Annual Events

Due to COVID-19, all events should be considered tentative. Please check with the organizer for the most recent updates.
Coast & Country Winter Wine Trail
January 11-April 11, 2020  

Walter Camp Weekend, New Haven
January 14-16, 2021 

Eagle Watches on the Connecticut River from the Audubon Shop, Madison

St. Patrick’s Day Parade, New Haven
March 14, 2021

For information on summer concerts, visit our calendar at

North Haven Irish Festival
Late June 

Craft EXPO, Guilford
July 17-19, 2020 

Shakespeare on the Shoreline
July 29-August 2, 2020
Orange Volunteer Firemen’s Carnival, Orange
Early August

Annual Shoreline Jewish Festival, Guilford
Early August

Annual Potato and Corn Festival, North Branford
August 7-9, 2020 

Milford Oyster Festival, Milford
August 15, 2020 

Shoreline Wine Festival, Guilford
Mid August 

Elm Shakespeare Company in the Park
Mid August-Early September

Odyssey: A Greek Festival, Orange
September 3-7, 2020 

Annual Faxon Law New Haven Road Race, New Haven
September 7, 2020

North Haven Fair, North Haven
September 10-13, 2020 
New Haven Grand Prix

Mid September

September 18, 2020

The Guilford Fair
September 18-20, 2020

Fall Bird Walks at Hammonasset Beach State Park, Madison
Saturdays, Mid September-Mid November 


New Haven Spring Restaurant Week, New Haven

Cherry Blossom Festival, New Haven

Annual Meriden Daffodil Festival, Meriden
2020 event canceled 

New Haven Food Truck Festival and Dragon Boat Races
May 30, 2020

International Festival of Arts & Ideas, New Haven
June 13-27, 2020 

Connecticut Open House Day

Pirate's Day, Milford

Branford Festival
June 19-21, 2020 

Branford Road Race
June 21, 2020 


New Haven Fall Restaurant Week
September 20-25, 2020 

Spectrum Gallery’s Autumn Arts and Crafts Festival, Madison
October 10-11, 2020

City-wide Open Studios, New Haven
Weekends, October 

Shoreline Arts Trail Open Studios Weekend, Branford
November 16-17, 2019 

Christmas in Europe at the Knights of Columbus Museum, New Haven
November 16-February 2, 2020 

Artistry Holiday Sale of Fine Craft & Art, Guilford
Mid November-December 

Annual Holiday Gilbert Train Exhibition at the Eli Whitney Museum, Hamden
Late November-Mid January  

Winter Wonderland & Santa at the Shore Line Trolley Museum
Weekends, Late November-December  

Fantasy of Lights, New Haven
Late November–Early January 

Festival of Silver Lights at Hubbard Park, Meriden
Late November-Early January