Upper Shirley Vineyards

Upper Shirley Vineyards sits along the James River in Charles City, Virginia, on a historic stretch of plantation country that stretches between Richmond and Williamsburg. It carries a 4.1 rating from 196 reviewers, and its setting alone makes it a compelling destination for wine lovers exploring the region. The James River wine corridor is a less traveled part of Virginia's wine scene compared to the Blue Ridge foothills, which gives Upper Shirley a quieter, more intimate feel. If you're touring Colonial Williamsburg or spending time in the Richmond area, it's an easy and rewarding detour.

The winery produces a focused lineup of Virginia wines made from estate and regionally sourced grapes, with tastings available in the tasting room that overlooks the James River property. Vineyard tours give guests a closer look at how grapes are grown in this part of the state, where the river's influence creates a distinct microclimate compared to the mountain vineyards further west. Private events can be hosted on the property, with the historic landscape serving as a natural backdrop for weddings and special occasions. Wine club membership is available for guests who want to stay connected to the vineyard's releases throughout the year.

Upper Shirley Vineyards draws visitors from Richmond, Williamsburg, and the surrounding Charles City County area. It's positioned along Route 5, one of Virginia's designated scenic byways, which makes it a natural stop for anyone driving between Richmond and the Historic Triangle. Day-trippers from the Hampton Roads area also make the drive regularly.