
Upperville Vacations from $187
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Your Upperville Vacation
When you choose a Upperville vacation package, you can relax and enjoy your getaway to the fullest. Uncover the sights and sounds of this fascinating city knowing that everything has been taken care of in advance. During your trip to Upperville, take all the time you need for sightseeing. A fantastic place to begin is Sky Meadows State Park. Expedia is here to help you escape the everyday. Tailor your vacation to Upperville to match your travel style, whatever that may be.
The Latest Upperville vacation packages
Price found within the past 48 hours. Click for updated prices.

Hotel Arboretum
Northeast
Price was $465, price is now $187 per person
$187
per person
Apr 8 - Apr 12
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8/10 Very Good! (1,178 reviews)
I thought there would have been a coffee maker in the room lots of noise from workers working nearby betting on the wall with hammer woke me up around 8:00 am not happy. Staff was great room was very clean
Reviewed on Jan 20, 2026

The Normandy Hotel
Northwest
Save 100% on your flight
Price was $1,133, price is now $689 per person
$689
per person
Apr 15 - Apr 20
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
8.4/10 Very Good! (1,002 reviews)
I love this hotel. I always stay here when I’m in town. The staff is always so nice and pleasant. Rooms are always clean and the location is perfect and close to everything.
Reviewed on Jan 19, 2026

Hotel AKA Washington Circle
Downtown Washington D.C.
Save 100% on your flight
Price was $656, price is now $402 per person
$402
per person
Mar 30 - Apr 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9/10 Wonderful! (1,205 reviews)
very clean rooms are big was a very nice hotel
Reviewed on Jan 12, 2026

Washington Hilton
Northwest
Save 100% on your flight
Price was $583, price is now $377 per person
$377
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8/10 Very Good! (1,002 reviews)
Bed so comfortable, room was comfortable, and staff super helpful.
Reviewed on Jan 19, 2026

The Graham Georgetown
Northwest
Save 100% on your flight
Price was $485, price is now $325 per person
$325
per person
Mar 28 - Mar 30
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.8/10 Excellent! (1,786 reviews)
Clean room, quiet. Very good location.
Reviewed on Jan 15, 2026
Upperville Hotel Deals

Lansdowne Resort and Spa
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $235 total per night from Feb 1 to Feb 2
$235 total
Feb 1 - Feb 2
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
Clean room
Reviewed on Jan 18, 2026

Salamander Resort And Spa
500 North Pendleton Street Middleburg VA
Fully refundableReserve now, pay when you stay
$641 nightly
The price is $730 total per night from Jan 25 to Jan 26
$730 total
Jan 25 - Jan 26
Total with taxes and fees
9.2/10 Wonderful! (377 reviews)
Room was awesome, amazing experiences at the resort and really great customer service
Reviewed on Jan 18, 2026

Hilton Garden Inn Dulles North
22400 Flagstaff Plaza Ashburn VA
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $104 total per night from Feb 15 to Feb 16
$104 total
Feb 15 - Feb 16
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
Issue checking in as I had sent a note a few days in advance saying we would be checking in late, past midnight but they closed out our room prior to us arriving and we had to wait while they reactivated it :(
Reviewed on Jan 12, 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.
Find the Best Upperville Vacation Packages
Upperville Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Washington Dulles Intl. Airport (IAD) |
Max Temp Winter | 40ºF |
Max Temp Summer | 85ºF |
Top Sights | Barrel Oak Winery, The Boxwood Winery and Philip Carter Winery |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















