Upperville Holidays
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Your Upperville Holiday
Cuisine, art, entertainment and more … It's all waiting for you with an Upperville holiday package. And with the ability to customise your city break, it's guaranteed to be one to remember. Sky Meadows State Park is among the big-ticket attractions to add to your itinerary during a trip to Upperville. Expedia will help you escape your daily routine. Tailor your holiday to Upperville to match your travel style, whatever that may look like.
Upperville Holiday
Upperville Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Washington Dulles Intl. Airport (IAD) |
Max Temp Winter | 4ºC |
Max Temp Summer | 29ºC |
Top Sights | Barrel Oak Winery, The Boxwood Winery and Philip Carter Winery |
Our pick of the best Upperville Hotel Deals
Hilton Garden Inn Dulles North
22400 Flagstaff Plaza Ashburn VA
Fully refundableReserve now, pay when you stay
The price is AU$137 per night from 22 Dec to 23 Dec
AU$137
22 Dec - 23 Dec
includes taxes & fees
8.4/10 Very Good! (1,008 reviews)
The room was clean and spacious, and the options for breakfast were plentiful. Eggs, potatoes, bacon, and sausage were available in the warmers while the more traditional continental breakfast items were also available. Staff was very friendly and helpful. The pool was a great place to hang out between ...
Reviewed on 24 Nov 2025
Lansdowne Resort and Spa
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
The price is AU$300 per night from 14 Dec to 15 Dec
AU$300
14 Dec - 15 Dec
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
The
Reviewed on 26 Nov 2025
Salamander Resort And Spa
500 North Pendleton Street Middleburg VA
Fully refundableReserve now, pay when you stay
The price is AU$983 per night from 3 Dec to 4 Dec
AU$983
3 Dec - 4 Dec
includes taxes & fees
9.2/10 Wonderful! (369 reviews)
The staff was really accommodating and the facilities were absolutely gorgeous!! Luxury and feeling like royalty the entire stay.
Reviewed on 4 Nov 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
