All things CHOCOLATE! What could be better? Various businesses throughout the town will be offering their creative works made with chocolate. Your hosts at the Parsonage Inn will present their delectable Godiva Triple Chocolate cookies as a unique treat for their guests. Don't miss out!

This Chesapeake Bay Maritime Museum annual event takes place in April and showcases the wonderful beach treasure of sea glass. Collectors and crafters come from all over to display their goods. Music and food add to the festivities.

Various running events to participate in or watch. (The Parsonage Inn is a great place from which to watch your friends run by!) Courses to run through downtown and the countryside. Waterfront after party with live music and food.

The Brew Fest will feature dozens of beers and will take place at several locations throughout town, all within walking distance. Purchase tickets in advance at the St. Michaels Brew Fest website.

This annual antique and classic boat show takes place on the grounds of the Chesapeake Bay Maritime Museum, over Father's Day weekend.

Unique to the Chesapeake Bay. These antique-design sailboats race on the waters of the Miles River and surrounding areas. The Patriot Cruise offers up-close viewing for a few of the races (check with the Chesapeake Bay Maritime Museum for their schedule.)

Each year, in celebration of Independence Day, the Chesapeake Bay Maritime Museum opens its doors for a night of live music, dancing and fireworks over the Miles River.

A celebration honoring the hardworking men and women who define our coastal heritage. Boat docking contest, steamed Chesapeake Bay blue crabs, live music... Tickets available on the Chesapeake Bay Maritime Museum website. Stay at the Parsonage Inn, across the street and walk to the event.

This charity event raises money for the Chesapeake Bay Maritime Museum various programs.

A celebration of all things oyster! Enjoy oysters served in a variety of ways along with other local fare, craft beer and spirits, plus live music, an oyster stew cook-off, presentations... Stay at the Parsonage Inn and walk to festival events.

A Holiday shopper's delight. Shops stay open late, nibbles and other activities.

A fun, old-fashioned Christmas in our historic, coastal town - lighted boat parade, street parade, gingerbread contest, Tour of Homes, music, marketplace shopping and bake sale and more festive activities.