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+

Aerial view of Chiswell Farm & Winery
Silver Medal Flight

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.

2021 Cabernet Sauvignon at Chiswell

Cheers to our newest vintage

A full-bodied red, our 2021 Cabernet Sauvignon has a herbaceous quality of green peppercorn with secondary notes of graphite and cedar.

Crown Club

Crown Club

Our Chiles Family Orchards wine and celebration membership is about sharing the fruits of Virginia Wine Country with a tight-knit community.

Chiswell Winery's Monticello Wine Cup award winners

Award-winning Wines

After our two years of friendly competition in the Monticello Cup, we are proud to announce that five of our wines are medal winners! Thank you to the Monticello Wine Trail judges for awarding medals to our 2020 Cabernet Sauvignon, 2020 Rosé, 2020 Petit Manseng, 2021 Cabernet Franc, and 2021 Sauvignon Blanc.

From the Blog

Red wine and red Adirondack chairs outdoors at Chiswell Farm & Winery

The Best Wines for Fall

The best wines for fall pair beautifully with the changing weather and seasonal cuisine. During summer, many people favor light, refreshing wines. As the air cools, and we begin eating…

Woman with glass of white wine

Welcome, Kephany!

At Chiswell Farm & Winery, we’re not just cultivating our vineyard. We’re cultivating a community. So as we enter our second full year of welcoming guests, we’re excited to introduce…

We look forward to your visit!