Hopkinton (508) 435-6444   •   Holliston (508) 429-2391


Check your settings when you are happy with your print preview press the print icon below.

Show Obituaries Show Guestbook Show Photos QR Code Print

Derek Holden Dempsey

April 12, 1984 - March 15, 2021

Private Family Arrangements

Share your Memorial with Family & Friends

Subscribe to updates for Derek Dempsey

Please choose your subscription settings below, you can unsubscribe through email at any time.

Email me when someone posts in the guestbook

Email me when an update is made to the obituary

Email me on the anniversary of passing


Woonsocket, RI and formerly Hopkinton, MA-

Derek Holden Dempsey, 36, of Woonsocket, RI and formerly of Hopkinton, MA, passed away Monday, March 15, 2021 at Rhode Island Hospital, after a long struggle with a heart infection.  Born in Worcester in 1984, he was the son of Jennifer Holden and James Dempsey.

Derek attended Hopkinton Public Schools, and began to study at an automotive school before being employed with California Closets, where he worked for many years. He continued to love working on cars, had a knack for anything mechanical, and enjoyed making things for others. He especially enjoyed time spent with his daughter, Claire. She put a twinkle in his eyes from the moment she was born, and he always taught her that she was capable and strong.

Derek was lifelong friends with his two younger brothers, Jon and Geoff. He gained an older sister, Sarah, when his dad married Gail, and the two formed a lasting and unique sibling bond.

Derek is survived by his daughter, Claire Dempsey and her mother, Lauren Matias both of Ashland; his mother, Jennifer Ann Holden and her partner, Richard Schnitzlein of Upton; his father, James Dempsey and his wife, Gail M. Dempsey of Worcester; his siblings, Sarah Dempsey and her children, Madeleine and Maximus Corriveau of Worcester; Jonathan Dempsey and his wife, Jessica Pearl of Landenburg, PA; and Geoffrey Dempsey and his partner, Marissa Douglas of Philadelphia, PA.

His life was cut short, but he touched many hearts in the time he was with us, and he will be remembered as a warm, kind, and gentle soul by his family and many friends.

The family would like to extend our thanks and appreciation to the Rhode Island Hospital Cardiac Surgical Intensive Care staff, for the loving and expert care they gave to Derek.

Private family arrangements are being held and are under the care of the Chesmore Funeral Home of Hopkinton, www.ChesmoreFuneralHome.com In lieu of flowers, donations may be made to American Heart Association, heart.org.  or Learn2Cope.org.