St. Michaels Winery Events

Date: October 24, 2025

Celebrate Holloween in St. Micahels
For the third year, St. Michaels Winery will be hosting the Pumpkin Carving Contest and the Pumpkin Pie Contest for the "Fall into St. Michaels Festival."

Times and Enrty details to follow...

2nd Annual Oyster Jam

Date: November 7, 2025

"Stroll downtown St. michaels and discover the variety of shops, restaurants and attractions celebrating this famous bi-valve. From oyster tastings, wine pairings, boat rides, live entertainment, special dinners and oyster exhibits there will be plenty going on for the oyster lover."

Winter 2009

Midnight Madness

Date: December 5, 2025

Last minute Christmas shopping? Tired of Malls and on-line shopping?
Visit Michaels for Midnight Madness. Finish your shopping and get back into the Christmas spirit!
All of the wonderful shops in town , Including the Winery, will stay open for your shopping pleasure until 12:00 a.m.
St. Michaels Winery is also providing a break from all that bag carrying. We will have live music and wine by the glass, so stop in for a breather, or to buy the perfect gift for that special someone...

Christmas in St. Michaels

Date: December 11, 2025

List of Events Coming Soon...

Other Event Locations...

Tastings At Your Local Wine Store

Maryland Retail Store Tasting Schedule
Don't have time to come to St. Michaels to sample our wine. This is no longer a problem for Maryland residents. Find a wine or liquor store in your area that has scheduled a St. Michaels Winery tasting.