Upperville Vacations
Book a Hotel + Flight or Car together to unlock savings
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- Plan, book, travel with confidence
- Better togetherSave up to ₩234,741 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Upperville Vacation Packages
Upperville Hotel Deals
Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is ₩99,028 per night from Dec 1 to Dec 2
₩99,028
₩107,737 total
Dec 1 - Dec 2
includes taxes & fees
8.4/10 Very Good! (1,084 reviews)
Room was clean & heat worked properly. Parking was secure.
Reviewed on Nov 7, 2025
Hilton Garden Inn Dulles North
22400 Flagstaff Plaza, Ashburn, VA
Fully refundableReserve now, pay when you stay
The price is ₩125,143 per night from Nov 30 to Dec 1
₩125,143
₩142,662 total
Nov 30 - Dec 1
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
They don’t have curtains which make the room dark to sleep well. They have very thin and light curtains hanging in the middle and in the morning sunlight direct affects the bed and can’t sleep more after sunrise. All other was excellent, staff was excellent
Reviewed on Nov 4, 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 ₩153,567 per night from Dec 10 to Dec 11
₩153,567
₩167,081 total
Dec 10 - Dec 11
includes taxes & fees
9.2/10 Wonderful! (2,202 reviews)
Great in all ways. Fresh, modern hotel. Big rooms.
Reviewed on Nov 5, 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.
