St. Michaels events and Tilghman Island events are unique to our incredible area. Seasonal festivals have become an uncompromising tradition. Our Waterfowl Festival is heaven for the outdoorsy types. Boat competitions, races and festive holiday events are what we live for. Join us and see why.
Duck hunting season runs in all coastal waters from November 15 – January 13. Canada Goose Eastern zone season (encompassing Talbot County) is from September 1 – September 15. Rockfish spring trophy season is April 21 – May 15.
Wylder Happenings – Onsite Events
Saturday, December 15th
Featuring Santa & The Miles River Duo
We invite the community to place handmade ornaments on our trees to share a taste of Tilghman with all who visit. From 4 PM – 6 PM, join us for a free kids’ ornament and cookie and tree decorating party. Enjoy free hot cocoa and cookies for the kids. At 6 PM, we’ll light the trees. From 5 PM – 9 PM join us for dinner with holiday drink and meal specials, spiked egg not and roasted chestnuts.
Christmas in St. Michaels
December 7 – 9, 2018
Christmas in St. Michaels is held annually each December in historic St. Michaels, Maryland. For more than a quarter century, visitors and residents have celebrated the arrival of the Christmas season during this weekend. Proceeds from ticketed events and the sales of our very popular Collectors Ornaments have raised more than one million dollars to directly benefit local, non-profit organizations in our community.
Eastern Shore Sea Glass & Coastal Arts Festival
April 6, 2019 – April 7, 2019
Join us for the kick-off of the Spring season with over 35 artists from all over the East Coast who share their love of sea glass & art! Enjoy a festive atmosphere then enjoy our beautiful harbor town of St. Michaels.
WineFest at St. Michaels
April 27, 2019 – April 28, 2019
Now in its 10th year, WineFest is Maryland’s premiere wine event, featuring nearly 400 wines from around the globe. Experience hundreds of highly-rated International, U.S. and Maryland wines at tasting venues located throughout the town of St Michaels.
St. Michaels Running Festival
May 18, 2019
This annual event is held in St. Michaels, Maryland. Runners run to support charity and volunteers are always needed.
St. Michaels Brewfest
June 1, 2019
Celebrate brewing with hand-picked beers. Some you may know and some you won’t. We do our best to find the hard-to-find, seasonals, rarities & one-offs.
32nd Annual Antique & Classic Boat Festival & the Arts at Navy Point
June 14, 2019 – June 15, 2019
Wooden and fiberglass classics, vintage racers, and other antique and Chesapeake Bay-related boats are coming to the Chesapeake Bay Maritime Museum June 15-17 for the 31st annual Antique & Classic Boat Festival and the Arts at Navy Point in St. Michaels, Md.
Independence Day Celebration
June 30, 2019
Fireworks in St. Michaels Harbor Saturday, June 30, 2018! The Chesapeake Bay Maritime Museum in St. Michaels, Md. welcomes The Shades of Blue Orchestra for a live performance at its Saturday, June 30 Big Band Night. The St. Michaels fireworks are scheduled to launch after dusk. The orchestra is set to begin at 7:00 p.m, with the public invited to bring lawn chairs and picnic blankets for an evening of music, dancing, and fireworks along the Miles River. Food, ice cream, and non-alcoholic beverages will be available for purchase during the event.
Plein Air Easton Art Competition
July 14 – 21, 2019
Plein Air Easton is the largest and most prestigious juried plein air painting competition in the United States. Approximately 6,000-8,000 people participate in the week-long festival. Artists from all over the US and beyond apply to this competition and those who are selected paint throughout Talbot County during the festival week. The resulting original works of art are then on display, awards are given, and the paintings are sold. Highlights include the Festival’s Quick Draw Competition and demonstrations, workshops, exhibits and lectures for all ages.
Tilghman Island Seafood Festival
July 20, 2019
The festival will be held at the fire department and adjacent Kronsburg Park on Main Street, Tilghman Island. Food to be served includes steamed crabs, clams, steamed shrimp, barbecue chicken, hot dogs, corn on the cob, french fries, and more. There will be plenty of ice-cold beer and sodas as well as children’s activities, games, nautical artisans, craft vendors and an indoor flea market. Live music will begin at noon.
Tilghman Island Day
October 19, 2019
Our annual celebration of our way of life is a day to mark in your calendars now. The festivities include arts and nautical crafts, boat-building demonstrations, oyster shucking, crab picking and a fascinating look at the life of a waterman.
November 9, 2019
A cherished tradition, the Waterfowl Festival is a yearly Chesapeake Bay event that draws visitors from across the country. Attendees enjoy calling contests, art displays and sales, dog competitions, delicious food, children’s activities, live music and parties.