ST MICHAELS
SIGNATURE EVENTS
One of the nation’s largest gatherings of its kind, Mid-Atlantic Small Craft Festival XLII celebrates the craftsmanship and innovation showcased through these vessels during a family-friendly weekend defined by camaraderie, tradition & fun.
October 2-4, 2026
St. Michaels comes alive with scarecrows, pumpkins, Jack Russell races and cocktails. One of the most colorful times of the year to Experience St. Michaels.
October 17-18, 2026
Experience two hours of pure fun at the St. Michaels Jack Russell Races! Hosted on the St. Michaels Inn lawn, this high-energy event welcomes all dogs and humans. Whether racing or watching, every ticket supports a registered 501(c)(3) raising vital funds for local shelters like Talbot Humane, Baywater Animal Rescue, and Caroline County Humane Society.
St. Michaels Inn Lawn
October 18, 2026
Registration 9am
Races 11am
Field + Tide
A Culinary Festival at the Wildset →
Join us to celebrate the food culture of the Chesapeake Bay, with a Four-Course Collaborative Friday Dinner and a Saturday Food Fair.
November 6, 2026
6:30pm - 9:00pm
November 7, 2026
11am - 3pm
CBMM will host OysterFest on Saturday, Nov. 7, from 10am-4pm, inviting the community to celebrate the Bay’s favorite bivalve with a day of fun for the whole family.
November 7, 2026
10am - 4pm
CBMM gets in the festive spirit, hosting the Holiday Edition of the Eastern Shore Sea Glass & Coastal Arts Festival on Saturday, Nov. 21, from 10am-4pm.
November 21, 2026
10am-4pm
Celebrate the holiday season in downtown St. Michaels with a festive weekend of local shopping, seasonal dining specials, and holiday cheer along Talbot Street.
December 3–6, 2026
Thursday–Sunday | Downtown St. Michaels
Serving 39 Years of Community Service! The mission of Christmas in St. Michaels is to provide resources to help local non-profit groups enhance the quality of life for the residents of the Bay Hundred community.
December 10-13, 2026
