5 Tourist Attractions and Places to Visit in St. Michaels Maryland

St. Michaels’ combination of popular marinas, shops, and restaurants makes it a favorite destination for many. Located on Maryland’s Eastern shore, the town is close to destinations like Easton and Oxford.

St. Michaels is a charming town featuring over 300 years of history. This is more than just a town where you spend a few nights. That’s because St. Michaels is an event in itself!

The town offers all the modern amenities needed to make a weekend getaway an adventure memorable for the family. Its closeness to Washington makes it the best vacation destination on the Chesapeake.  So if you’re looking for memorable activities to engage in at St. Michaels, Maryland, we have some destinations that you’ll enjoy.

Tourist Attractions in St. Michaels Maryland

1.   Amazing Hotels and Restaurants

 A visit to St. Michaels isn’t complete if you don’t stroll down its picturesque main street to enjoy the delicious meals in its hotels and restaurants. St. Michaels hotels in Maryland offer everything from casual pizza to gourmet dining. If you research, you’ll find various hotels that have the right meals to suit your taste and budget

Talbot Street is lined with beautiful old buildings. It also has cute shops offering whimsical décor, ice cream, art, and crafts. Fun festivals at St. Michaels Maryland are held throughout the year. That includes the folk festival, waterman’s appreciation day, and art shows.

2.   Chesapeake Bay Maritime Museum

The Chesapeake Bay Maritime Museum is a non-profit organization dedicated to preserving and exploring the history, environment, and culture of the Chesapeake Bay region. It’s also tasked with ensuring that the resource is available to all.

Each aspect of fulfilling this mission is driven by CBMM’s values of relevance, authenticity, and stewardship. It’s also driven by the commitment to provide engaging guest experiences alongside serving as a vital community partner.

You will find the Chesapeake Bay Maritime Museum on the miles river in the heart of the historic town of St, Michaels. This is where you’ll get to enjoy:

  • A waterfront
  • A museum
  • Park-like settings
  • Numerous outdoor and indoor exhibitions

Tourists are encouraged to take a harbor-side stroll over Honeymoon Bridge to enjoy unique shopping. You will also enjoy delicious dining experiences and check out the local brewery, winery, and distillery.

St. Michaels has distinctive inns and great lodging establishments. There are also various ways to get out on the water or on a bike and engage in museums, art galleries, and other attractions.

So allow yourself to rediscover the fun of playing on the Bay. Take in the beautiful changing exhibitions in the steamboat building. Climb atop the historic 1879 Hooper strait Lighthouse for the terrific views of the harbor. You can also enjoy the views of the miles river, and learn about the heritage of oystering and waterfowling.

Have fun and get your hands dirty by pulling up a crab pot or nipping oysters at the Waterman’s Wharf. Take a boat ride or rent one of the small crafts. You can also enroll in one of the educational shipyard programs and learn something new.

3.   Windon Distilling Company

Are you at St. Michaels and looking for high-quality handcrafted spirits to impress the senses? How about you take a walk at Windon distilling?

From the moment you walk into the old factory Windon Distilling, it becomes clear that there is a lot of love and care placed into everything they do.

It’s hard not to get impressed by the hard work that goes into producing such high-quality products. Note that Lyon Rum is the first step in Windon Distilling Company’s journey to crafting the handcrafted spirits brewed on Maryland’s eastern shore.

Launched in 2012, this distillery has made a name for itself by defining what American rum can be. The distillery’s flagship spirit passes through the hands of team members who work diligently to maintain an authentic taste. This helps the spirits to stand out above the rest.

4.   Hopkins Art Gallery

If you’re a passionate artist, you’ll be willing to travel the extra mile. The Hopkins Art Gallery is all about art. It features a fantastic collection of artwork from modern and coastal artist Ryan Hopkins.

Apart from promoting the artist’s work, the gallery provides other products. These products include classic vinyl records for sale and original pieces from the same artist.

If you love art and music, you’ll find something to enjoy at the Hopkins Art Gallery.

5.   Cruise in Style with Patriot Cruises

If you travel on the scenic miles river and Chesapeake Bay, you’ll have the time to enjoy the views while sailing past the historic St. Michaels. You’ll love the view as you pass by quaint village shops and the restaurants lining Main Street.

You shouldn’t worry about getting late because you can make reservations for chartered tours of up to 145 people. What’s even better is that the rooms are available for large groups of people. You can rent at various prices depending on the location and size of the room.

Touring groups get a tour guide who ensures that everyone behaves during the harbor tour. Also, you shouldn’t worry in case your kids get restless. That’s because entertainment abounds in this relaxing 75-minutes harbor cruise. There’s air conditioning, live music, waterside seating, and many restrooms.

6.   Hollis Park

It’s easy for individuals to get caught up in the busy day of touring around during a vacation with their families. But you shouldn’t forget that there are times when you’ll need a break to gather your thoughts for the next activity.

Hollis Park is the place to be if you need to take a step back and breathe in some fresh air. This dog-friendly 2-acre public park is perfect for taking a moment of peace away from the daily hustle and bustle.

For your children who may enjoy running endlessly, the park has all kinds of attractions. That includes swings, slides, and climbing bars.


St. Michaels Maryland has some of the most pristine views that you will appreciate to your heart’s content. While in town, you can enjoy as many outdoor activities as you can.

You can also spend the afternoon browsing the many quaint shops or relaxing at one of the charming eateries. With all its beautiful natural scenery and fun-filled activities, St. Michaels will make for an unforgettable vacation.

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