Cover photo for Pamela M. Drumm's Obituary
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1945 Pamela 2025

Pamela M. Drumm

August 7, 1945 — January 17, 2025

Pamela M. Drumm, age 79, formerly of Great Barrington, MA, died peacefully January 17, 2025, in Canaan, CT from Progressive Supranuclear Palsy (PSP).

She was born on August 7, 1945, in New York City to Arthur Pierce Middleton and Jane Day Scofield. She spent her formative years in Williamsburg, VA and Brookfield, CT. She graduated from Kent School, CT in 1963 and Hobart and William Smith College, NY where she earned BA in Math and Philosophy in 1967. She worked for Colonial Williamsburg in VA before moving to Great Barrington where she lived for over 60 years. She worked at the Red Lion Inn in Stockbridge, MA 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 is predeceased by her parents Pierce Middleton and Jane Scofield, and her brother, Christopher (Kit) Middleton.

SERVICE - Funeral services and internment will be held on Saturday, April 12, 2025, at St Paul’s Episcopal Church in Stockbridge at 1pm. 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 at psp.org. Memorial condolences may be left at https://www.finnertyandstevens.com


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St Paul’s Episcopal Church

29 Main Street, Stockbridge, MA 01262

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