Lots of fun events on our radar! Check out our Events Calendar for even more.

River Valley Art Tour, October 12th – 14th. Tour the galleries of local artists in Chester, Essex and Deep River.

Known for their pasture-raised Thanksgiving turkeys, Ekonk Hill Turkey Farm stages a corn maze at night on Saturdays during October. While you’re there, indulge in a Hot Gobbler Sundae: Thanksgiving in a bowl: mashed potqtoes, stuffing, turkey and gravy topped with a dollop of cranberry sauce!

Black Bear Music Fest in Goshen, October 11th – 13th features 3 days of Americana Music

Among the many events surrounding the Wee Faerie Village at The Flo Gris is Pirate Day on October 19th from 11 – 4. Meet the Free Men of the Sea, arrr-fully good re-enactors who bring the myths and history of pirates and privateers to life. Be sure to also visit the Education Center to purchase a Wee Faerie Crafting Kit (while supplies last).

This Halloween, discover “what lurks beneath” at Mystic Seaport Museum! October 18, 19, 24, 25, and 26, 2024. Explore the indoor and outdoor spaces as the mysteries of the ocean come out to play. From giant puppets to incredible Kraken tentacles climbing the rigging of the whaleship, Charles W. Morgan, this limited-time event includes creepy Halloween fun for all. Timed entries at 6:00 and 7:00 pm.

Fall Festival at the Big Red Barn at Bishop’s Orchards through November 3rd. Enjoy all the fall fun that Bishop’s Orchards has to offer: Apple Picking, Wagon Rides, Dinosaur Themed Corn Maze, Activity Area, Food Trucks (Select Days), On Site Farm Store & Gift Area, Pumpkin Patch.

Cozy Autumn Tea At Old Lyme Inn, Saturdays through October 19th. Sample a fall selection of Harney & Sons Fine Teas accompanied by Chocolate-Almond Pine Cones, Maple Cheesecake Bites, Cranberry Tea Bread and other petite sweets.

Alabama Story At Ivoryton Playhouse, through 10/20. Inspired by true events, Ivoryton Playhouse is proud to present Alabama Story based on Garth Williams’ The Rabbit’s Wedding, a smart and funny, dark and hopeful, and sadly still relevant play.

J. McLaughlin Madison Warehouse SALE, 10/10 – 10/14, at the The American Legion Post 79, 43 Bradley Road in Madison. Save up to 60% off already reduced prices on J. McLaughlin’s collections for men and women.

Autumn Arts Festival On The Madison Town Green, 10/12 – 10/13, 8 Meeting House Lane, Head to the Madison Town Green for a weekend filled with fine art, hand crafts, live music and tempting treats!

7th Annual New Haven Chalk Art Festival, 10/12 from 2 – 4pm. Watch the sidewalks come to life as over 65 artists create stunning chalk designs at two locations, and cast your vote for your favorite to win $50 gift cards to local restaurants.

We’ve heard GREAT things about Maggie, a NEW musical at Goodspeed through October 20th. A Scottish mother’s unbreakable love for her three sons is tested in an inspirational musical about family bonds and changing times. Spanning over 20 years, a hardscrabble working class life blossoms with a soul-stirring pop-folk score. A generation of courageous mothers is celebrated in this rousing U.S. premiere.

The Madison Historical Society Presents A Halloween Ghost Tour, October 26th. Lee’s Academy, 14 Meetinghouse Lane, Madison. Tour five local sites where the ghosts of five historic residents will tell the spine-tingling and heart-wrenching tales of their lives…and deaths.