Dennis George Cuddy at 74

Dennis George Cuddy, 74, of Holliston, passed away Thursday, July 2, 2020 at his home. Born in Providence, RI, he was the son of the late Wallie (Brockert) and George Cuddy formerly of Connecticut. 

A lifelong Holliston resident, Dennis was a 1963 graduate of Holliston High School. He attended Franconia College in New Hampshire and Berea College in Ohio. He was an Army Veteran of the Vietnam War. He was the founder of Dennis Cuddy and Associates Construction and had also worked construction for Raytheon Company. He was a long time member of AA and over the years was a mentor to many in the program.

He is survived by his two children, Trevor Cuddy and Shannon Arnold and her husband, Jason all of Holliston. He also leaves behind his life partner, Cathy Bliss of Holliston; four grandchildren, Hayden and Marissa Arnold and Joshua and Alexander Cuddy; and 1 great-grandchild, Alexander Cuddy Jr.

Visitation will be held on Wednesday, July 8th from 4:00-6:00 p.m. at the Chesmore Funeral Home of Holliston, 854 Washington St.

Due to current restrictions, face coverings must be worn, and social distancing must be adhered to. A private funeral service and burial will be held. In lieu of flowers, donations may be made to support male breast cancer research at

Chesmore Funeral Home


  1. Tom McCann on July 6, 2020 at 10:12 pm

    Tom and I are sorry about your Dad. He as a great guy and a good friend. I hope he went peacefully. Cherish your memories, we are thinking of you. Sandy and Tom

    • John E. Gagnon on July 7, 2020 at 6:42 pm

      I was so sorry to hear about Dennis, never new he was even sick. He was my neighbor for a number of years but you know how it is, you come home from work, wiped out not much socializing. We talked at times and he was always a gentleman to me. Again sorry to hear and too young.

  2. Joanne Hulbert on July 7, 2020 at 3:43 am

    With deep sadness I heard that Dennis had died. I had enjoyed so many times with him digging through Holliston history and sharing interests in all things historical, something that he inherited from his mother Wallie, as I had also learned so much from her too. Dennis, Paul Guidi and I had collaborated on a book of postcards of Holliston in 2014. What fun we had working on the pictures and the stories behind them! Dennis was so tickled about seeing his name on the cover, he, the first listed author. I reminded him that if he were to do an author search on the Library of Congress catalog, he would find his name there, permanently listed as an author. How he laughed and said it made him proud – and as he always was, humbled by the very idea that he was listed there among all those other people who had their names on books. Dennis has left his mark on more places than the LOC. He was a friend, mentor and he made a difference for so many people. He will be missed.

  3. Jeffrey snow on July 9, 2020 at 1:47 pm

    Rest In Peace as you are welcomed to heaven
    By our lord and savior.

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