St. Michaels Winery

St. Michaels Winery welcomes visitors to the heart of historic St. Michaels on Maryland’s Eastern Shore. The tasting room offers an approachable way to explore a broad lineup, from crisp whites and refreshing rosé to smooth reds and easygoing semi-sweet selections. Friendly staff guide guests through flights tailored to different palates, making it a comfortable stop for both newcomers and seasoned wine lovers. Located steps from boutiques, galleries, and the harbor, the winery is an easy addition to a day in town. Guests can enjoy tasting flights, wine by the glass, and bottles to take home, with a retail area featuring branded merchandise and gifts. The setting suits couples, small groups, and visitors touring the Eastern Shore who want a relaxed, walkable wine experience. St. Michaels Winery also offers a wine club with perks such as member pricing, curated releases, and occasional special offerings. The winery participates in local happenings and seasonal activities, giving visitors more reasons to return throughout the year. Whether you prefer dry, off-dry, or sweet styles, you’ll find a range that pairs well with Chesapeake adventures and the laid-back charm of St. Michaels.