EXPLORE Maryland

Things to Do in St. Michaels, Maryland

St. Michaels is a picturesque harbor town on Maryland's eastern shore, located in Talbot County. Discover this mix of modern and timeless, in a town that calls itself the heart and soul of the Chesapeake Bay. There is something to do for everyone, and a wide selection of events and festivals to celebrate all that is our special little part of the Eastern Shore.

Whether traveling here for a weekend escape or business, our charming coastal town has something to offer everyone. Explore some of the best things to do in St Michaels from visiting the Chesapeake Bay Maritime Museum to teeing off at Hog Neck Golf Course.

St. Michaels boasts fun-filled activities and places to discover around every turn, from unique shopping to relaxing spas, to magical adventures like fishing, boating, cocktail cruises, biking, and kayaking. Our hotel puts you in close proximity to all the top exciting attractions and fun activities. See for yourself.

St. Michaels, Maryland

St. Michaels is a quaint historic town offering plenty of things to do and see from exploring the St. Michaels Museum at St. Mary's Square, to fun events, and annual festivals. Take a stroll through downtown, where you will find the best restaurants and boutique shopping spots.

Chesapeake Bay Maritime Museum

Explore the 18-acre waterfront campus that is home to the nation's most complete collection of Chesapeake Bay artifacts, visual arts, books, and indigenous watercraft. Visit Hooper Strait Lighthouse and get a chance to see a working boatyard and visit Waterman's Wharf.

Cruise in St Michaels

In St. Michaels, Md., you can tour our waterways in a variety of ways. Whether you're looking for a relaxing scenic river cruise, or something more active like sailing or kayaking, there are options for everyone.

Patriot Cruise

Sail Selina

St Michaels Harbor Shuttle

Love and Dreams Bay Cruises

Skipjack HM Krentz

Winnie Estelle at CBMM

Talbot County Bike Routes

You will love the beauty of Talbot County on a bike. The ever changing seasonal views, the ever present sights of the Chesapeake Bay, and the miles of flat roads are all there for you to discover. This guide can help you discover where to ride on your bike and enjoy all that this glorious area has to offer. There are many options for all levels of riders. Click here for the bike route guide on where to ride, and other hints to get you on your way!

Boating and Fishing

Planning your next sports adventure, fishing, or boating excursion in Maryland? Experience the world-class on and off-shore fishing along the east coast of Maryland, perfect for a memorable and much-needed getaway.

Kayaking & Water Fun

St. Michaels is a great place to visit for anyone who wants to enjoy the beautiful maritime environment and quiet or active pursuits. We are located close to many points on the Miles River and San Domingo Creek, as well as many other tributaries of the Chesapeake Bay. Kayaks and Paddle Boards can be rented at Shore Pedal & Paddle.

St Michaels Water Trails

Tilghman Island & Bay Hundred Water Trails

St. Michaels Winery - 1.1 Miles
Classic Motor Museum of St. Michaels - 1.2 Miles
Sail Selina II - 1.4 Miles
Patriot Cruises - 1.8 Miles
1879 Hooper Strait Lighthouse, CBMM - 1.9 Miles

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