James T. Collingwood, Sr.

James T. Collingwood, Sr., 94, passed away on Wednesday, March 2, 2022 at Fairview Hospital in Great Barrington, MA.

He was born on November 25, 1927 in Holyoke, MA, the son of Frank and Justine (Taber) Collingwood.

James married the love of his life, Betty Markham, on June 14, 1952 at the Old Parish Church in Sheffield, MA. They were married for 53 years before Betty passed away on March 22, 2005.

He was a 1945 graduate of Deerfield Academy and he also received his AA from the University of Massachusetts. Jim owned and managed Collingwood Transportation Inc. and retired in 2013. He also served in the Army and stationed on the Panama Canal.  He was active in many clubs including the Masonic Lodge, the American Legion, and the Kiwanis Club.  He was a 67 year member of Old Parish Church and dedicated 57 years of public service to the Town of Sheffield serving on several boards and committees.

James is survived by his three sons, James Collingwood Jr. and wife Theresa of Ashley Falls, Bruce Collingwood of Pittsfield, and Jeffrey Collingwood and wife Joan Pezzano of Ashley Falls. He is also survived by his nine grandchildren James, Matthew, John, Noah, Grant, Britney Collingwood, Kyle, Zachary, and Zoe Pezzano, and his four great-grandchildren Madeline, Isaac, Adalie, and Lincoln.  He is also survived by his brother Robert and pre-deceased by his sister, Janet Koch, and brother Frank. He leaves his beloved terrier Cookie; they were inseparable.

SERVICES – Calling hours at Finnerty & Stevens Funeral Home, Gt Barrington, MA are Friday, March 18 from 4 to 7 pm. A celebration of life will take place Saturday, March 19, 2022 at Old Parish Church, 125 Main St., Sheffield, MA at 3 pm.

In lieu of flowers, please consider a donation in memory of James to the Berkshire Humane Society, the Kiwanis Club of Sheffield, or the Old Parish Church in care of Finnerty & Stevens Funeral Home, 426 Main Street, Great Barrington, MA 01230, who is caring for the arrangements. To send remembrances to his family please go to www.finnertyandstevens.com