Suites by Wyndham Winchester

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1005)
"Fantastic stay, thanks!"
The price is AED 372
AED 421 total
includes taxes & fees
7 Sep - 8 Sep
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Front desk person was very helpful"
The price is AED 325
AED 368 total
includes taxes & fees
7 Sep - 8 Sep
Spark by Hilton Winchester

Relax Inn Motel

2.0 star property
8.2 out of 10, Very Good, (241)
"Great price, very clean, amazing staff, lots of food and shopping options very close. Unless you want to spend 3x what you would here, this is the best place to stay in front royal. "
The price is AED 228
AED 253 total
includes taxes & fees
31 Aug - 1 Sep
Relax Inn Motel

Hotel Burg

4.0 star property
9.6 out of 10, Exceptional, (12)
"A wonderful place to stay"
The price is AED 740
AED 851 total
includes taxes & fees
1 Sep - 2 Sep
Hotel Burg

Holiday Inn Express Hotel & Suites Winchester by IHG

2.5 star property
9.0 out of 10, Wonderful, (780)
"Was nice"
The price is AED 400
AED 436 total
includes taxes & fees
2 Sep - 3 Sep
Holiday Inn Express Hotel & Suites Winchester by IHG

Loudoun Valley Manor

3.0 star property
9.6 out of 10, Exceptional, (258)
"Very quiet and friendly staff"
The price is AED 507
AED 578 total
includes taxes & fees
1 Sep - 2 Sep
Loudoun Valley Manor
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.

Top Upperville Hotel Reviews

More cheap stays in Upperville

More cheap stays in Upperville

Hotels in Upperville with star-rating

Hotels in Upperville with star-rating

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 traveler data. Other good choices for your stay in 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 vacation home rentals in Upperville?

Breathtaking View with an Indoor Pool: This vacation home rental outside of Upperville is located in the mountains and has an indoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. See all vacation rentals in Upperville.

If I need to cancel my hotel reservation in Upperville, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Upperville.

Where can I learn more about changing or cancelling my trip to Upperville?

To find more details about rescheduling or cancelling your trip to Upperville, head over to our customer service page.

What are some accommodations with pools in Upperville?

La Quinta Inn & Suites by Wyndham Winchester: Features buffet, an indoor pool, and complimentary wired internet access. Lansdowne Resort and Spa and Holiday Inn Winchester Se-Historic Gateway by IHG are a couple of other choices that offer an onsite pool. View all hotels with pools in Upperville.

What's the best hotel for staying near Ronald Reagan Washington National Airport (DCA)?

Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.

What's it like staying in Upperville?

Visitors can enjoy all that Upperville has to offer including its restaurants. In Upperville, there are 5 hotels and other accommodations to choose from. Find out more about Upperville.

What are the top places to visit in Upperville?

A couple of favorite places to visit are Sky Meadows State Park and Upperville Park. You'll also find Delaplane Cellars and Glenwood Park in the area. Check out what more to see and do in Expedia's Upperville guide.

What's the seasonal weather like in Upperville?

The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Upperville is 44 inches.