What Events are Happening on the Connecticut Shoreline
The Connecticut shoreline is a beautiful and vibrant area, home to a variety of events throughout the year. Whether you're a local resident or a visitor, there's always something to do and see in this picturesque region.

From outdoor festivals and concerts to art exhibits and historical tours, the Connecticut shoreline offers a wide range of events that cater to all interests and ages. In this article, we'll take a closer look at some of the exciting events happening on the Connecticut shoreline.
In this article we’ll share:
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.
Test your knowledge at Bishop's Orchards Little Red Bar[n] every Thursday from 6:30 PM to 9:00 PM. Enjoy a lively trivia night hosted by Dave Lefkin, with food, drinks, and prizes for the top teams.
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.
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.
Test your knowledge at Bishop's Orchards Little Red Bar[n] every Thursday from 6:30 PM to 9:00 PM. Enjoy a lively trivia night hosted by Dave Lefkin, with food, drinks, and prizes for the top teams.
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!
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!
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.
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.
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.
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.
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.
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.
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.
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.
JOIN THE NEXT EVENT ON THE SHORELINE
Upcoming Events
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.
Test your knowledge at Bishop's Orchards Little Red Bar[n] every Thursday from 6:30 PM to 9:00 PM. Enjoy a lively trivia night hosted by Dave Lefkin, with food, drinks, and prizes for the top teams.
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.
IT’S A GOOD READ!
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