Upperville Holidays from AU$517
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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.
The Latest Upperville Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Hyatt Place Arlington/Courthouse Plaza
Court House
Price was AU$580, price is now AU$517 per person
AU$517
per person
5 June - 7 June
found 4 hours ago
Return flight included
Boston (BOS) to Washington (DCA)
9.2/10 Wonderful! (1,103 reviews)
It a very nice area. Things to do and eat. Metro very close
Reviewed on 17 Apr 2026
Fairmont Washington, D.C., Georgetown
Northwest
Price was AU$844, price is now AU$681 per person
AU$681
per person
5 June - 7 June
found 4 hours ago
Return flight included
Boston (BOS) to Washington (DCA)
9.4/10 Exceptional! (1,005 reviews)
Convenient walk to restaurants and shopping in Georgetown. Beautiful hotel and large room! The Bar is very cool as well.
Reviewed on 13 Apr 2026
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
Lansdowne Resort and Spa
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
The price is AU$388 per night from 26 Apr to 27 Apr
AU$388
26 Apr - 27 Apr
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Nice and clean with a friendly staff
Reviewed on 17 Apr 2026
Salamander Resort And Spa
500 North Pendleton Street Middleburg VA
Fully refundableReserve now, pay when you stay
The price is AU$946 per night from 10 May to 11 May
AU$946
10 May - 11 May
includes taxes & fees
9.2/10 Wonderful! (390 reviews)
The spa services are excellent. There was a mishap with the room reservation and I was put in a handicap room.
Reviewed on 16 Apr 2026
Hilton Garden Inn Dulles North
22400 Flagstaff Plaza Ashburn VA
Fully refundableReserve now, pay when you stay
The price is AU$192 per night from 26 Apr to 27 Apr
AU$192
26 Apr - 27 Apr
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Staff was helpful.
Reviewed on 1 Apr 2026
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.
