Upcoming Events on
the Connecticut Shoreline

Looking for the best events near you on the Connecticut Shoreline? Our Shoreline Connecticut events calendar is your go-to guide for everything happening along the coast. From lively festivals and farmers markets to local concerts, art shows, and family-friendly activities, there’s always something happening. Whether you’re a local or just visiting, explore the latest happenings and never miss out on seasonal celebrations, food festivals, live performances, and more. Bookmark this page to stay updated on all the must-attend events near you on the Connecticut Shoreline!

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Beech Tree Art Fair at Beech Tree Cottages
Jun 21
Beech Tree Art Fair at Beech Tree Cottages

It’s almost time for the art fair! Spend a summer afternoon strolling the grounds of Beech Tree Cottages at this open-air art fair, showcasing work by a curated group of local shoreline artists and artisans. Meet the artists and view painting, photography, pottery, jewelry, mixed media, and more available for purchase in a range of price points. This is a free community event. All are welcome!

Celebrate Saybrook Street Party – June 22, 2025
Jun 22
Celebrate Saybrook Street Party – June 22, 2025

Experience the vibrant community spirit at the 3rd Annual Celebrate Saybrook Street Party on Sunday, June 22, 2025. From 1:30 PM to 6:30 PM, Main Street in Old Saybrook will be bustling with live music, delectable food, craft beer, unique vendors, and engaging activities for all ages. Don't miss this exciting kickoff to summer!

Sunday Live Music Series at Gouveia Vineyards
Jun 22
Sunday Live Music Series at Gouveia Vineyards

Unwind with live music every Sunday from 2:00 PM to 5:00 PM at Gouveia Vineyards in Wallingford, CT. Enjoy performances by local artists, stunning vineyard views, and a selection of fine wines.

Farmers Market at the Guilford Fairgrounds – 2025 Season
Jun 26
Farmers Market at the Guilford Fairgrounds – 2025 Season

Experience the charm of the Farmers Market at the Guilford Fairgrounds every Thursday from May 15 through October 30, 2025. From 4:00 PM to 7:00 PM, enjoy a variety of local produce, artisan foods, and handcrafted goods in a family-friendly atmosphere at 111 Lovers Lane, Guilford, CT.

Mr. Tuna x The Shipwright’s Daughter Green Crab Dinner Cruise – June 26, 2025
Jun 26
Mr. Tuna x The Shipwright’s Daughter Green Crab Dinner Cruise – June 26, 2025

The Mr. Tuna x Shipwright’s Daughter Green Crab Dinner Cruise takes place Thursday, June 26, 2025. Guests will enjoy a sustainable seafood tasting menu during a two-hour sunset cruise aboard Mystic’s historic Sabino Steamboat. This Green Crab Week collaboration supports ecological initiatives via Greencrab.org.

33rd Annual WoodenBoat Show – June 27–29, 2025
Jun 27
33rd Annual WoodenBoat Show – June 27–29, 2025

Celebrate maritime heritage at the 33rd Annual WoodenBoat Show, June 27–29, 2025, at Mystic Seaport Museum. Enjoy a showcase of wooden boats, expert-led discussions, and live boatbuilding demonstrations.

33rd Annual WoodenBoat Show – June 27–29, 2025
Jun 28
33rd Annual WoodenBoat Show – June 27–29, 2025

Celebrate maritime heritage at the 33rd Annual WoodenBoat Show, June 27–29, 2025, at Mystic Seaport Museum. Enjoy a showcase of wooden boats, expert-led discussions, and live boatbuilding demonstrations.

33rd Annual WoodenBoat Show – June 27–29, 2025
Jun 29
33rd Annual WoodenBoat Show – June 27–29, 2025

Celebrate maritime heritage at the 33rd Annual WoodenBoat Show, June 27–29, 2025, at Mystic Seaport Museum. Enjoy a showcase of wooden boats, expert-led discussions, and live boatbuilding demonstrations.

Sunday Live Music Series at Gouveia Vineyards
Jun 29
Sunday Live Music Series at Gouveia Vineyards

Unwind with live music every Sunday from 2:00 PM to 5:00 PM at Gouveia Vineyards in Wallingford, CT. Enjoy performances by local artists, stunning vineyard views, and a selection of fine wines.

Farmers Market at the Guilford Fairgrounds – 2025 Season
Jul 3
Farmers Market at the Guilford Fairgrounds – 2025 Season

Experience the charm of the Farmers Market at the Guilford Fairgrounds every Thursday from May 15 through October 30, 2025. From 4:00 PM to 7:00 PM, enjoy a variety of local produce, artisan foods, and handcrafted goods in a family-friendly atmosphere at 111 Lovers Lane, Guilford, CT.