Experience St. Michaels, Maryland

- Welcome to
  
  St. Michaels, Maryland!
  
  St. Michaels, Maryland is a charming waterfront town nestled along the Miles River on the Eastern Shore, known for its rich maritime history and welcoming small-town feel. Visitors can stroll through quaint streets lined with boutique shops, art galleries, and award-winning restaurants, or explore the Chesapeake Bay Maritime Museum to experience the area’s nautical heritage.

Festivals & Events

Join the celebration in St. Michaels, Maryland where vibrant festivals and lively events bring the waterfront town to life. From Oysterfest to Midnight Madness, there’s always a reason to gather, explore, and enjoy the Eastern Shore spirit. Learn More
Best Waterfront Town 2024

St. Michaels combines serene harbor views with rich Chesapeake Bay history. Explore waterfront strolls, fresh-crab dining, and historic architecture in a town where charming small-town atmosphere meets timeless coastal elegance. Learn More
Dog Friendly Paradise

Bring your four-legged best friend along! With pet-friendly patios, waterfront strolls, and boutique shops ready to greet pups, it’s a true ‘dog-friendly paradise’ on the Eastern Shore. Learn More
Top Things To Do In St. Michaels, Maryland

Offering a perfect blend of Chesapeake Bay adventure, small-town charm, and rich maritime heritage. From sailing and shopping to seafood dining and sunset views, every moment here captures the essence of Maryland’s Eastern Shore. Learn More
A Living Postcard of Chesapeake Charm

When thinking of a traditional small town in America, images of copper lanterns, American flags and white-columned porches behind vibrant flowers often come to mind, like walking through a postcard. St. Michaels, Maryland captures that postcard perfectly. Learn More