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  • Welcome to St. Michaels & the Bay Hundred Area

    St. Michaels is a picturesque harbor on Maryland's Eastern Shore and was named as one of the Top 10 Best Small Coastal Towns in America by USA Today.  Its harbor and some homes date back to the mid-1600's, and is home to the Chesapeake Bay Maritime Museum where you can immerse yourself in our maritime history.   The St. Michaels area is perfect for outdoor activities including sailing on historic Skipjacks, kayaking, golfing and bicycling.  St. Michaels is also known for exceptional restaurants, from quaint romantic bistros to waterfront restaurants, serving fresh seafood including the best tasting crab cakes!  For shoppers, you will find an eclectic range of boutique shops offering specialty foods, jewelry, clothing, home decor and art galleries throughout the town.  For overnight lodging, we have many small inns along with several larger full-service hotels.  Come and experience the beauty of St. Michaels and all this charming town has to offer!

  • Holiday Motor Parade

    November 17, 2018 

    The Classic Motor Museum will host the 4th Annual Holiday Motor Parade starting at 10:00 a.m. along Talbot Street. Classic and antique cars will line up for the parade on Rt. 33 across from the Inn at Perry Cabin at the ball field parking lot and proceed through town on Talbot Street.

    The parade will end at the Classic Motor Museum on East. Marengo Street.

    More information here.

  • Midnight Madness

    December 1, 2018

    Each year the holiday season is kicked off with our annual Midnight Madness.  The town of St. Michaels is transformed into a picture perfect holiday postcard, the shops, restaurants and B&B’s are decorated with stunning greenery, lights and festive cheer.    

    Great shops will be open 'til Midnight with refreshments and snacks, and special sales all day and night during Midnight Madness and enter a chance to win raffle prizes valued at over $15,000 with every purchase from participating sponsors.   Look for Midnight Madness sponsor posters at your favorite shop, restaurant or lodging location.

    Drawings start at 11:30pm and you must be present to win.

    More information here.

  • Christmas in St. Michaels

    December 7 - 9, 2018

    Christmas in St. Michaels is held annually the second weekend in December in historic St. Michaels, Maryland. For more than a quarter century, both ticketed and free events including the Holiday Tour of Homes, Holiday Gala, Breakfast with Santa and largest Holiday Parade on the Eastern Shore have celebrated the arrival of the Christmas season.  Come enjoy an old fashioned Christmas holiday in St. Michaels this year.

    More information here.

  • UPCOMING EVENTS

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  • SHOP

    St. Michaels offers an eclectic range of boutique shops offering specialty foodsjewelry, clothing and home decor as well as galleries throughout the town. Shopping along our charming streets you'll find some fun items to commemorate your visit or to give to someone special upon your return home. Our boutique clothing stores, feature everything from cocktail attire to casual weekend wear to trendy nautical fashions, and accessorize your new outfits by browsing our many artisan & estate jewelry stores.

    Learn more here.

  • EAT

    St. Michaels is renowned for their Chesapeake Bay cuisine featuring locally caught fish, crabs and oysters, but our diverse eateries offer much more than that!  You’ll find Italian, Irish, Southern inspired restaurants, too.  The restaurants throughout St. Michaels, Tilghman and the Bay Hundred area offer amazing selections for breakfast, lunch and exceptional dinner experience.  We also offer many waterfront dining options, from the casual crab house to an elegant five course meal.   

    Learn more here.  

  • PLAY

    St. Michaels offers everything for its visitors, from self-guided historical walking tours, unique shopping in our boutiques and galleries, exploring our museums, kayaking and biking along the many Bay Hundred scenic byways, charter a fishing trip or just relaxing along the water’s edge, you’ll find St. Michaels, Tilghman and the Bay Hundred area has something for everyone.  

    The Bay Hundred area is surrounded by water, so you’ll want to get out on the water during your visit and experience our beautiful harbor town and Chesapeake Bay tributaries.

    Learn more here.

  • STAY

    St. Michaels, Tilghman and the Bay Hundred area have a wide range of lodging options to suit every taste and budget. There are many accommodations to choose from, including elegant full-service inns, charming bed-and-breakfasts, and delightful cottage vacation rentals.  

    Our bed-and-breakfasts and inns are a staple of the St. Michaels area, and many are located in the heart of St. Michaels; where you are within a leisurely walking distance to the town’s shopping, dining, museums and boating excursions. 

    Learn more here.

  • Every Saturday Happenings

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    Every Saturday 8:30 a.m. - 11:30 a.m.

    St. Michaels Farmers Market is a local, producer-only farmers market, operating Saturdays (April 14th-November 17, 2018) from 8:30 a.m.-11:30 a.m. RAIN OR SHINE. We are in the Public Parking lot - 204 S. Talbot Street) between Talbot and Fremont Streets, one block from the library in St. Michaels, MD.  ALL vendors can accept cash in addition to credit, debit and SNAP/EBT cards! 

    More information here.

  • Every Saturday 9:00 a.m. - 11:00 a.m.

    Take the car out of the garage and head over to the Classic Motor Museum for Cars & Coffee every Saturday! Coffee sponsored by Blue Heron Coffee.

    More information here.