Though its picturesque setting earned national attention as the backdrop for the movie Wedding Crashers, St. Michaels’ physical beauty offers only a glimpse of its idyllic charm. Nestled along the Miles River in the heart of the Chesapeake, the historic waterfront town provides itineraries for trips of all kinds, from romantic getaways to family vacations. Home to museums and boutiques, gourmet restaurants and crab shacks, and plenty of adventure by land or by sea, foodies, sailors, wine connoisseurs and art enthusiasts alike can get lost in all the town has to offer.
Early one morning in August 1813, British barges floated up the Miles River and planned an attack on St. Michaels. But the local militia mounted a spirited defense, blocking the harbor and repelling the world’s most feared naval forces. These rich and entertaining pieces of history are alive and well in St. Michaels, where the town’s story is waiting to be told. Discover instrumental people in the town’s history at the St. Michaels Museum and explore the critical role of the skipjack at Chesapeake Bay Maritime Museum. Learn about the significance of historical landmarks on a historic walking tour.
Shop boutiques, browse antiques, and indulge in homemade ice cream on Talbot Street. Rent bicycles or a scooter and let the wind be your guide. Find your inner artist at one of the many galleries. Pick Chesapeake Bay blue crabs. Partake in a tour and a tasting at the town’s winery, brewery or distillery—the perfect prelude to the culinary tour: a delicious meal at one of many award-winning restaurants. Choose a quiet weekend to explore the town on your own, or be inspired by energy of other visitors by planning your trip around one of the many lively town-wide events.
If your idea of enjoying the great outdoors is sitting on a patio with a refreshing cocktail in hand, St. Michaels can deliver. But if you want to soak up the sun, hit the trails, or get out on the water, you won’t be disappointed either. In addition to four beautiful parks and miles of trails for biking, St. Michaels’ seemingly endless shoreline offers visitors a chance to get a duck’s eye view. Rent a standup paddleboard, a kayak, a canoe, even a boat or a jet ski. Get your work out on, or relax: sail the day away or take a sunset cruise. The nautical choice is yours.
This beloved destination is continuously mentioned on national lists as a top destination for shopping, food, and most beautiful small towns in America. Situated beside the Miles River, step back into 19th century ambience, but with 21st century conveniences, and while the hours away in the unique shops, indulge in steamed crabs, and get out on the water. Create your own experience with these offerings from St. Michaels.
Fall / St Michaels, MD / 2020 /
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Nov 8
Dockside / St Michaels, MD / 2020 /
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Dec 13
On World Theater Day, see why Talbot County is the Arts Capital of the Eastern Shore! We boast two state-of-the-art venues, the Avalon Theatre, an art deco beauty that just celebrated its 100th anniversary, and the stunning Ebenezer Theater, home to Chesapeake Music curating jazz and chamber music. Check out these venues, concert info, and more on our Arts Talbot page. https://tourtalbot.org/arts-talbot/
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Mar 27
Moments In Time I Am So Honored To Call Him My Husband!
Congrats To Jay Jenkins And Alexander Baer For The First Ever Legacy Award, baltmag House & Design Awards 2023!
Cheers To Producing Timeless & Breathtakingly Beautiful Projects, Again And Again, For Your Amazing Clients!
This Duo Should Be An Inspiration!
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Mar 25
St Michaels / St Michaels, MD / 2020 /
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Dec 22
Red Boat / St Michaels, MD / 2020 /
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Nov 21
This Gift Needed A Rain Jacket Today…….
TMB Will Make Your Life Easier With Gift Wrapping Services!
(Birthday / Wedding / Earth-Day / Squirrel Appreciation Day / Toothache Day / Pistachio Day / Puppy Day / Siblings Day / Pretzel Day / Chocolate Chip Day ……)
We Got You Covered!
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#eastonmd #eastonmaryland #talbotcountymd #
Mar 25
Guess who’s in the coffee shop! #treasurechestinoxford #treasurechestoxford #oxfordmd #oxfordmaryland #localartists #smallbusiness #shopsmallbusiness #shoplocal #shoplocalbusiness #talbotcounty
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Mar 24
This 4,300 plus square foot home has three floors, 4 ensuite bedrooms, plus a half bath. The exposed brick lower level has a bedroom with bath, a gathering room with fireplace, refinished original hardwood floors, office, utility room, storage space with closet, and new tile flooring.
Click the link in our bio for more information!
bensonandmangold.com/ListingDetails/205-N-MORRIS-ST-OXFORD-MD-21654/MDTA2005034
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Mar 27
I get to meet the best people at Plein Air Events - Easton Plein Air. This is Bill Eason, lifetime farmer in Talbot County, MD and all around great guy. If you are driving toward Oxford, those are his Sunflowers on the left!
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#sunflowerpainting #farminglife #lifeonthefarm #pae2021 #texasartists #oxfordmd #talbotcountymd
Jul 17
Don’t you just love this awesome t-shirt design with sailboats in the silhouette of a crab! This T-shirt is back in stock at the Treasure Chest, all sizes available in adult size Small through 3XL. I’m stocking up for the upcoming spring and summer season, so get yours before they’re gone! #treasurechestinoxford #treasurechestoxford #oxfordmd #oxfordmaryland #localartists #smallbusiness #shopsmallbusiness #shoplocal #shoplocalbusiness #talbotcounty
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Mar 26
Talbot County courthouse
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Mar 26
Join us for a casual gathering of learning and meditation.
Sessions are always free and open to the public.
"Buddhists are not a community of believers, but rather a community of people trying to become aware of our inter-connectedness".
FairWindsWellness.com
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Mar 27
Hooper Strait / St Michaels, MD / 2021 /
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May 2
Oak Creek / Newcomb, MD / 2020 /
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Dec 15