He was born May 26, 1934 in Holden and was a life-long resident. He attended Holden High School and graduated from Williston Academy in Easthampton. He earned a degree in Mechanical Engineering from Worcester Polytechnic Institute. While at WPI, he was an enthusiastic member of the Phi Sigma Kappa fraternity. He regularly attended high school and college reunions and greatly enjoyed reconnecting with his friends during these times.
Win received his commission in the U.S. Army at WPI Commencement. He served as First Lieutenant in the U.S. Army Signal Corps in the Electronic Warfare Company stationed at Fort Huachuca, Arizona. His fond memories of this time were reflected in the stories he frequently told.
Win met his wife, Dorothy while he was working as an engineer at the Crompton and Knowles Company in Worcester. He ultimately founded Spofford Engineering, working for himself as a land surveyor and mechanical engineer. The nature of his work allowed him to be outside often, which he greatly enjoyed.
Win’s love of the outdoors and of his friends culminated each year in a hunting trip to Vermont. He looked forward to this time all year long. Bringing home meat was a secondary achievement compared to the time spent with friends.
Winslow leaves his wife of 47 years, Dorothy (Savino) Spofford; his daughter, Kimberley (Spofford) Beattie and son-in-law David Beattie of Natick and their children, Ursula, Althea, Miles and Remy; his son, Steven Spofford and fiancee, Jaclyn Lavallee and their children, Alexa, Zoey and Simon. He was predeceased by his parents, Leslie H. Spofford and Helen A. (Nims) Spofford; his brother, Leslie H. Spofford Jr.; and grandson, Kameren Spofford.