Paul Eugene Roy Jr.

Paul Eugene Roy Jr.

NORTH CANAAN — Paul Eugene Roy Jr., age 81, of North Canaan passed away on Friday, March 25, 2022.

He was preceded in death by his wife of 55 years, Barbara Jean (Cruikshank) Roy on October 3, 2017. Paul was born on July 20, 1940, in Winsted, the son of the late Paul Sr. and Nancy Roy of Winsted. Paul had three brothers, Guilio, Louis and Fred and one sister Rose.

In 1962, Paul moved to North Canaan and married Barbara. Paul was a master mechanic at Phil Joseph Chevrolet, Morgan Motors, Arnie’s Arco and Village Auto. He also worked at Becton Dickenson. Paul retired from the Town of North Canaan in March of 2021, completing 23 years with the town highway department.

To those that knew him, he was known as the Mayor of North Canaan, even though he never held the position. Paul was dedicated to the Town of North Canaan. He served as an umpire to the Little League baseball for many years, completed 46 years with the Canaan Fire Company, 43 years with North Canaan Volunteer Ambulance, and he was a wrecker service operator for several auto repairs shops in town and served as a member of the Board of Directors for the Connecticut Railroad Historical Association. Paul was a lifetime member of the FFA Housatonic Valley Chapter in Falls Village. Paul would help any community member any time.

He leaves behind his children Robert Roy of Goshen and his wife Deborah and their children Christina and Benjamin; Jenifer Serna of North Canaan and her husband David and their children Stephanie and Jessica and Emily Minacci of North Canaan and her husband William and their children Brooke, Ashlee and Jonathan William Paul. Paul was predeceased by his oldest son Paul Eugene Roy III of Lakeville. Paul III had two children, Paul E. Roy IV, of Melrose, Mass., and Nicole Roy, of Lakeville.

His graveside memorial will be on April 23, 2022, at 11:00 AM, at the Carlson Cemetery on the corner of Moses Meade and Canaan Valley Roads in Canaan Valley. There will be a celebration of Paul’s life at the Bitterman Center in North Canaan directly following the memorial. All are welcome to join the family and friends in the memorial and celebration of Paul.

In lieu of flowers or food please make memorial donations in honor of Paul to North Canaan Volunteer Ambulance, P.O. Box 178, North Canaan, CT 06018 and/or Canaan Fire Company 4 East Main St., North Canaan, CT 06018.

Latest News

Sharon Dennis Rosen

SHARON — Sharon Dennis Rosen, 83, died on Aug. 8, 2025, in New York City.

Born and raised in Sharon, Connecticut, she grew up on her parents’ farm and attended Sharon Center School and Housatonic Valley Regional High School. She went on to study at Skidmore College before moving to New York City, where she married Dr. Harvey Rosen and together they raised two children.

Keep ReadingShow less
‘Garland Jeffreys: The King of In Between’ at the Moviehouse

Claire and Garland Jeffreys in the film “The King of In Between.”

Still from "The King of In between"

There is a scene in “The King of In Between,” a documentary about musician Garland Jeffreys, that shows his name as the answer to a question on the TV show “Jeopardy!”

“This moment was the film in a nutshell,” said Claire Jeffreys, the film’s producer and director, and Garland’s wife of 40 years. “Nobody knows the answer,” she continued. “So, you’re cool enough to be a Jeopardy question, but you’re still obscure enough that not one of the contestants even had a glimmer of the answer.”

Keep ReadingShow less
Haystack Book Festival: writers in conversation
Jerome A. Cohen, author of the memoir \u201cEastward, Westward: A Lifein Law.\u201d
Jerome A. Cohen, author of the memoir \u201cEastward, Westward: A Lifein Law.\u201d

The Haystack Book Festival, a program of the Norfolk Hub, brings renowned writers and thinkers to Norfolk for conversation. Celebrating its fifth season this fall, the festival will gather 18 writers for discussions at the Norfolk Library on Sept. 20 and Oct. 3 through 5.

Jerome A. Cohen, author of the memoir “Eastward, Westward: A Lifein Law.”Haystack Book Festival

Keep ReadingShow less