Pamela M. Drumm, 79, formerly of Great Barrington, died peacefully January 17, 2025, in Canaan, Conn., from progressive supranuclear palsy (PSP).
Pam was born in New York City on August 7, 1945, to Arthur Pierce Middleton and Jane Day Scofield. She spent her formative years in Williamsburg, Va., and Brookfield, Conn. She graduated from Kent School in Connecticut in 1963 and Hobart and William Smith College in New York, where she earned a BA in math and philosophy in 1967. Pam worked for Colonial Williamsburg in Virginia before moving to Great Barrington, where she lived for over 60 years. She worked at the Red Lion Inn in Stockbridge for many years and retired from a long career in insurance at Wheeler & Taylor in 2011.
Pam was a loving mother, wife, and grandmother and a good friend. She was an avid gardener and enjoyed traveling. She was an artist who loved singing, drawing, painting, photography, sewing, and knitting. She was a devoted member of the Episcopal Church, attending St. James Church in Great Barrington and then St. Paul’s Church in Stockbridge. She was a Sunday school teacher and Girl Scout troop leader, among numerous other volunteer activities including hospice, Children’s Health Program’s Parent to Parent, a guardian for a resident and member of the Human Rights Committee at Berkshire Meadows, and president of the board of Bostwick Gardens.
Pamela is survived by her husband William C. Drumm, who she married in 1993; her daughter Jenifer Sigafoes Phelan (Gregory); her brothers, Geoffrey Middleton (Stacey) and Mark Middleton (Katrina); her stepson William M. Drumm (Joana); her stepdaughter Kathleen Drumm; her grandchildren, Jack and Caroline Phelan and Jocelyn Drumm; and her niece and nephews. She was predeceased by her parents, Pierce Middleton and Jane Scofield, and her brother Christopher “Kit” Middleton.
Funeral services and internment will be held on Saturday, April 12, 2025, at St. Paul’s Episcopal Church in Stockbridge at 1 p.m. Family will receive friends and relatives after the service. In lieu of flowers, memorial contributions may be made to St. Paul’s Episcopal Church and CurePSP. Memorial condolences may be left on the website of Finnerty & Stevens Funeral Home.
