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Upperville Hotels

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Jul 30 - Jul 31
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Top 10 trending Upperville hotels

Hilton Garden Inn Dulles North
Experience the hotel's inviting lobby, featuring a high ceiling, pendant lights, and a stylish seating area with a sofa and table.

Hilton Garden Inn Dulles North

3.0 star property
8.4 out of 10, Very Good, (1001)
"Incredibly clean, incredible staff. "
The price is P5,884
P6,708 total
includes taxes & fees
Aug 17 - Aug 18
Hilton Garden Inn Dulles North
Aloft Dulles Airport North
Relax in a stylish outdoor seating area with a bar counter, sofas, and chairs, surrounded by lush greenery and a glass facade offering views into the building.

Aloft Dulles Airport North

3.0 star property
8.2 out of 10, Very Good, (1002)
"Great room, wonderful desk staff, shuttle driver and bartender. Everwas friendly helpful and the property was meticulous!!"
The price is P5,333
P6,080 total
includes taxes & fees
Aug 17 - Aug 18
Aloft Dulles Airport North
Home2 Suites by Hilton Chantilly Dulles Airport
Home 2 offers a modern hotel experience with a flat roof and symmetrical design.

Home2 Suites by Hilton Chantilly Dulles Airport

3.0 star property
8.8 out of 10, Excellent, (342)
"It was a very nice stay at the property"
The price is P8,571
P9,771 total
includes taxes & fees
Aug 11 - Aug 12
Home2 Suites by Hilton Chantilly Dulles Airport
Lansdowne Resort and Spa
Relax by the serene pool surrounded by lush greenery and shaded seating areas.

Lansdowne Resort and Spa

4.0 star property
8.8 out of 10, Excellent, (1001)
"Enjoyed my stay"
The price is P12,476
P16,350 total
includes taxes & fees
Aug 4 - Aug 5
Lansdowne Resort and Spa
Clarion Hotel & Conference Center Leesburg
Enjoy meals in the spacious kitchen with a central island, bar area, and dining space.

Clarion Hotel & Conference Center Leesburg

2.5 star property
6.6 out of 10, (1001)
"Property was very nice. "
The price is P6,288
P7,231 total
includes taxes & fees
Aug 13 - Aug 14
Clarion Hotel & Conference Center Leesburg
Home2 Suites by Hilton Leesburg
Enjoy al fresco dining and cooking at this outdoor patio with a grill station, dining table, and comfortable seating.

Home2 Suites by Hilton Leesburg

3.0 star property
9.8 out of 10, Exceptional, (183)
"Clean, roomy suite, coupled with a good breakfast = EXCELLENT"
The price is P9,462
P10,882 total
includes taxes & fees
Aug 25 - Aug 26
Home2 Suites by Hilton Leesburg
Homewood Suites by Hilton Leesburg
Welcome to our family-friendly hotel lobby, featuring a central island with a pendant light and a self-service area with a refrigerator stocked with beverages and snacks.

Homewood Suites by Hilton Leesburg

3.0 star property
9.2 out of 10, Wonderful, (518)
"Great stay "
The price is P6,776
P7,792 total
includes taxes & fees
Aug 17 - Aug 18
Homewood Suites by Hilton Leesburg
Hampton Inn & Suites Leesburg
Free daily buffet breakfast

Hampton Inn & Suites Leesburg

2.5 star property
8.4 out of 10, Very Good, (832)
"Great staff. Good breakfast."
The price is P6,629
P7,624 total
includes taxes & fees
Aug 26 - Aug 27
Hampton Inn & Suites Leesburg
Best Western Leesburg Hotel & Conference Center
Welcome to our lobby, featuring a high ceiling, comfortable seating, and a warm fireplace.

Best Western Leesburg Hotel & Conference Center

2.5 star property
7.8 out of 10, Good, (1000)
"Clean, quiet hotel."
The price is P5,753
P6,616 total
includes taxes & fees
Aug 3 - Aug 4
Best Western Leesburg Hotel & Conference Center
Red Roof Inn Leesburg, VA
Relax in style with comfortable seating and stay connected with free Wi-Fi in all rooms.

Red Roof Inn Leesburg, VA

2.0 star property
8.4 out of 10, Very Good, (1003)
"It was very convenient to the venues we were visiting. It has plenty of shopping and dining around."
The price is P5,175
P5,951 total
includes taxes & fees
Aug 3 - Aug 4
Red Roof Inn Leesburg, VA
Holiday Inn Express & Suites Leesburg - Historic District by IHG
Enjoy meals at the dining table, adjacent to a cozy living area with a sofa and artwork.

Holiday Inn Express & Suites Leesburg - Historic District by IHG

2.5 star property
9.0 out of 10, Wonderful, (980)
"Great stay"
The price is P6,710
P7,716 total
includes taxes & fees
Aug 26 - Aug 27
Holiday Inn Express & Suites Leesburg - Historic District by IHG
SpringHill Suites by Marriott Gainesville Haymarket
Relax in style on our covered patio, featuring comfortable seating and a cozy fire feature.

SpringHill Suites by Marriott Gainesville Haymarket

2.5 star property
9.4 out of 10, Exceptional, (323)
"Beautiful place "
The price is P9,979
P11,376 total
includes taxes & fees
Aug 17 - Aug 18
SpringHill Suites by Marriott Gainesville Haymarket
Hampton Inn by Hilton Gainesville-Haymarket
Relax in our spacious lobby with a central table and comfortable seating areas.

Hampton Inn by Hilton Gainesville-Haymarket

2.5 star property
8.8 out of 10, Excellent, (913)
"Nice stay"
The price is P6,776
P7,724 total
includes taxes & fees
Aug 17 - Aug 18
Hampton Inn by Hilton Gainesville-Haymarket
Extended Stay America Select Suites Gainesville
Kitchen area with microwave, refrigerator, and sink.

Extended Stay America Select Suites Gainesville

2.5 star property
6.0 out of 10, (450)
"Great stay. "
The price is P4,903
P5,589 total
includes taxes & fees
Aug 3 - Aug 4
Extended Stay America Select Suites Gainesville
'thomson Farm' Classic Home < 10 Mi to Vineyards!
Functional kitchen with a central island and stainless steel appliances.

'thomson Farm' Classic Home < 10 Mi to Vineyards!

3.0 star property
The price is P68,818
P106,009 total
includes taxes & fees
Jul 31 - Aug 1
'thomson Farm' Classic Home < 10 Mi to Vineyards!
Hotel Burg
In-room safe, blackout drapes, free cribs/infant beds, travel crib

Hotel Burg

4.0 star property
The price is P9,755
P11,218 total
includes taxes & fees
Aug 4 - Aug 5
Hotel Burg
Balcony & Pool Access: Modern Gainesville Home
Interior

Balcony & Pool Access: Modern Gainesville Home

3.5 star property
The price is P9,206
P25,260 total
includes taxes & fees
Aug 11 - Aug 12
Balcony & Pool Access: Modern Gainesville Home
Hilton Garden Inn Haymarket
Relax in the outdoor seating area with wicker chairs and tables along the building's side, surrounded by a low fence.

Hilton Garden Inn Haymarket

3.0 star property
9.4 out of 10, Exceptional, (204)
"The hotel was right in town with nice restaurants nearby. "
The price is P8,628
P10,009 total
includes taxes & fees
Aug 17 - Aug 18
Hilton Garden Inn Haymarket
Hike, Sip & Explore: Charming Waterford Cottage!
Relax in this inviting living area with a large window, sofa, sideboard, and TV.

Hike, Sip & Explore: Charming Waterford Cottage!

3.0 star property
The price is P7,341
P16,313 total
includes taxes & fees
Aug 17 - Aug 18
Hike, Sip & Explore: Charming Waterford Cottage!
Inn at Evergreen
Enjoy meals in this beautifully appointed dining area with high ceilings, ornate chandeliers, and large windows.

Inn at Evergreen

3.5 star property
9.4 out of 10, Exceptional, (127)
"Wonderful place to stay"
The price is P11,871
P13,533 total
includes taxes & fees
Aug 3 - Aug 4
Inn at Evergreen
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

Explore Upperville: its food and more!

See all hotels in Upperville

Top Upperville Hotel Reviews

Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

10/10 Excellent
"Justin made check in easy and was amenable to moving me up a floor. He has awesome people skills! Very personable."
Elaine 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Winchester, VA

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 traveler data. Other good choices for your stay in the area are La Quinta Inn & Suites by Wyndham Winchester and Holiday Inn Winchester Se-Historic Gateway by IHG. See all available top hotels, or 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?

Lansdowne Resort and Spa: Features a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. La Quinta Inn & Suites by Wyndham Winchester 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 Blue Ridge Regional 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.