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St. Michaels, Tilghman Island and the surrounding Bay Hundred Area often finds themselves in the news, hosting fabulous festivals and events, featuring world-class dining for the foodies and five star rated lodging, trendy shopping experiences and historical and nautical treasures to boot!
St. Michaels was voted #7 Top 10 Best Small Coastal Towns in America by USA Today!
Top travel magazines in our nation and region have long enjoyed offering a glimpse into the the past, present and future of our beautiful area. Many top national home magazines have highlighted our unique shops and spas. Television shows and movies, such as the "Wedding Crashers" have been filmed in or around St. Michaels over the years.
If this is your first visit or you're a seasoned visitor, you can always find something new to see, learn, eat or do, you'll want to stay another day or two!
Read why others love St. Michaels and visit soon to find out for yourself!Attention travel writers, travel publications, bloggers, etc. Please contact the St Michaels Business Association for more information, thank you!
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Stay Your Way: Dreamy Stays in St. Michaels & Beyond
Whether you’re planning a romantic retreat, a girls’ getaway, or a solo escape, St. Michaels, Tilghman, and the Bay Hundred area offer a chic and cozy mix of lodging options for every style and budget.
From boutique inns and charming B&Bs to waterfront resorts and private cottage rentals, you’ll find the perfect place to relax, recharge, and wake up to stunning Chesapeake Bay views.
Your dream getaway starts here—book your perfect stay today!
Find the perfect place to fit your needs here.
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Savor the Flavors of St. Michaels: A Foodie’s Paradise
Nothing says Chesapeake Bay vibes like cracking into a steaming pile of locally caught Maryland blue crabs, but that’s just the beginning! St. Michaels is home to an incredible culinary scene that goes beyond seafood—offering something delicious for every craving.
Seafood & Chesapeake Classics
From perfectly seasoned steamed crabs and golden, lump-filled crab cakes to sweet soft-shell clams and fresh rockfish, our waterfront town is a seafood lover’s dream.A World of Flavor
Craving something else? We’ve got it! St. Michaels serves up an eclectic mix of dining options, including:
Steakhouses for the ultimate indulgence
Authentic Mexican bursting with bold flavors
Classic Italian with homemade pasta & rich sauces
Greek & Mediterranean favorites like gyros, fresh seafood, and vibrant mezze platesFind Your Perfect Spot
Whether you’re looking for a romantic waterfront dinner, a lively crab feast, or a cozy spot for cocktails & small plates, St. Michaels has a table waiting for you. Explore our incredible restaurants here!Find the perfect restaurant here.
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Shop, Sip & Stroll: A Boutique Lover’s Dream in St. Michaels
Calling all trendsetters, treasure hunters, and boutique lovers—St. Michaels is your ultimate shopping destination! Wander through our charming, walkable streets and explore a carefully curated mix of stylish fashion, artisan jewelry, home décor, and unique finds you won’t see anywhere else.
Chic Boutiques & One-of-a-Kind Finds
From boho-inspired clothing and handcrafted accessories to coastal home décor and locally made art, our shops are full of pieces that tell a story—just like your next adventure.Sip While You Shop
Take a break at one of our local tasting rooms, where you can indulge in small-batch wines, craft cocktails, and gourmet bites—the perfect pairing for a girls’ getaway or a solo shopping spree.Ready to Discover Your Next Favorite Spot?
Explore our unique shops and boutiques right here in St. Michaels—where every corner holds something special. Come shop, sip, and stay a while!Find our unique shops here.
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Whether you're an experienced kayaker, a day-tripping boater, a sailing novice, a history buff, an avid fisherman, or anyone else who yearns to spend some time on the water, you will find something to do in St. Michaels and Tilghman Island. It's time to get out on the water and enjoy the outdoors! Find your boating options here.
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Search for hotels, inns, bed & breakfasts, vacations rentals, alternative lodging and more here.
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Enjoy sailing, fishing, educational boat tours and more when you visit St. Michaels. Whether you're an experienced kayaker, a day-tripping motor boater, a sailing novice, or a history buff, you will find it here.
