A handful of Loudoun wineries go beyond the patio and welcome leashed dogs indoors, rare enough to plan a visit around.
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
Bluemont Vineyard
The single best dog setup in the county: leashed dogs are welcome inside and out, plus there's a fenced off-leash dog run.
Breaux Vineyards
Rare among Loudoun wineries in welcoming leashed dogs indoors (the Vin97 Old Tasting Room) as well as across its expansive grounds.
Willowcroft Farm Vineyards
Loudoun's oldest winery lets leashed dogs right into the rustic 1870s tasting-room barn, with under-21s free too.
Cana Vineyards & Winery of Middleburg
Dogs are welcome inside and out on the family-friendly ground floor, complete with treats and water bowls.
Two Twisted Posts Winery
This cozy family farm winery has a resident winery dog and welcomes yours inside the Old Tasting Room and outdoors alike.
Hillsborough Winery, Brewery & Vineyard
Leashed dogs are welcome inside the historic fieldstone tasting room or out on the calm, uncrowded estate.
Stone Tower Winery
The all-ages Harvest Barn welcomes leashed dogs inside and out, with water bowls and treats on hand.
October One Vineyard
Dogs are welcome inside the downtown shop, which hosts a monthly Yappy Hour benefiting the Humane Society of Loudoun County.
Keep exploring
Browse our ranked best-of lists or line up a safe, chauffeured way to tour the county.