Spread the love!

St. Michaels, MD: The Best & Fun Things To Do (Plus Places To Visit If You’re Feeling Fancy)

Welcome to St. Michaels, Maryland! This charming town on the Eastern Shore of the Chesapeake Bay is a perfect destination for a weekend getaway or a day trip. With its rich history, stunning waterfront views, and unique shopping and dining experiences, St. Michaels has something for everyone.

Land Adventures in St. Michaels: Take a stroll through the town’s historic district and admire the beautiful architecture of the 19th century homes. Visit the Chesapeake Bay Maritime Museum to learn about the town’s maritime heritage and explore the 18-acre waterfront campus. Rent a bike and ride along the scenic Rails-to-Trails bike path that runs through St. Michaels.

Sea Excursions: Take a sunset cruise on the Chesapeake Bay or rent a kayak and explore the Miles River. Charter a fishing boat and try your luck at catching some of the bay’s famous blue crabs. Whatever your nautical preference, St. Michaels has plenty of options to satisfy your sea-faring desires.

Key Takeaways

• St. Michaels offers a variety of land and sea adventures for visitors to enjoy.
• The town’s maritime heritage is celebrated at the Chesapeake Bay Maritime Museum.
• From sunset cruises to kayak rentals, there are plenty of ways to explore the Chesapeake Bay and its surrounding waterways.

Welcome to St. Michaels, Maryland

Ahoy there, matey! Welcome to the charming waterfront town of St. Michaels, Maryland. You’re in for a treat, because this place is full of fun and exciting things to do. Whether you’re a history buff, a foodie, or just looking for a relaxing getaway, St. Michaels has got you covered.

First things first, let’s talk about the town itself. St. Michaels is a picturesque little town located on the Eastern Shore of Maryland. It’s known for its beautiful waterfront views, charming shops, and historic landmarks. And let’s not forget about the delicious seafood! This town is a seafood lover’s paradise, with plenty of restaurants serving up fresh catches from the Chesapeake Bay.

One of the best things about St. Michaels is that it’s a great place to just wander around and explore. The streets are lined with cute little shops and galleries, and there are plenty of historic buildings to admire. Make sure to check out the Chesapeake Bay Maritime Museum, which is dedicated to preserving the history and culture of the Chesapeake Bay.

If you’re looking for a little more excitement, there are plenty of outdoor activities to enjoy in St. Michaels. Take a boat tour of the bay, go kayaking or paddleboarding, or even try your hand at fishing. And if you’re feeling brave, you can even take a dip in the bay (just watch out for jellyfish)!

No matter what you’re interested in, you’re sure to find something fun and exciting to do in St. Michaels, Maryland. So what are you waiting for? Grab your sunscreen and your sense of adventure, and let’s go explore this charming waterfront town!

Land Adventures in St. Michaels

You may think that St. Michaels is all about water activities, but there are plenty of land adventures to be had too! Whether you’re a history buff, a nature lover, or just looking for some exercise, St. Michaels has something for you.

First up, let’s talk about trails. St. Michaels is home to several great trails for hiking, biking, and walking. Some of the most popular include the St. Michaels Nature Trail, the Rails to Trails, and the Tilghman Island Trail. These trails offer beautiful views of the Chesapeake Bay and the surrounding countryside, as well as plenty of opportunities for wildlife spotting. Just be sure to bring your bug spray!

If you’re more interested in history than nature, St. Michaels has plenty of historic sites to explore. One of the most popular is the Chesapeake Bay Maritime Museum, which offers a fascinating look at the history of the Chesapeake Bay and the people who have lived and worked on its shores. You can also visit the St. Michaels Museum at St. Mary’s Square, which tells the story of the town’s founding and growth over the years.

Of course, no visit to St. Michaels would be complete without a visit to one of its many parks. The largest and most popular is probably the St. Michaels Community Park, which offers everything from playgrounds and ball fields to picnic areas and walking trails. There’s also the Perry Cabin Park, which is home to the famous Inn at Perry Cabin and offers beautiful views of the Miles River.

So whether you’re looking for a leisurely stroll through nature, a deep dive into local history, or just a fun day out with the family, St. Michaels has plenty to offer on land as well as on the water.

Sea Excursions

Ahoy there, matey! If you’re in St. Michaels, you can’t miss the chance to explore the sea on a boat, sail, kayak, canoe, or even a stand-up paddleboard. The Miles River is a great place to start, and you can rent a boat or kayak at the Chesapeake Bay Maritime Museum.

If you’re a fishing enthusiast, you can join a fishing trip on the Selina II, a 1926 sailing yacht. You can also take a water taxi to explore the area or go on a sunset sail.

Feeling adventurous? Rent a jet ski and zoom across the water! But be careful, you don’t want to end up in the drink.

No matter how you choose to explore the sea, make sure to bring sunscreen, a hat, and plenty of water. And don’t forget to keep an eye out for dolphins and other sea creatures!

The Maritime Experience

Ahoy! If you’re a fan of all things nautical, you’re in luck – St. Michaels is chock-full of maritime experiences that are sure to float your boat.

First up, the Chesapeake Bay Maritime Museum (CBMM), a must-visit for anyone interested in the history and culture of the Chesapeake Bay region. This museum is home to a vast collection of marine artifacts, as well as exhibits on shipbuilding and the ecology of the Bay. Be sure to check out the Hooper Strait lighthouse, which has been lovingly restored to its former glory.

Speaking of shipbuilding, did you know that St. Michaels was once a hub for boat construction? The town’s shipbuilding heritage is on full display at the St. Michaels Museum, where you can see examples of small boats that were built in the area.

If you’re looking to get out on the water yourself, there are plenty of options. The Selina II is a beautiful sailboat that offers public and private charters, while the marinas in town can hook you up with everything from kayaks to powerboats.

And of course, no maritime experience is complete without a taste of rum. Head to Lyon Distilling Company to sample some of their award-winning spirits, including their dark rum, which is aged in barrels that once held Hooper Strait Lighthouse bourbon.

So hoist the mainsail and set a course for St. Michaels – you’re in for a maritime adventure you won’t soon forget!

Art and Antique Hunting

St. Michaels is a treasure trove for art and antique lovers. You’ll find everything from galleries to antique stores to unique shops and boutiques.

If you’re an art enthusiast, there are several art galleries in St. Michaels that you can visit. The Foundry Art Centre is a great place to start. You’ll find a wide range of artworks, from paintings to sculptures to mixed media. The gallery also hosts workshops and events, so be sure to check their schedule before you go.

For antique hunters, St. Michaels is a paradise. You can find everything from artifacts to antique furniture to retro toys. If you’re looking for antique shops, check out Antiques on Talbot. They have a wide selection of antiques, including furniture, glassware, and vintage clothing.

If you’re looking for something unique, check out the Historic Burlington Antiques Emporium. They have retired amusement park fixtures, military collectibles, and retro toys. Who knows, you might even find something you didn’t know you needed!

For art and antique lovers, St. Michaels is the place to be. So put on your walking shoes, grab your wallet, and get ready to hunt for some treasures.

Tasting St. Michaels

You can’t visit St. Michaels without indulging in some of the local flavors! The town is home to a variety of wineries, distilleries, and breweries that offer tastings and tours.

Start off at St. Michaels Winery, where you can sample premium boutique wines that reflect the Chesapeake Bay. Their tasting room is cozy and inviting, and the staff is knowledgeable and friendly. Don’t miss their Chardonnay or Cabernet Franc!

If you’re in the mood for something stronger, head over to Lyon Distilling. This small-batch distillery specializes in rum and rye whiskey, and their products are made with locally sourced ingredients. Their tasting room is located in a historic building and has a laid-back vibe.

For beer lovers, Eastern Shore Brewing is a must-visit. This microbrewery offers a variety of craft beers, including their popular St. Michaels Ale. Their taproom is a great spot to relax with friends and enjoy a cold one.

Of course, no trip to St. Michaels would be complete without sampling some of the local seafood. The Crab Claw is a popular spot for Maryland blue crab, and their waterfront location offers beautiful views of the harbor. If you’re in the mood for oysters, head over to the tasting room at Great Shoals Cellars. They offer a variety of oyster pairings with their wines, and the staff can recommend the perfect match.

So, whether you’re in the mood for wine, whiskey, or beer, St. Michaels has something to offer. And don’t forget to indulge in some of the town’s famous seafood while you’re at it!

Retail Therapy on Talbot Street

Are you in the mood for some serious shopping therapy? Look no further than Talbot Street in St. Michaels, Maryland. This charming street is lined with unique shops and boutiques, offering everything from clothing to antiques to toy stores.

If you’re a fan of vintage finds, make sure to stop by the antique stores on Talbot Street. You never know what hidden treasures you might uncover! And if you’re looking for a new outfit to show off, there are plenty of clothing boutiques to choose from.

But it’s not just about the shopping – Talbot Street is also home to some seriously fun stores. If you have kids (or are just a kid at heart), make sure to check out the toy stores. You’ll find everything from stuffed animals to puzzle games to keep you entertained for hours.

So next time you’re in St. Michaels, make sure to take a stroll down Talbot Street for some retail therapy. You won’t be disappointed!

The Classic Motor Museum

If you’re a car enthusiast, you’ll definitely want to check out the Classic Motor Museum in St. Michaels. This museum is dedicated to appreciating and preserving America’s heritage of automotive innovation and adaption.

Inside, you’ll find a collection of classic cars, vintage trucks, and motorcycles. The current exhibit includes excellent examples of Pre- and Post-WWII classic automobiles, and mid-century muscle cars.

You don’t have to be a gearhead to appreciate the beauty of these classic cars. Even if you don’t know a carburetor from a crankshaft, you’ll still be impressed by the sleek lines and shiny chrome.

The museum is a great place to take the whole family. Kids will love getting up close and personal with these classic cars, and parents will love the chance to relive their youth.

So, whether you’re a classic car aficionado or just looking for a fun family activity, the Classic Motor Museum is definitely worth a visit.

Local Brews and Spirits

You can’t visit St. Michaels without indulging in some local brews and spirits. The town is home to some of the best breweries and distilleries in Maryland, and you don’t want to miss out on the fun.

If you’re a fan of craft beer, head over to Eastern Shore Brewing. This local brewery has been serving up delicious beers since 2008. They have a wide variety of brews to choose from, including their popular St. Michaels Ale. Trust us, one sip of this beer and you’ll be hooked.

If you prefer something a little stronger, check out Lyon Distilling. This small-batch distillery specializes in rum and whiskey. Their rye whiskey is a must-try, and their dark rum is perfect for sipping on a chilly evening. Plus, their tasting room is cozy and inviting, making it the perfect spot to unwind after a long day of exploring.

Looking for something truly unique? Check out the Distillery at The Winery. This family-owned distillery produces small-batch spirits using grapes from their vineyard. Their brandy is a standout, and their gin is infused with local botanicals for a truly Eastern Shore flavor.

No matter where you go, you’re sure to find delicious drinks and a friendly atmosphere. So go ahead, raise a glass to St. Michaels and all it has to offer. Cheers!

Exploring the Eastern Shore

So, you’re in St. Michaels, Maryland, and you’re looking for some fun things to do and places to visit. Well, lucky for you, the Eastern Shore has plenty to offer!

First up, we have Oxford. This charming little town is just a short drive from St. Michaels and is well worth a visit. Take a stroll down the quaint streets and admire the historic homes, or head down to the marina and watch the boats go by.

Next, we have Cambridge. This waterfront city is home to some great restaurants and shops, as well as a rich history. Check out the Harriet Tubman Museum and Educational Center to learn about the Underground Railroad and the brave men and women who risked everything to help slaves escape to freedom.

If you’re looking for some outdoor adventure, head to Stevensville and explore the Chesapeake Bay Environmental Center. This 510-acre wildlife preserve offers hiking trails, kayaking, birdwatching, and more.

For a dose of small-town charm, check out Chestertown. This historic town is home to Washington College, as well as a number of art galleries, antique shops, and restaurants. Don’t miss the annual Chestertown Tea Party Festival, where locals reenact the famous Boston Tea Party.

Last but not least, we have Tilghman Island. This sleepy fishing village is the perfect place to unwind and relax. Take a scenic drive along the waterfront, or rent a bike and explore the island on two wheels.

So, there you have it – a few of the best places to visit on the Eastern Shore. Whether you’re looking for history, adventure, or just some good old-fashioned relaxation, the Eastern Shore has something for everyone.

Nearby Cities to Visit

So you’ve explored all the best things to do and places to visit in St Michaels, Maryland, and you’re ready for more adventure? Well, lucky for you, there are some pretty awesome cities nearby that are worth checking out!

First up, we have Annapolis. This charming city is only about an hour’s drive from St Michaels and is known for its beautiful harbor and historic architecture. If you’re a fan of seafood, you’ll definitely want to check out the many seafood restaurants in Annapolis. And if you’re a history buff, you can visit the United States Naval Academy or take a stroll through the historic district.

Next, we have Baltimore. About an hour and a half’s drive from St Michaels, Baltimore is a bustling city with a lot to offer. If you’re a sports fan, catch an Orioles game at Camden Yards or a Ravens game at M&T Bank Stadium. If you’re an art lover, visit the Baltimore Museum of Art or the Walters Art Museum. And if you’re just looking for some good food and drinks, check out the many bars and restaurants in the Fells Point neighborhood.

Last but not least, we have a few other nearby cities worth mentioning. Easton, Maryland is only about a 20-minute drive from St Michaels and has a charming downtown area with plenty of shops and restaurants. Cambridge, Maryland is about a 45-minute drive and is known for its beautiful waterfront views and historic district. And if you’re willing to venture a little further, Washington D.C. is about a two-hour drive and has endless attractions to explore.

So there you have it – plenty of nearby cities to visit when you’re done exploring St Michaels. Just remember to bring your sense of adventure and your appetite for good food and fun!

Holiday Celebrations in St. Michaels

You’re in for a treat if you happen to be in St. Michaels during the holiday season. This charming town knows how to celebrate the holidays in style, and there’s no shortage of festive events to enjoy.

One of the highlights of the holiday season in St. Michaels is the Christmas in St. Michaels celebration. This event takes place over three days in early December and includes a variety of activities and events. You can take a tour of the town’s historic homes, enjoy a holiday parade, and shop for unique gifts at the Christmas bazaar. Don’t miss the gingerbread house display, which features impressive creations from local bakers and chefs.

If you’re looking for a unique way to celebrate Christmas, consider taking a holiday-themed cruise on the Patriot. This boat tour takes you around the Miles River and St. Michaels Harbor while you enjoy festive music and holiday treats. Be sure to bundle up, though, as it can get chilly out on the water!

In addition to Christmas in St. Michaels, there are plenty of other holiday events to enjoy in town. The Chesapeake Bay Maritime Museum hosts a holiday festival in early December, complete with live music, crafts, and a visit from Santa Claus himself. And if you’re looking for a special holiday meal, many of St. Michaels’ restaurants offer special menus and events throughout the season.

Overall, St. Michaels is a wonderful place to celebrate the holidays. With its charming Main Street, historic homes, and festive events, you’re sure to get into the holiday spirit during your visit.

Outdoor Concerts and Events

St. Michaels is a great place to enjoy live music outdoors. Whether you’re a fan of classical, jazz, or rock, there’s something for everyone.

One of the most popular events is the St. Michaels Brewfest, which takes place every June. It features over 100 craft beers, food trucks, and of course, live music. It’s the perfect way to spend a summer day in St. Michaels.

If you’re looking for something a little more laid back, check out the Chesapeake Bay Maritime Museum’s Summer Concert Series. You can bring a picnic and enjoy the music while watching the sunset over the water. It’s like having your own private concert, but with better scenery.

For classical music lovers, the Chesapeake Chamber Music Festival is a must-see. Held every June, it features world-renowned musicians performing in intimate settings throughout St. Michaels. It’s a great way to experience the beauty of classical music up close and personal.

And if you’re in town during the 4th of July, don’t miss the fireworks and live music at the St. Michaels Fireworks Celebration. It’s a great way to celebrate America’s birthday and enjoy some great tunes at the same time.

So grab a blanket, some snacks, and your dancing shoes, and get ready for some outdoor music and fun in St. Michaels!

Relaxation and Wellness

After a long day of exploring, you might be in need of some relaxation and pampering. Luckily, St. Michaels has a variety of options for you to de-stress and unwind.

If you’re in need of a spa day, look no further than Linden Spa. This luxurious spa offers a variety of services, including massages, facials, and body treatments. Treat yourself to a hot stone massage or a hydrating facial, and leave feeling refreshed and rejuvenated.

But if you’re looking for something a little more unique, why not try a yoga class? There are several yoga studios in St. Michaels, offering classes for all levels. Whether you’re a seasoned yogi or a beginner, you’re sure to find a class that suits your needs.

And if you’re really looking to relax, why not spend some time on the water? Take a leisurely kayak or paddleboard trip and soak up the sun and fresh air. Not only is it a great workout, but it’s also a fantastic way to clear your mind and destress.

No matter what your idea of relaxation and wellness is, St. Michaels has something for you. So go ahead, treat yourself to a day of pampering and relaxation – you deserve it!

St. Michaels’ Unique Dining Experience

You can’t visit St. Michaels, Maryland, without trying out some of its unique dining experiences. From seafood to pizza, this small town has something for everyone. Here are some of the best places to eat in St. Michaels:

Foxy’s Harbor Grille

If you’re looking for a fun and casual dining experience, Foxy’s Harbor Grille is the place to be. With its outdoor seating area overlooking the harbor, you can enjoy your meal while watching the boats go by. Their menu includes a variety of seafood dishes, burgers, and sandwiches, as well as vegetarian options. Don’t forget to try their famous crab cakes, which are made with jumbo lump crab meat and seasoned to perfection.

Bistro St. Michaels

For a more upscale dining experience, head to Bistro St. Michaels. This French-American restaurant offers a cozy and romantic atmosphere, perfect for a date night or special occasion. Their menu includes classic French dishes such as steak frites and mussels, as well as American favorites like burgers and salads. Make sure to save room for dessert, as their profiteroles are to die for.

Ava’s Pizzeria & Wine Bar

If you’re in the mood for pizza, Ava’s Pizzeria & Wine Bar is the place to be. Their wood-fired pizzas are made with fresh ingredients and cooked to perfection. They also offer a variety of salads, sandwiches, and pasta dishes. And of course, you can’t forget about their extensive wine list, which includes both local and international wines.

No matter where you choose to eat in St. Michaels, you’re sure to have a unique and delicious dining experience. So grab a fork and dig in!

Frequently Asked Questions

What are some fun activities to do in St Michaels that won’t break the bank?

St. Michaels is full of fun activities that won’t break the bank! Take a stroll through the charming streets and admire the historic architecture. Visit the Chesapeake Bay Maritime Museum, which offers free admission on certain days of the year. Or, head to the St. Michaels Winery for a free wine tasting.

Where can I find the best seafood in St Michaels?

You can’t go wrong with seafood in St. Michaels! Head to the Crab Claw for some of the freshest crab cakes in town. Or, try the Carpenter Street Saloon for their famous oysters. For a more upscale dining experience, the Inn at Perry Cabin offers a delicious seafood menu.

What are some unique events or festivals that happen in St Michaels?

St. Michaels hosts a variety of unique events and festivals throughout the year. Don’t miss the St. Michaels ChocolateFest in February, the St. Michaels Running Festival in May, or the St. Michaels Wine Festival in September. And, of course, the annual St. Michaels Christmas parade is a must-see!

Can you recommend a cozy and charming place to stay in St Michaels?

For a cozy and charming place to stay, look no further than the Old Brick Inn. This historic bed and breakfast offers beautifully appointed rooms and a delicious breakfast. Or, try the charming Black Walnut Point Inn, which offers stunning waterfront views.

What’s the best way to see St Michaels – by land or by sea?

Why choose when you can do both? Take a scenic boat tour to see St. Michaels from the water, or rent a bike to explore the town on land. And, don’t forget to take a stroll along the waterfront to take in the stunning views.

Is it true that St Michaels has a secret underground tunnel system?

We’re not sure if it’s true, but we like to think so! Legend has it that St. Michaels has a secret underground tunnel system that was used by smugglers during the Prohibition era. Keep your eyes peeled for any mysterious trapdoors or hidden passageways!

Spread the love!