What to do in St. Michaels, MD

Activities, attractions and tours

Aerial panorama of shipyard and lighthouse in St. Michaels harbor in Maryland in the Chesapeake Bay
Late summer, early fall aerial, drone, photo of the St Michaels Maryland skyline and the Chesapeake Bay. September 2024.
The Chesapeake Bay Maritime Museum in Saint Michaels, Maryland, features the Hooper Strait Lighthouse, built in 1879
St. Michaels
St. Michaels

St. Michaels Attractions

Let Expedia help you experience the best that St. Michaels has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes.

Activities and Tours

St. Michaels is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in St. Michaels to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind.

If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights.

St. Michaels Attractions

Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of St. Michaels.

Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to St. Michaels attractions ensure that you’ll have a successful trip, whatever the season.

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What to do in St. Michaels

Discover the most popular places to visit in St. Michaels

Chesapeake Bay Maritime Museum

Chesapeake Bay Maritime Museum

You can study the exhibits at Chesapeake Bay Maritime Museum, a museum with a storied past, during your trip to St. Michaels. Stroll along the waterfront or experience the area's museums.

Chesapeake Bay Maritime Museum
st michaels village maryland old historical houses

Saint Michaels Village

You can search for that perfect souvenir at Saint Michaels Village during your trip to St. Michaels. Stroll along this romantic area's waterfront, or simply enjoy its seafood restaurants.

Saint Michaels Village
Boats docked in the harbor, in St. Michaels, Maryland.

St. Michaels Marina

Explore the waterfront in St. Michaels with a trip to St. Michaels Marina.

St. Michaels Marina

St. Michaels Winery

You can enjoy a tasting or tour at St. Michaels Winery during your travels to St. Michaels. Discover the seafood restaurants and its museums while you're in the area.

St. Michaels Winery

Perry Cabin Park

After visiting Perry Cabin Park, make a plan to see the other sights and activities in St. Michaels. Stroll along the waterfront or visit the shops in this romantic area.

Perry Cabin Park

1879 Hooper Straight Lighthouse

After visiting 1879 Hooper Straight Lighthouse, make a plan to see the other sights and activities in St. Michaels.

1879 Hooper Straight Lighthouse

Saint Michaels Town Hall

After visiting Saint Michaels Town Hall, make a plan to see the other sights and activities in St. Michaels.

Saint Michaels Town Hall

St. Michaels Museum

You can browse the exhibits at St. Michaels Museum, a museum with a storied past, during your trip to St. Michaels. Discover the seafood restaurants and its museums while you're in the area.

St. Michaels Museum

Saint Marys Square

Saint Marys Square is just one of the places to see in St. Michaels, so why not enjoy the other things to explore during your travels?

Saint Marys Square

Explore areas of St. Michaels

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Downtown St. Michaels

While visiting Downtown St. Michaels, you might make a stop by sights like St. Michaels Marina and Chesapeake Bay Maritime Museum.

Downtown St. Michaels

 

Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

 

 

Day trip destinations from St. Michaels

The western entrance of the historic picturesque small town of Easton, MD, center of Talbot County. A landmark with coat of arms is erected on US route 50 that says welcome to Easton.

Easton

Frequently asked questions

Is St. Michaels worth visiting?
One of the most popular things to do in St. Michaels is visit St. Michaels Winery. Tick this leading attraction off your itinerary, then experience more of this area's nature and watersports.
How do I spend a day in St. Michaels?
Begin your day with a visit to Chesapeake Bay Maritime Museum and St. Michaels Museum. Then, tour other parts of St. Michaels for local dining and some retail therapy.
What is the top tourist attraction in St. Michaels?
St. Michaels Winery is one of the top tourist attractions in St. Michaels and deserves a spot on every sightseeing list of the area.
Is three days enough to stay in St. Michaels?
Three days will give you plenty of time to check out the leading city sights, including St. Michaels Winery, St. Michaels Museum and Chesapeake Bay Maritime Museum. The average stay in St. Michaels is two days. If you have the time to extend your adventure, Annapolis isn't far away.
What are some activities to do in St. Michaels with kids?
Whether you're travelling with young explorers or playful teenagers, a fun-filled itinerary sets the tone for a great escape. Take a look at our recommendations for what to do in St. Michaels with kids.

What to do in St. Michaels for adults?
Whether you're a food lover, culture enthusiast or adventure seeker, there's no shortage of things to do in St. Michaels for adults including St. Michaels Winery and Pickering Creek Audubon Centre.
Are there free things to do in St. Michaels?
There are loads of free things to do in St. Michaels. Unwind in the parks or soak up the vibes at free events and festivals. St. Michaels offers plenty of budget-friendly activities that let you experience the area without breaking the bank.