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+
Summer Sundown Live Music Series
Come out for each month for live acoustic musicians, food trucks, and gorgeous Blue Ridge sunsets starting Friday, May 9 this summer.
Cheers to our newest vintage
A medium-bodied red, our 2022 Cabernet Franc is already a favorite for its complex flavors. Gold medal winner in the 2025 Governor’s Cup!
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 were recognized in the 2025 Virginia Governor’s Cup, including two gold medals!
Our 2021 Chardonnay and 2021 Meritage both won silver medals, while our 2021 Cabernet Sauvignon and 2022 Cabernet Franc earned gold medals.
Meanwhile, our 2023 Sauvignon Blanc was awarded a gold medal in the 2025 Monticello Cup, while our 2022 Chambourcin won a silver medal.
From the Blog
Chiswell Wins Four Medals in the 2025 Virginia Governor’s Cup
Each year the Virginia Wineries Association hosts the most prestigious wine competition in Virginia, the Governor’s Cup, in partnership with the Virginia Wine Board and the Virginia Vineyards Association. This…
Your Guide to Special Occasion and Holiday Wines
Wine is the perfect gift or accompaniment to any special occasion and is almost always welcome. The sheer variety of wines, though, also means it can be stressful to choose…
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,…
We look forward to your visit!
