
Upperville Vacations from ¥258,784
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The Latest Upperville Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Placemakr Buzzard Point
Southwest
Price was ¥290,615, price is now ¥258,784 per person
¥258,784
per person
Nov 6 - Nov 12
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Washington (DCA)
9/10 Wonderful! (36 reviews)
The property was great. Did not have a blackout shade for the windows. Very inconvenient and annoying when the sun rises.
Reviewed on Sep 30, 2025

The Darcy Hotel
Downtown Washington D.C.
Price was ¥327,688, price is now ¥283,604 per person
¥283,604
per person
Nov 6 - Nov 12
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Washington (DCA)
9.2/10 Wonderful! (1,391 reviews)
I adore this hotel and will definitely stay here on all future DC trips. Lovely decor, lovely staff, and an absolutely amazing restaurant.
Reviewed on Sep 30, 2025


Find the Best Upperville Vacation Packages
Upperville Hotel Deals

Lansdowne Resort and Spa
44050 Woodridge Pkwy, Leesburg, VA
Fully refundableReserve now, pay when you stay
The price is ¥36,172 per night from Oct 13 to Oct 14
¥36,172
¥46,688 total
Oct 13 - Oct 14
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"It was very clean. The staff was friendly and accommodating. My stay was peaceful and I enjoyed sitting by the fire in the great room."
Reviewed on Sep 29, 2025

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 ¥15,921 per night from Nov 2 to Nov 3
¥15,921
¥17,322 total
Nov 2 - Nov 3
includes taxes & fees
9.2/10 Wonderful! (2,158 reviews)
"Convenient off I-81, clean, quiet,nice warm breakfast, even great dark roast coffee. Will definitely make this a stop on our way south annually"
Reviewed on Oct 1, 2025

Hilton Garden Inn Dulles North
22400 Flagstaff Plaza, Ashburn, VA
Fully refundableReserve now, pay when you stay
The price is ¥16,689 per night from Oct 26 to Oct 27
¥16,689
¥19,025 total
Oct 26 - Oct 27
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"Nice stay but the breakfast I would have to rate average due to being in my opinion way overpriced for the selection of items, should be included in room stay. Pillows for rooms way to soft, had to ask for extras."
Reviewed on Sep 29, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.