Upperville Holiday Packages
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Book your Upperville holiday
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Bundle your hotels and flights into one easy package.
More savings equals more money to spend on enjoying Upperville.
Many customers save as much as . Also, you can mix and match from more than 550 airlines and 665,000 worldwide properties.
Wotif has some of the most competitive deals online. Find your passport — now's the ideal time to hit the skies.
Upperville Accommodation
On the hunt for a place to crash in Upperville? Unfortunately, it's hard to find any listed accommodation in this locale. However, the wonderful news is Middleburg is within a short commute and has attractive options like the Salamander Resort And Spa, Goodstone Inn & Restaurant and Middleburg Country Inn.
Car Hire in Upperville
Washington Dulles International Airport doesn't have any car hire outlets within strolling distance of the arrivals gate. However, you'll be pleased to know that just a short taxi ride away at 23950 Wind Sock Drive, Hertz will be able to hook you up with a vehicle.
Holidays to Upperville
Interested in going to places you've never been? Ditto. But there's no need to get yourself lost in the process. Have a snoop through our guide to Upperville and you'll be cruising around like a proper local in no time at all.
Upperville is an easy commute from a couple of noteworthy cities. Purcellville is 25 kilometres to the northeast, while Front Royal is 25 kilometres away to the west.
Top Upperville hotels
TRU By Hilton Winchester
"Good location but floor was sticky in room and no closets, just open hooks."
Reviewed on 4 July 2026
Spark by Hilton Winchester
"This newly renovated, squeaky clean hotel is a favorite of ours as a stop off on our I-81 journeys. It is at an excellent location, quiet, clean, and the rooms are spacious. Hotel gym, breakfast, and pool are excellent additions to our stay here. They are also pet friendly and have a nice spot to ..."
Reviewed on 28 June 2026
Lansdowne Resort and Spa
"It’s a beautiful place but the rooms were fairly average. Nothing special. The shower was the worst part, it was either super hot or cold. Went to a trickle on medium. Couldn’t wash my hair! Also the breakfast buffet was $30 per person and not that great either. If you’re a golfer, you’d love it. ..."
Reviewed on 3 July 2026
