Basing yourself in Leesburg? These wineries are in or minutes from the county seat, meaning minimal driving and maximum tasting time.
Updated July 2026
Our take: Rankings are our editorial opinion from research and reviews — not paid placements. Policies and hours change, so confirm before visiting.
The ranking
October One Vineyard
The only winery tasting room actually inside downtown Leesburg — an estate-wine shop at the corner of Loudoun and King, steps from every King Street restaurant.
Lost Creek Winery (Echelon Wine Bar)
Its public tastings now pour right downtown at the Echelon Wine Bar on South King Street, as close to Leesburg as it gets.
Stone Tower Winery
The marquee mountaintop estate sits on Hogback Mountain Road, just up from downtown Leesburg.
Fabbioli Cellars
A short drive into Leesburg's Lucketts area, this food-and-wine pairing pioneer is an easy first stop from town.
Willowcroft Farm Vineyards
Perched on Mt. Gilead Road just outside Leesburg, Loudoun's oldest winery is minutes from the county seat.
Casanel Vineyards & Winery
Its restored 1800s stone dairy barn on Canby Road is a quick hop from downtown Leesburg.
Zephaniah Farm Vineyard
This working family farm on Dunlop Mill Road is one of Leesburg's closest and highest-rated tasting rooms.
The Barns at Hamilton Station Vineyards
About ten minutes west in the Harmony cluster, it's the closest of the outlying estates to Leesburg.
EagleTree Restaurant & Winery
A working-farm winery with a genuine chef-run restaurant just up Route 15 in Lucketts, about 15 minutes from downtown Leesburg.
Keep exploring
Browse our ranked best-of lists or line up a safe, chauffeured way to tour the county.