Upperville Holidays from AU$3,094
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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 Regency Bethesda
Bethesda Downtown
Price was AU$3,515, price is now AU$3,094 per person
AU$3,094
per person
10 June - 17 June
found 5 hours ago
Return flight included
Sydney (SYD) to Washington (DCA)
8.8/10 Excellent! (1,314 reviews)
Room, amenities, property - all exceeded Hyatt standards. Having parking on sight was a plus.
Reviewed on 12 Apr 2026
The Westin Crystal City Reagan National Airport
Crystal City
Price was AU$3,897, price is now AU$3,357 per person
AU$3,357
per person
10 June - 17 June
found 5 hours ago
Return flight included
Sydney (SYD) to Washington (DCA)
8.6/10 Excellent! (1,004 reviews)
Great stay !!! The hotel is very very close to the metro to get to DC. Would definitely stay here again. Beds were incredibly comfortable.
Reviewed on 17 Apr 2026
Hotel Hive
Northwest
Price was AU$3,825, price is now AU$3,308 per person
AU$3,308
per person
10 June - 17 June
found 5 hours ago
Return flight included
Sydney (SYD) to Washington (DCA)
9.2/10 Wonderful! (1,393 reviews)
Quiet hotel with friendly staff. Perfect location for our trip to DC.
Reviewed on 16 Apr 2026
Hyatt Place Arlington/Courthouse Plaza
Court House
Price was AU$3,689, price is now AU$3,266 per person
AU$3,266
per person
10 June - 17 June
found 5 hours ago
Return flight included
Sydney (SYD) 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
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$195 per night from 3 May to 4 May
AU$195
3 May - 4 May
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.
