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

GRIS250 ~ Complimentary Premium Rum Tasting

The Griswold Inn 36 Main Street, Essex

Back in the 18th century, rums was widely enjoyed - particularly in seaport villages like Essex, where maritime trade and seafaring life was a part of daily life. Join us for a complimentary guided tasting of select premium rums, offered in the spirit of our colonial maritime heritage. Probitas White Blended RumMezan XO Jamaica Extra Old RumBumbu The Original RumRon Zacapa 23-Year Old Centenario Gran Reserva Rum

GRIS250 ~ Sea Chanteys with The Jovial Crew

The Griswold Inn 36 Main Street, Essex

The Jovial Crew bring sea chanteys – authentic songs of the sea that would have been heard throughout Essex’s maritime history – to our Tap Room for an evening of music and celebration. If you haven’t experienced a night with these talented musicians, you’re in for a treat! Their performances are lively, spirited, and perfectly suited to our GRIS250 weekend celebration.

Psychedelic ’60’s at The Gris

Recurring
The Griswold Inn 36 Main Street, Essex

Every Friday, 8:30pm - 12:00am Psychedelic ’60’s, a power trio that pays tribute to the ground-breaking musical super groups of the sixties, plays the Tap Room at The Griswold Inn every Friday night. Take this nostalgic trip and listen to the music of the Kinks, the Beatles, the Animals, Creedence Clearwater Revival... ROCK N' ROLL!