Whether you prefer red wine or white, all the wine gurus in town, as well as those just down for a good time, gathered for WineFest in St. Michaels the last weekend in April. The passerbies were treated to a variety of wine and food offerings in culmination with jazz tunes that made for a splendid weekend.

This year, WineFest was dedicated to the victims and heroes of the Boston Marathon. A big thank you to those who joined us at the fourth annual charity event, and also to those who sponsored the cause. To see photos from this event visit the St. Michaels Tourism Facebook page and check out their album.
Join us next year, as always the last weekend in April, for St Michaels’ fifth annual WineFest celebration. Looking for another great excuse to come to St Michaels in the meantime? Join us for the St. Michaels Running Festival this weekend, May 18th , or May 24th – 27th for Memorial Day Weekend. Until then, stay thirsty my friends.


shops along the famed Talbot Street in full swing, Spring is one of the best times to come visit St. Michaels. There are many small streets to explore, a small dog park near the waterfront, and of course the Chesapeake Bay Maritime Museum. Come enjoy spending time outside biking through town, playing a round of golf or relaxing bayside. There are also a couple must sees this time of year. Don’t miss out on the springtime fun!

Nestled on Maryland’s Eastern Shore lies a quaint water town with a rich history. St. Michaels, Maryland, although small in size, is certainly not lacking in things to do and see. If you blink you may miss this little town, but it would be in your best interest not to. Known as “the town the fooled the British,” for its small, but inspiring role in the War of 1812, this historic port city is home to landmarks and decades of maritime history.
This Talbot County town boasts a variety of shops, boutiques, a winery, brewery and endless scenic views. Talbot Street, the heart of the shopping district, hosts a variety of novelty shops that are famous for their local flare and offering Eastern Shore inspired wares. The Chesapeake Bay Maritime Museum is another must-see when you visit St. Michaels. Visitors are welcome to take a boat ride on the Miles River or check out the exhibits and vessels while exploring the history of the Chesapeake Bay. The town is also abundant in restaurants like Town Dock Restaurant and The Crab Claw serving up fresh seafood dishes that are so quintessentially St. Michaels. If you don’t fancy seafood there are plenty of other options that are sure to tickle your taste buds. The fun doesn’t stop there, St. Michaels hosts many well-known local events year round. Plan your visit during OysterFest, WineFest, Christmas in St. Michaels or the Antique & Classic Boat Show.
Whether a history buff or just looking for a little R&R, St. Michaels is perfect for a day trip or a weekend getaway. St. Michaels has a unique local feel that is sure to charm the pants off of any passerby. Even if you aren’t a local here you will be treated as one. Come experience the small-town charm for yourself.






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