Welcome to Chiswell
Greenwood, VA
A historic Jeffersonian estate nestled in the Virginia countryside, Chiswell Farm & Winery invites guests to delight in locally-crafted vintages, panoramic views, and warm hospitality.
Chiswell welcomes guests ages 21+
Silver Medal Flight
Each of these unique varietals were awarded silver medals in the 2024 Virginia Governor’s Cup® Competition. They showcase our commitment to making quality wines for every palate.
Introducing Our Seasonal Specialty Drink
The CiderMosa blends fresh-pressed apple cider and sparkling wine, is garnished with cinnamon sugar, and topped off with an apple slice.
Crown Club
Our Chiles Family Orchards wine and celebration membership is about sharing the fruits of Virginia Wine Country with a tight-knit community.
Award-winning Wines
We are proud to announce that four of our wines received silver medals in the 2024 competition season!
Virginia Governor’s Cup medal winners include the 2021 Chardonnay, 2021 Petit Manseng, 2021 Meritage, and 2021 Cabernet Sauvignon. Our Chardonnay and Meritage also earned silver medals in the Monticello Cup!
From the Blog
Summer Wine Pairings
Wine and food are a pair as old as time. Each is better with the other—especially when you intentionally choose what’s on your plate and in your glass. In fact,…
Fun Local Spaces with Live Music in Charlottesville
Charlottesville is a little town with a big appetite for music and arts! Whether we’re cheering for world-touring artists at the John Paul Jones Arena, or just feeling the mellow…
Wineries to Visit on the Monticello Wine Trail
In 2023, the Monticello AVA was named Wine Enthusiast’s Wine Region of the Year. This prestigious recognition comes at a time of momentum for Virginia wine: local winemakers’ understanding of…
We look forward to your visit!