St. Michaels Business Association

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St. Michaels Business Association The St. Michaels Business Association (SMBA) is a proud community of local businesses dedicated to supporting, connecting, and growing St. Michaels, Maryland. St.

Follow along for member news, local events, and everything happening in St. Michaels! Michaels is known as one of the Eastern Shore's most beautiful towns. With scenic harbors, a thriving business community and proud residents, this is, by far, the jewel of the Eastern Shore of MD. Built with the history of the waterman and the town that fooled the British many have made this town their home. Welcoming the tourist to enjoy the serenity and wonderful energy of our town.

Save The Date! Santa returns to Chesapeake Bay Outfitters Black Friday from noon to 3pm.Bring your kids, camera and Chri...
10/21/2026

Save The Date!
Santa returns to Chesapeake Bay Outfitters
Black Friday from noon to 3pm.
Bring your kids, camera and Christmas list!
This is a free event.
All are welcome.

Thank you, St. Michaels! 🎃This year’s Pumpkin Carving was one for the books, thanks to our hosts at St. Luke’s Church, o...
10/19/2026

Thank you, St. Michaels! 🎃

This year’s Pumpkin Carving was one for the books, thanks to our hosts at St. Luke’s Church, our organizers, volunteers, pumpkin crew, generous sponsors, and every carver who joined us.

We couldn’t do it without you. See you next year! 🧡

By overwhelming demand, over 400 votes were cast in total! The People's Choice Award for The 2026 Pumpkin Carving Conest...
10/18/2026

By overwhelming demand, over 400 votes were cast in total!

The People's Choice Award for The 2026 Pumpkin Carving Conest goes to Ava's, carved by Madeline Hargrove and Maggie Lundy!

10/18/2026
Carving is underway at St. Lukes. Public viewing begins at 9am to watch carvers in action. From noon to 1pm closed for j...
10/17/2026

Carving is underway at St. Lukes. Public viewing begins at 9am to watch carvers in action. From noon to 1pm closed for judging then reopening at 1pm to 7pm.

See you in beautiful downtown St. Michaels.

Tomorrow's the day!Fall Into St. Michaels kicks off October 16 and runs through the 18th. Here's your full calendar of e...
10/15/2026

Tomorrow's the day!

Fall Into St. Michaels kicks off October 16 and runs through the 18th. Here's your full calendar of events, from Yappy Hour and Pumpkin Carving to Wag-O-Ween and the Jack Russell Races.

Save this post so you don't miss a thing!

Details at stmichaelsmd.org.

10/15/2026
Here's what you need to know before heading to Fall Into St. Michaels, October 16-18!Expect mild, sunny weather in the l...
10/13/2026

Here's what you need to know before heading to Fall Into St. Michaels, October 16-18!

Expect mild, sunny weather in the low-to-mid 70s all weekend. Free parking is available at 114 & 115 Fremont Street, Mill Street, and Muskrat Park. Plus, plenty of dog- and kid-friendly events on the schedule, from Yappy Hour and Wag-O-Ween to Children's Pumpkin Painting and Storytelling.

See you there! Details at stmichaelsmd.org.

It's all things pumpkin at Fall Into St. Michaels, October 16-18!Make a floral centerpiece at Petals & Pumpkins, watch t...
10/12/2026

It's all things pumpkin at Fall Into St. Michaels, October 16-18!

Make a floral centerpiece at Petals & Pumpkins, watch the carvers at Pumpkin Carving, let the kids paint their own at Children's Pumpkin Painting, sample the Baking Contest entries, and tour the winners at Pumpkin Viewing.

A weekend for every pumpkin lover!

Learn more at stmichaelsmd.org.

07/05/2026

Thank you to all our sponsors who made this event so great with their generous prize donations!

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Saint Michaels, MD

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