The charm of Talbot County lives in its towns and villages. Bound by the Chesapeake Bay and its tributaries, each offers a character uniquely its own. From picket-fence lined streets and shaded brick sidewalks to serene marinas and lively towns, every setting adds to the enduring rhythm of Maryland’s Eastern Shore.
Talbot County Towns & Villages
Every Place Has a Story
Quiet waterfront hamlets, historic harbor towns, and a lively arts and music scene make Talbot County a rare blend of coastal calm and cultural vibrancy. Each community has its own rhythm and together they reflect the essence of the Eastern Shore. Just minutes apart, these communities invite you to wander, linger, and discover the character that makes each place unforgettable.
Visit and Explore
Explore the Destinations that Make Talbot Great
Talbot County’s Towns & Villages
Get to Know Our Destinations
Cultural Gem
Easton
As the cultural capital of Maryland’s Eastern Shore, Easton’s historic streets are home to a world-class theater, acclaimed galleries, and carefully curated museums. Celebrated festivals welcome international artists, musicians, and cultural connoisseurs each year, while Easton’s food scene is just as inspired, with coastal cuisine and elevated dining tucked into a charming downtown setting. An art lover’s retreat at the heart of the Eastern Shore, Easton invites you to linger longer.
Picture perfect
Oxford
One of the Eastern Shore’s most picturesque villages, Oxford feels like it’s been lifted from a vintage postcard. Sailboats, yachts, and the historic Oxford–Bellevue Ferry glide across the Tred Avon River. Tree-lined streets lead to centuries-old inns and taverns, with water never far from sight. Home to more boats than people, this town is a maritime haven with character to spare.
Historic Waterfront Charm
St. Michaels
Steeped in shipbuilding heritage and 19th-century ambiance, St. Michaels blends maritime tradition with small-town elegance. The Chesapeake Bay Maritime Museum anchors a walkable downtown where boutiques, galleries, and museums invite you to explore. As sails rise on the Miles River and sunsets color the harbor, St. Michaels stands as a timeless expression of the Eastern Shore’s history and allure.
Maritime Spirit
Tilghman Island
A quintessential American waterfront village, Tilghman Island sits at the southernmost tip of Talbot County, where the Chesapeake Bay meets the Choptank River. Watermen set the pace here, and the island comes alive with annual traditions such as crab feasts and boat docking contests. Days unfold in an unhurried rhythm—fishing, crabbing, boat rides, and quiet relaxation—while unmatched hospitality and fresh Chesapeake Bay seafood make this maritime community a true Eastern Shore treasure.
Quiet Escapes and Simple Pleasures
Around the Area
Talbot County’s smallest communities offer a quieter glimpse of life on the Eastern Shore. Surrounded by verdant farmland and winding creeks, these towns and villages are worth a detour. Together, they reflect the heart of life on the Eastern Shore—a welcoming spirit, unhurried pace, and coastal heritage.