St. Michaels, Maryland
Timeless Waterfront Beauty
Set along the Miles River in the heart of the Eastern Shore, St. Michaels blends maritime character with small-town elegance. Historic streets meet vibrant waterfront views where sailboats glide past a harbor lined with inns, restaurants, and galleries. Both lively and serene, this picturesque coastal town offers something for every traveler: fine dining and crab shacks, art galleries and wine tastings, and plenty of adventure by land or by sea.
Timeless Beauty
St. Michaels
-
7 Reasons to Visit St. Michaels Now
Read more: 7 Reasons to Visit St. Michaels Now -
Smooth Sailing
Read more: Smooth Sailing
-
Chesapeake Country All-American Road Trip
Read more: Chesapeake Country All-American Road Trip
Events & Festivals
Can’t-Miss Happenings in Talbot County
-
Nov
26
November 26 – November 27
Holiday Events in Talbot County
-
Nov
14
November 14 – November 16
Waterfowl Festival
Discover the History
St. Michaels’ story is one of storied courage and maritime spirit. In August 1813, the local militia mounted a spirited defense against British forces that became part of the town’s legacy. Today, you’re invited to learn about the people who built the town at the St. Michaels Museum or visit the Chesapeake Bay Maritime Museum to experience the rich maritime traditions that have shaped life on the Eastern Shore for centuries. A historic walking tour winds past centuries-old homes and landmarks, glimpses of the past at every turn.
Explore St. Michaels
Stroll along Talbot Street, where boutiques, antique shops, and galleries showcase the town’s creative spirit. Pause for small-batch ice cream before setting out by bicycle or scooter to take in views of the marshes and harbor. St. Michaels’ culinary landscape is just as tempting — sample wine at a local tasting room, then linger over an unforgettable meal at one of the town’s acclaimed restaurants.
End your day with a champagne toast as you sail across the Miles River beneath the setting sun. Whether you plan your visit around signature events or choose a quieter weekend to wander at your own pace, you’ll find a vibrant mix of discovery and delight.
Experience St. Michaels
Experience What
St. Michaels Has to Offer
A historic Miles River town with museums, boutiques, and standout dining, from Maryland blue crabs to wood-fired favorites. Explore the Chesapeake Bay Maritime Museum, shop Talbot Street, and boat or kayak the bay. Stay in historic inns, marina-front rooms, or the renowned Inn at Perry Cabin.
Where to Dine
Where to Play
