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Events for October 29, 2026

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Copy of EBOT Scarecrow Contest Flyer 2026 (5) copy

Scarecrow Contest sponsored by The Essex Board of Trade

Recurring
Essex Village

The Essex Scarecrow Contest and FestiFall have become a much-loved community tradition, bringing creativity, fun, and local spirit to the Main Streets of Centerbrook, Essex, and Ivoryton each fall! Every year, residents, businesses, and organizations design and build scarecrows to display on lamp posts throughout town. The scarecrows will be on display all October, so stroll the streets, snap photos, and share your favorites! Voting open until October 30th at https://essexct.com/scarecrow-contest-2026/ Questions? Email ebotpresident@gmail.com

Free
think-pink

Pink Aid

JMcLaughlin 3 Main St, Essex

Sip & Shop at J.McLaughlin to raise funds for Pink Aid - the only national organization providing Compassionate Support and Rapid Emergency Financial Assistance to patients in treatment, supporting families during this critical time.

Yellow-and-Red-Minimalist-Music-Fest-Instagram-Post

Live Music at Brickside Pizza

Brickside Pizza 107 Main Street, Ivoryton

Excited to host The Blue Cherry Trio at Brickside Pizza - see you there!

10.29.26-The-Legend-of-Sleepy-Hollow

The Legend of Sleepy Hollow, a reading with Michael Langlois at Essex Library

Essex Library Association 33 West Avenue, Essex, CT, Essex

Be transported to colonial New York through the words of Washington Irving’s spine-tingling tale. Follow Connecticut school teacher Ichabod Crane as he becomes the target of a ghostly apparition: the famed Headless Horseman of Sleepy Hollow. As the night darkens, and hoof beats approach, feel the suspense build as fear and folktale blend in this perennial Halloween favorite. This program is free and open to the public at Essex Library, 33 West Avenue, Essex, CT. Space is limited. Registration is required. Register online at www.youressexlibrary.org or call the Library at 860-767-1560.