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  • It's back....

    Join us for the Taste of St. Michaels Tasting Crawl on Saturday, November 23rd, from 11 am to 4 pm, and experience the finest flavors our town has to offer. Stroll through St. Michaels, indulging in exquisite, Chesapeake Bay-inspired tastings at award-winning restaurants.

    No tickets are required—purchase tastings directly at each participating venue, with selections ranging from $1 to $5. Each establishment will feature a curated selection of elevated bites and beverages.

    The Tasting Map, detailing our exclusive stops, will be available soon.

    This culinary journey through St. Michaels offers a sophisticated way to savor the town’s finest. Rain or shine, we look forward to welcoming you.

  • Get ready for the most enchanting Midnight Madness in St. Michaels yet!

    This year, our 12 luxurious gift baskets are brimming with exclusive items from beloved local spots. 

    Join us on Saturday, December 7th for an unforgettable day filled with holiday magic and live music across over 7 venues throughout town, creating a festive atmosphere from morning till night.

    The celebration begins at 11:00 a.m. and culminates with our grand prize drawing at The Galley Restaurant. With DJ Chuckie Hayward and an exclusive surprise band, this year’s event promises to be our best yet!

    To make the most of your Midnight Madness experience, reserve your stay at one of our charming hotels and make dinner reservations now, as spots are filling up quickly. Stay tuned for updates, including videos showcasing the incredible prizes in each basket.

    Don’t miss out on the elegance, excitement, and holiday spirit that only St. Michaels can offer this season!

  • About 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 B&B's, award winning inns and full-service hotels to welcome you!

    Come and experience the beauty of St. Michaels and all this charming town has to offer!  See You soon!