Upperville Vacation Packages
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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.
Top Upperville Vacation Deals
Price found within the past 48 hours. Click for updated prices.
InterContinental Washington D.C. - The Wharf by IHG
Southwest
Price was CA $2,585, price is now CA $1,769 per person
CA $1,769
per person
May 15 - May 19
found 12 hours ago
Roundtrip flight included
Ottawa (YOW) to Washington (DCA)
9.4/10 Exceptional! (1,065 reviews)
Breakfast buffet and menu food quality poor
Wait staff indifferent and slow
Definitely not worth $40 per person
Reviewed on Apr 4, 2026
Washington Hilton
Northwest
Price was CA $2,131, price is now CA $1,465 per person
CA $1,465
per person
May 14 - May 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Washington (DCA)
8.2/10 Very Good! (1,006 reviews)
The room was very spacious and clean. The hotel staff was very friendly.
Reviewed on Mar 28, 2026
Eaton DC
Downtown Washington D.C.
Price was CA $2,561, price is now CA $1,844 per person
CA $1,844
per person
May 15 - May 19
found 12 hours ago
Roundtrip flight included
Ottawa (YOW) to Washington (DCA)
9.2/10 Wonderful! (1,528 reviews)
Cool hotel, very neat and friendly staff. Fun amenities such as a Record booth, speakeasy, rooftop bar. Great location to a lot of walkable spots,
Reviewed on Apr 3, 2026
Placemakr Buzzard Point
Southwest
Price was CA $2,652, price is now CA $1,918 per person
CA $1,918
per person
May 15 - May 19
found 12 hours ago
Roundtrip flight included
Ottawa (YOW) to Washington (DCA)
9.2/10 Wonderful! (157 reviews)
The room was very nice and clean. It made me want to stay longer. Love the view especially floor to ceiling windows. Couldn’t have asked for better accommodations. We will be returning to this location.
Reviewed on Mar 30, 2026
Upperville Hotel Deals
Lansdowne Resort and Spa
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
The price is CA $271 per night from Apr 26 to Apr 27
CA $271
CA $366 total
Apr 26 - Apr 27
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Great stay
Reviewed on Mar 30, 2026
Salamander Resort And Spa
500 North Pendleton Street Middleburg VA
Fully refundableReserve now, pay when you stay
The price is CA $816 per night from May 3 to May 4
CA $816
CA $1,002 total
May 3 - May 4
includes taxes & fees
9.2/10 Wonderful! (389 reviews)
We visited the Salamander Resort and Spa this spring for a quick trip. The hotel was beautiful and the staff was wonderful. Thank you for a great trip!
Reviewed on Mar 25, 2026
Hilton Garden Inn Dulles North
22400 Flagstaff Plaza Ashburn VA
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Apr 12 to Apr 13
CA $153
CA $174 total
Apr 12 - Apr 13
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Staff was helpful.
Reviewed on Apr 1, 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.
