Upperville Vacations
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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 NT$6,470 per night from Jul 12 to Jul 13
NT$6,470
NT$8,692 total
Jul 12 - Jul 13
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"The resort was gorgeous and well maintained. The proximity to various vineyards was perfect."
Reviewed on 2026/6/22
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is NT$2,756 per night from Jul 26 to Jul 27
NT$2,756
NT$3,122 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
"Overall great experience - with that said their computer system wasnt working right. I was charged for the room twice (over and above the already charged payment from Expedia) and also a $100 security deposit. I brought it up the next day and it was immediately corrected. Nice hotel, good local, ..."
Reviewed on 2026/6/24
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is NT$2,703 per night from Jul 5 to Jul 6
NT$2,703
NT$2,981 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (988 reviews)
"Great overnight stay with the family. The rooms were clean and comfortable, and the kids absolutely loved the breakfast spread. I would recommend staying here if you're in the area or just passing through."
Reviewed on 2026/6/26
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.
Stay near popular Upperville attractions
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- Flights to Stephens City
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- Flights from Atlanta (ATL) to Winchester (WGO)
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- Flights to Huntly
- Flights from Flint (FNT) to Winchester (WGO)
- Flights to Round Hill
- Flights to Hume
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- Flights from Round Hill
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- Brandon Park
- Visit Huntly
- Visit Millwood
- Marterella Winery
- Sky Meadows State Park
- Stone Tower Winery
- Olde Izaak Walton Park
- Aldie Mill Historic Park
- Boyce Vacations
- Cobbler Mountain Cellars
- Middleburg Vacations
- The Boxwood Winery
- K & S Pewter
- Quattro Goomba's Winery
- Haymarket Vacations
- Visit Aldie
- Visit Hume
- Airlie Vacations
- Haymarket IcePlex
- Corcoran Vineyards
- Appleland Sports Center
- Oak Hill Plantation
- Chester Gap Cellars
- Front Royal Entrance Shenandoah National Park
- Visit Haymarket
- Visit Paeonian Springs
- Glenwood Park
- Visit Linden
- Front Royal Visitor's Center
- Visit Berryville
- Holy Cross Abbey
- State Arboretum of Virginia
- Jim Barnett Park
- Bluemont Vineyard
- Shenandoah River
- Evergreen Mills Equestrian and Hiking Trail
- Tudor Day Spa
- Visit Broad Run
- Philip Carter Winery
- Centauro Rental Cars in Riverton
- Car rental Marshall
- Rhodium Rental Cars in Chester Gap
- Ok Mobility Rental Cars in Broad Run
- Avis Rental Cars in Boyce
- Car rental Hamilton
- Enterprise Rental Cars in Purcellville
- Car rentals near Bogati Bodega & Winery
- Car rentals near Quattro Goomba's Winery
- Airport Van Rental Rental Cars in Delaplane
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
