Upperville Hotels

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Jul 8 - Jul 9
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Jul 11 - Jul 13
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Top 10 trending Upperville hotels

Fairfield Inn & Suites by Marriott Winchester
Exterior

Fairfield Inn & Suites by Marriott Winchester

2.5 star property
9.0 out of 10, Wonderful, (733)
"Clean and comfortable room, wonderful breakfast, pleasant personnel"
The price is P5,468
P5,949 total
includes taxes & fees
Jul 17 - Jul 18
Fairfield Inn & Suites by Marriott Winchester
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, (2079)
"We only stayed one night as we were passing through but it was an excellent place to stay. "
The price is P6,571
P7,150 total
includes taxes & fees
Jul 13 - Jul 14
La Quinta Inn & Suites by Wyndham 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, (1000)
"Great stay for a great price!"
The price is P5,494
P5,977 total
includes taxes & fees
Jul 13 - Jul 14
Country Inn & Suites by Radisson, Winchester, VA
The Inn at Charles Town - Hollywood Casino
Lobby sitting area

The Inn at Charles Town - Hollywood Casino

3.0 star property
8.6 out of 10, Excellent, (468)
"Loved it all, ecxellent beautiful room, extremely clean, front desk was very friendly. Checkin was perfect. Nice selection in their breakfast menu. Would definitely stay tnere again."
The price is P6,601
P7,958 total
includes taxes & fees
Jul 21 - Jul 22
The Inn at Charles Town - Hollywood Casino
Lansdowne Resort and Spa
Indoor pool, seasonal outdoor pool

Lansdowne Resort and Spa

4.0 star property
8.8 out of 10, Excellent, (1008)
"Excellent hotel with great pool. "
The price is P12,872
P16,778 total
includes taxes & fees
Jul 16 - Jul 17
Lansdowne Resort and Spa
Home2 Suites by Hilton Leesburg
Terrace/patio

Home2 Suites by Hilton Leesburg

3.0 star property
9.8 out of 10, Exceptional, (182)
"Clean, roomy suite, coupled with a good breakfast = EXCELLENT"
The price is P9,085
P10,448 total
includes taxes & fees
Jul 20 - Jul 21
Home2 Suites by Hilton Leesburg
Hampton Inn Front Royal
Exterior

Hampton Inn Front Royal

2.5 star property
8.8 out of 10, Excellent, (1002)
"The quick breakfast was perfect."
The price is P6,380
P7,101 total
includes taxes & fees
Aug 3 - Aug 4
Hampton Inn Front Royal
Rodeway Inn & Suites - Charles Town, WV
Hiking

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
8.8 out of 10, Excellent, (983)
"Spacious room. Easy check-in. "
The price is P4,096
P4,628 total
includes taxes & fees
Aug 3 - Aug 4
Rodeway Inn & Suites - Charles Town, WV
The Carriage Inn B&B
Porch

The Carriage Inn B&B

3.5 star property
9.6 out of 10, Exceptional, (422)
"Excellent, historic, amazing breakfast and hostess"
The price is P9,507
P10,742 total
includes taxes & fees
Jul 21 - Jul 22
The Carriage Inn B&B
Hilton Garden Inn Winchester
Indoor pool

Hilton Garden Inn Winchester

3.0 star property
8.8 out of 10, Excellent, (481)
"Is perfect , clean and comfortable. Great location. "
The price is P5,975
P6,770 total
includes taxes & fees
Jul 27 - Jul 28
Hilton Garden Inn Winchester
Travelodge by Wyndham Winchester
In-room safe, desk, iron/ironing board, free cribs/infant beds

Travelodge by Wyndham Winchester

2.5 star property
8.4 out of 10, Very Good, (1097)
"The stay was great for the price."
The price is P3,912
P4,257 total
includes taxes & fees
Jul 14 - Jul 15
Travelodge by Wyndham Winchester
Hampton Inn by Hilton Gainesville-Haymarket
Exterior

Hampton Inn by Hilton Gainesville-Haymarket

2.5 star property
8.8 out of 10, Excellent, (906)
"Nice stay"
The price is P7,664
P8,737 total
includes taxes & fees
Jul 21 - Jul 22
Hampton Inn by Hilton Gainesville-Haymarket
SpringHill Suites by Marriott Winchester
1 bedroom, pillowtop beds, desk, laptop workspace

SpringHill Suites by Marriott Winchester

2.5 star property
9.4 out of 10, Exceptional, (648)
"Great clean and modern rooms and nice service, would recommend to anyone looking for a stay in the area."
The price is P6,582
P7,161 total
includes taxes & fees
Jul 13 - Jul 14
SpringHill Suites by Marriott Winchester
Hilton Garden Inn Dulles North
Reception

Hilton Garden Inn Dulles North

3.0 star property
8.4 out of 10, Very Good, (1003)
"The pool was not open because of a maintenance issue. That was unfortunate, but they comped their buffet breakfast for us for two mornings. The hotel is ok overall. "
The price is P5,901
P6,727 total
includes taxes & fees
Jul 27 - Jul 28
Hilton Garden Inn Dulles North
Microtel Inn & Suites by Wyndham Winchester
Lobby

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1293)
"Loved our stay super comfy beds!"
The price is P4,989
P5,428 total
includes taxes & fees
Jul 13 - Jul 14
Microtel Inn & Suites by Wyndham Winchester
The George Washington Hotel, A Wyndham Grand Hotel
Bar (on property)

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1004)
"Great location and clean hotel"
The price is P7,180
P8,135 total
includes taxes & fees
Jul 14 - Jul 15
The George Washington Hotel, A Wyndham Grand Hotel
Holiday Inn Express Winchester South-Stephens City by IHG
Exterior

Holiday Inn Express Winchester South-Stephens City by IHG

2.5 star property
8.2 out of 10, Very Good, (754)
"Always great!"
The price is P4,490
P4,885 total
includes taxes & fees
Jul 19 - Jul 20
Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Charles Town by IHG
Rooftop terrace

Holiday Inn Express Charles Town by IHG

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Great overall stay."
The price is P6,304
P7,124 total
includes taxes & fees
Jul 13 - Jul 14
Holiday Inn Express Charles Town by IHG
TownePlace Suites by Marriott Front Royal
Property amenity

TownePlace Suites by Marriott Front Royal

3.0 star property
9.6 out of 10, Exceptional, (508)
"Very nice place to stay."
The price is P7,597
P8,379 total
includes taxes & fees
Jul 27 - Jul 28
TownePlace Suites by Marriott Front Royal
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, (776)
"Well kept, clean, good breakfast."
The price is P6,667
P7,553 total
includes taxes & fees
Jul 24 - Jul 25
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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Learn more about Upperville

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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 Travelodge by Wyndham Winchester and Hilton Garden Inn Dulles North. 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. Hilton Garden Inn Dulles North 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.