Departments > Tourism Office > Attractions > Wineries

The Eastern Shore is known for its warm days and cool nights. The soil is sandy and well drained, and the climate is moderated by the Chesapeake Bay. When you come to the Eastern Shore to visit our wineries, you will be charmed by the boutique atmosphere, intimate settings and the attention to detail and quality.


Cascia Vineyards
1200 Thompson Creek Road
Stevensville, MD 21666
(410) 604-2127
Cascia Vineyards is a unique, family run winery located on Kent Island, on the Chesapeake Bay. We produce handcrafted premium red and white wines, as well as dessert wines, from vinifera and native varietals grown in our vineyard. Our waterfront winery and event facility provide an extraordinary opportunity to experience the best that Queen Anne’s County has to offer.  By appointment only

Cassinelli Winery & Vineyards
3830 Church Hill Road
Church Hill, MD 21623
(410) 556-6825
Positioned on 110 acres of woods and rolling, open land, Cassinelli Winery & Vineyards is located off of Route 213 on the way to Chestertown, Maryland on the Eastern Shore. A white vinyl fence is our calling card from the road. We grow Chardonnay, Merlot, and Viognier grapes as well as hundreds of apple, peach, pear and plum trees that we hope families will soon visit to pick and enjoy!

Tilmon’s Island Winery
755 Millington Road
Sudlersville, MD 20668
(443) 480-5021
Tilmon’s Island Winery is a boutique winery, producing in small quantities, with attention to quality, and a goal of consumer enjoyment of fine Maryland wine. As Queen Anne’s County’s first winery, production began in the Fall of 2004 with grapes purchased from local vineyards in Queen Anne’s, Talbot and Caroline Counties.