Annual Events

Due to COVID-19, all events should be considered tentative. Please check with the organizer for the most recent updates.
New Haven Grand Prix & Apizza Fest
Postponed until 2022

The Connecticare Grand Fondo
Postponed until 2022

New Haven Fall Restaurant Weeks Remixed
October 3-16, 2021 

Milford Restaurant Week
September 27-October 10, 2021

Hamden Restaurant Week
September 27 – October 2, 2021

Spectrum Gallery’s Autumn Arts and Crafts Festival, Madison
October 9 & 10, 2021

Open Source Festival, New Haven
Weekends, October 15-24, 2021

Shoreline Arts Trail Open Studios Weekend, Branford
November 13-14, 2021 

Christmas in Europe at the Blessed Michael McGivney Pilgrimage Center (formerly Knights of Columbus Museum), New Haven
November 6, 2021 – February 6, 2022 

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

Annual Holiday Gilbert Train Exhibition at the Eli Whitney Museum, Hamden

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 

Coast & Country Winter Wine Trail

Walter Camp Weekend, New Haven
January 13-15, 2022 

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

St. Patrick’s Day Parade, New Haven
Postponed until 2022


New Haven Spring Restaurant Week, New Haven

Cherry Blossom Festival, New Haven
April 24, 2022 

Annual Meriden Daffodil Festival, Meriden
Postponed until 2022 

New Haven Food Truck Festival and Dragon Boat Races

International Festival of Arts & Ideas, New Haven
July 12-26, 2022 

Connecticut Open House Day

Pirate's Day, Milford

Branford Festival
Postponed until 2022 

Branford Road Race


North Haven Irish Festival

Craft EXPO, Guilford
July 15-18, 2022 

Shakespeare on the Shoreline
Orange Volunteer Firemen’s Carnival, Orange
August 5-8, 2021

Annual Shoreline Jewish Festival, Guilford
Early August

Annual Potato and Corn Festival, North Branford
Postponed until 2022 

Milford Oyster Festival, Milford
August 21, 2021 

Elm Shakespeare Company in the Park

Odyssey: A Greek Festival, Orange

Annual Faxon Law New Haven Road Race, New Haven
September 6, 2021

North Haven Fair, North Haven
September 9-12, 2021 

East Haven Fall Festival
September 10-12, 2021
Closer to Free Ride
September 11, 2021 (virtual)

The Guilford Fair
September 17-19, 2021

The Durham Fair
September 23-26, 2021

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