James Charles Winery & Vineyard
Location
Address
4063 Middle Rd, Winchester, VA 22602
Region
Shenandoah Valley
American Viticultural Areas
Shenandoah
History
First Vintage
2015
Tasting Room Opened
2015
Contact
ℹ️ About James Charles Winery & Vineyard
James Charles Winery & Vineyard welcomes visitors to a contemporary estate in the Shenandoah Valley. The winery highlights attentive hospitality and a calm setting with rolling vineyard views near Winchester. It is a comfortable spot for families and friends, and pets are welcome in designated areas, which makes it easy to bring everyone along.
Guests can enjoy wine tastings and relaxed flights in the tasting room or on the patio when the weather cooperates. The staff offers guidance for those exploring Virginia styles, from crisp whites to expressive reds and blends. Light bites or rotating food partners may be available on select days, and the grounds are well suited for lingering with a glass while taking in the scenery.
The property is also a popular venue for gatherings and celebrations, with flexible spaces that suit small groups or larger events. Check the website for current hours, live music or special events, and reservation details. Policies for pets, groups, and tastings are clearly posted, so planning a visit is straightforward. Whether you are stopping in for a quick flight or spending an afternoon with friends, the experience balances quality wines with a warm and easygoing atmosphere.
Tags
family-owned
dog-friendly
pet-friendly
Shenandoah Valley
Virginia wine
wine-tasting
tasting room
vineyard views
outdoor seating
live music
weddings
events venue
scenic
Winchester
Location Map
4063 Middle Rd, Winchester, VA 22602