Annual Festivals
Mark Your Calendar for Unforgettable Experiences
From waterfront parades to celebrations of seafood and music, Talbot County has annual festivals that will bring you back year after year. Plan your trip around signature moments like Easton’s world-renowned Waterfowl Festival and the creative magic of summer’s Plein Air Easton, or drop into charming St. Michaels, Oxford, and Tilghman Island for maritime celebrations, boat shows, and live music. Browse by the category that interests you, or explore our full events calendar to plan your trip.
Arts & Culture
-
April 18-19, 2026
Eastern Shore Sea Glass and Coastal Arts Festival
The Eastern Shore Sea Glass and Coastal Arts Festival attracts nearly 100 artisans from up and down the East Coast. These artisans converge on the campus of the Chesapeake Bay Maritime Museum to exhibit and sell their work.
Apr
18
-
Jan
01
January 1 – December 31
Talbot250: Honoring the Past, Celebrating the Present, and Shaping the Future
-
Feb
20
February 20 – February 21
Chesapeake Fire & Ice Festival
-
Jul
11
July 11 – July 20
Plein Air Easton
-
Nov
14
November 14 – November 16
Waterfowl Festival
-
Oct
08
October 8 – October 10
Chesapeake Film Festival
-
Jun
12
June 12 – June 20
Chesapeake Bay Chamber Music Festival
Maritime Events
-
August 30 – August 30 | 8am
Chesapeake Bay Maritime Museum Annual Charity Boat Auction
Bid on adventure at the Chesapeake Bay Maritime Museum’s Annual Charity Boat Auction, a waterfront tradition where donated boats find new homes and every sale supports maritime education and preservation.
Aug
30
Recreation Events
-
May
Tri-County Ice Cream Classic
Never miss a ride or event. Hit the Subscribe button below to add the C3 Ride Calendar to your mobile device!
May
02
-
Nov
08
November 8
Historic Drawbridge Running Festival
Food & Wine
-
April 25 – April 26
Winefest at St. Michaels
Sample wines from across the globe during WineFest at St. Michaels. Compare flavor profiles, explore production processes, and chat with winemakers. Blending maritime character with small-town elegance, the historic streets of St. Michaels offer the perfect backdrop for sampling, sipping, and savoring wine. What to Expect The festival has continued to evolve and grow since its…
Apr
25
-
Mar
07
March 7
Sweet Times Ahead – St. Michaels ChocolateFest Returns
-
Apr
26
April 26
Taste of Easton – A Celebration of Culinary Excellence
-
Oct
25
October 25
Oysterfest at the Chesapeake Bay Maritime Museum
Holidays & Seasonal Events
-
April 5 – April 5
Hop into the Spring Season – 2026
Whether you’re looking for an Easter brunch spot, a sweet treat to bring to a family gathering, or activities for the children – we have you covered.
Apr
05
-
Nov
26
November 26 – December 31
Holiday Events in Talbot County
-
Mar
17
March 17 – March 17
St. Patrick’s Day in Talbot County
-
Jun
20
June 20 – July 4
Easton Carnival and July 4th Fireworks
-
Jul
04
July 4
Independence Day in Talbot County
-
Dec
31
December 31
New Year’s Eve in Talbot County – 2026/27