Winter Fest in St. Michaels

Event Info

December 3, 2026

4:00 PM – 8:00 PM

Winter Fest is back, bringing four days of holiday cheer to downtown St. Michaels. Dine. Shop. Celebrate.

Stroll our historic streets, dressed in their winter best, and shop and dine your way through downtown. Stop by your favorite spots for special offers, festive touches, and holiday surprises all weekend long, as each business hosts its own event throughout the weekend, from cozy dinner specials to shopping deals to seasonal surprises around every corner.

Event Hours:

Thursday, December 3 | 4pm – 8pm
Friday, December 4 | 4pm – 8pm
Saturday, December 5 | 10am – 8pm
Sunday, December 6 | 10am – 2pm

Individual business events and offerings will be announced soon, more details to come.

Learn More Here

Winter Fest in St. Michaels

Event Info

Upcoming dates