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 to start online on Saturday, October 3rd at https://essexct.com/scarecrow-contest-2026/ Questions? Email ebotpresident@gmail.com

Free

Essex Celebrates America 250 Gala

Essex Steam Train One Railroad Avenue, Essex

Join us for a night that honors where we’ve been—and where we’re going. The Essex 250 Gala will be held April 18 from 7–10 PM at the historic Essex Steam Train. • A celebration of America at 250 • Dancing, music, and community spirit • Creative attire encouraged—Past, Present, or Future. Period dress welcome. Black Tie optional. An evening rooted in history and brought to life by Essex. Get your tickets today! Click here to purchase  

$125