
Upperville Holidays from AU$2,446
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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.

SIXTY DC
Downtown Washington D.C.
Price was AU$3,193, price is now AU$2,446 per person
AU$2,446
per person
9 Dec - 14 Dec
found 22 hours ago
Return flight included
Sydney (SYD) to Washington (DCA)
9.8/10 Exceptional! (55 reviews)
The room was small and limited in space to move around. Staff were easy to talk to and receive support. Overall, the location provided many options for walking to historic locations or to take a short uber drive to the Capital, White House or many other areas of interest.
Reviewed on 10 Oct 2025

Sofitel Washington DC Lafayette Square
Downtown Washington D.C.
Price was AU$3,578, price is now AU$2,795 per person
AU$2,795
per person
9 Dec - 14 Dec
found 22 hours ago
Return flight included
Sydney (SYD) to Washington (DCA)
9/10 Wonderful! (1,044 reviews)
The Sofitel was 2 blocks from
McPherson Square metro stop and 1 mile from the National Mall. Great access for all tour must sees in DC.
Reviewed on 14 Oct 2025


Hotel Washington
Downtown Washington D.C.
Price was AU$3,587, price is now AU$2,895 per person
AU$2,895
per person
9 Dec - 14 Dec
found 22 hours ago
Return flight included
Sydney (SYD) to Washington (DCA)
9/10 Wonderful! (2,351 reviews)
Great location and nice hotel. The view was awesome.
Reviewed on 13 Oct 2025

Riggs Washington DC
Downtown Washington D.C.
Price was AU$4,026, price is now AU$3,268 per person
AU$3,268
per person
9 Dec - 14 Dec
found 22 hours ago
Return flight included
Sydney (SYD) to Washington (DCA)
9.2/10 Wonderful! (1,413 reviews)
We stayed for four nights and had adjoining rooms, which worked perfectly for our family. One room had a king bed with a bathroom featuring a shower that had excellent water pressure in the handheld fixture. The adjoining room had two double beds and a smart bathroom setup, with the sink separate from a water closet that included a toilet and a full bathtub/shower combination. This layout made it easy for someone to brush their teeth while another used the restroom, and the kids loved having a bath in the evenings.
The beds were very comfortable, the rooms were quiet and dark at night, and we all slept well. We also enjoyed the hotel’s bar area for cocktails and had a fantastic Sunday brunch, with excellent service both at the bar and in the restaurant.
In-room amenities were thoughtful and convenient — we especially appreciated the Nespresso machine and the complimentary bottled water replenished daily.
The only drawback was that the rooms did not have dressers, which would have been helpful for unpacking during a longer stay. For four nights, we made do, but it would be something to consider for future trips.
Overall, we had a wonderful stay and found the service, amenities, and room setup to be excellent for families.
Reviewed on 13 Oct 2025
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

La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$171 per night from 2 Nov to 3 Nov
AU$171
2 Nov - 3 Nov
includes taxes & fees
9.2/10 Wonderful! (2,184 reviews)
"Was just one night with group of friends. Location was great, easy check in and out, good breakfast and comfy beds. Would highly recommend."
Reviewed on 12 Oct 2025

Hilton Garden Inn Dulles North
22400 Flagstaff Plaza, Ashburn, VA
Fully refundableReserve now, pay when you stay
The price is AU$150 per night from 2 Nov to 3 Nov
AU$150
2 Nov - 3 Nov
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
"This hotel was a little dated but very clean. The bathroom was very nice. I loved the shower area. But only issue was it water was leaking into the main floor thru the crack while I was taking shower."
Reviewed on 10 Oct 2025

Hampton Inn Winchester-University/Mall Area
640 East Jubal Early Drive, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AU$198 per night from 2 Nov to 3 Nov
AU$198
2 Nov - 3 Nov
includes taxes & fees
9/10 Wonderful! (1,015 reviews)
"Free Breakfast and parking. Close to many restaurants and shops"
Reviewed on 10 Oct 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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