PITTSFIELD, Mass. —  Garrett Chestnut, 76 of Pittsfield, MA, died on Wednesday, October 7, 2026, at Hillcrest Commons. A Pittsfield native, Garrett was born on July 16, 1950, the son of Elsie (Melideo) Chestnut and Merlin Chestnut, Sr.

Garrett attended local schools in Pittsfield. Always keeping busy, he worked in production at Rising Paper, operated a limousine business and also worked at Jimmy’s restaurant. He enjoyed horse racing and trips to casinos.

Survivors include his brother, Merlin Chestnut, Jr. of Vallejo, CA; a sister, Beverly Chestnut Morelli (Bruce) of Housatonic, MA; nieces and nephews; and friends, including Shaun Delmolino. He was predeceased by a brother, Dennis Chestnut, and his parents, Elsie and Merlin Chestnut.

A graveside service for Garrett Chestnut will be held at 1:30 PM on Friday, October 16, 2026, at St. Joseph Cemetery, Pittsfield, MA with Monsignor Michael Shershanovich presiding. Please add to the Book of Memories at www.FlynnDagnoliFuneralHomes.com.