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Winning Winery

The chilly weather has begun to settle in around St. Michaels, but don't worry, for visitors looking to warm up, there's plenty of indoor activities to check out. We recommend the St. Michaels Winery, located less than ten minutes from the Harbourtowne Resort. Read more >

Halloween Happenings

'Tis the season to be spooky and St. Michaels has plenty of fun Fall and Halloween-themed events planned throughout the month of October, including the St. Michaels Scarecrow Contest, from the 17th through the 26th. Read more >

Paddle Out

St. Michaels is a town with a strong seafaring heritage, and you can take part in it by paddling out for a day on the water. Check out Shore Pedal and Paddle for rentals of paddleboards, kayaks and even bicycles, if you'd prefer to keep your exploration on dry land. Read more >

Out and About in the Audubon

If you're in the mood for the great outdoors, it doesn't get much greater than Pickering Creek Audubon Center, a piece of unspoiled nature just a short drive from our St. Michaels resort. Read more >

Take a Peek at Chesapeake

Just five minutes away from our St. Michaels resort is the Chesapeake Bay Maritime Museum, a must for any fan of nautical history. Read more >

Yo-Ho-Ho and a Bottle of Rum

Maryland has quite a piratical history, so it only seems fitting to visit Lyon Distilling, an extremely-micro rum distillery located less than ten minutes from our St. Michaels resort. Read more >

Set Sail on a Skipjack

If you want to learn more than you ever thought possible about Chesapeake Bay, set sail with Captain Ed Farley aboard the H.M. Krentz, a stunning (and quite seaworthy) authentic skipjack. Read more >