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Sip & Savor: Exploring the Best Wineries on Maryland’s Eastern Shore for Maryland Wine Month

Lifestyle March 2, 2025

Sip & Savor: Exploring the Best Wineries on Maryland’s Eastern Shore for Maryland Wine Month

March is Maryland Wine Month, the perfect time to explore the Eastern Shore’s award-winning wineries and indulge in the region’s rich winemaking traditions. Whether you’re a seasoned wine enthusiast or just looking for a relaxing afternoon with scenic vineyard views, the Eastern Shore offers an incredible selection of wineries that showcase the best of Maryland’s terroir.

From Chesapeake Bay sunsets to charming tasting rooms, here’s your guide to the must-visit wineries on the Eastern Shore this spring!


Top Wineries to Visit on Maryland’s Eastern Shore

1. Crow Vineyard & Winery – Kennedyville, MD

Located in the heart of Kent County, Crow Vineyard is a working farm winery known for its estate-grown wines. Their award-winning Chardonnay, Barbera Rosé, and Sparkling Vidal Blanc offer a true taste of the region. Plus, the on-site farmstay B&B makes it the perfect weekend getaway!

Must-Try: Crow Club Select Red

 2. St. Michaels Winery – St. Michaels, MD

Nestled in the charming waterfront town of St. Michaels, this boutique winery produces a variety of red, white, and dessert wines. Their tasting room is in a historic sewing factory, making it a unique stop along your wine trail adventure.

Must-Try: Gollywobbler White – a local favorite!

3. Casa Carmen – Chestertown, MD

This small-batch, family-run winery focuses on Spanish-inspired wines and vermouths. With a cozy tasting room in downtown Chestertown and a vineyard estate just outside of town, Casa Carmen delivers a boutique wine experience with old-world charm.

Must-Try: Albariño – a crisp, refreshing white wine

4. Bordeleau Vineyards & Winery – Eden, MD

Located along the Wicomico River, Bordeleau is known for its stunning waterfront views and premium handcrafted wines. Their barrel-aged reds and Chardonnay are particularly popular, offering a refined taste of Maryland’s wine country.

Must-Try: Malbec – bold, smooth, and perfect for pairing with a sunset view

5. Triple Creek Winery – Cordova, MD

A hidden gem on the Eastern Shore wine trail, Triple Creek is a family-owned vineyard producing small-batch, high-quality wines. They frequently host wine festivals, live music, and food truck events, making it a lively destination for wine lovers.

Must-Try: Cabernet Franc – rich, smooth, and perfect for spring evenings


Why Visit Eastern Shore Wineries During Maryland Wine Month?

Scenic Vineyard Views – Sip wine while enjoying Maryland’s breathtaking landscapes
Exclusive Wine Releases – Many wineries release limited-edition wines in March
Live Music & Events – Wineries host special tastings, pairings, and live music
Support Local Winegrowers – Maryland’s wineries are family-owned and dedicated to sustainable viticulture


Plan Your Wine Country Getaway!

Whether you're touring with friends, planning a romantic escape, or just looking for a relaxing afternoon, Maryland’s Eastern Shore wineries offer something special for every wine lover.

Pro Tip: Plan a wine trail weekend and explore multiple wineries along your route! Pair your wine tasting with a seafood dinner or a stroll through one of the Eastern Shore’s historic towns.

Ready to experience Maryland’s Eastern Shore wine scene? Drop your favorite local winery in the comments & tag your wine-tasting crew! 👇🍇✨

#MarylandWineMonth #EasternShoreMD #WineLovers #SipSipHooray #MDWineries #TastingRoom #ChesapeakeWine

 

Work with Debbie

Let Debbie be your guide and ally on Maryland's Eastern Shore as she and you embark on this exciting journey together. Reach out to her, and together you'll discover your perfect version of the Eastern Shore lifestyle.