WINSTED — Winchester Public Works Director James Rotondo did not paint a rosy picture of the town’s infrastructure and capital equipment needs for the Board of Selectmen during its meeting on Tuesday, Jan. 22.Rotondo was invited to make a presentation at the meeting about the department as part of the selectmen’s budget-making process for fiscal 2013-2014.According to Rotondo, the department, which has 23 employees, has a $4.4 million budget for fiscal 2011-2012.Of those employees, 10 of them work on the town’s highway department.“In 2001, we had 16 employees in the highway department, so right now we are doing the same amount of work with much less people,” Rotondo said. “What I would like to point out is that there is a certain minimum level of employees that you need to have in a department for it to be able to function and be effective.”Rotondo added the department could use an assistant to the Public Works director.He said he originally proposed the position in the fiscal 2011-2012 budget, but it was eventually taken out.“As I originally proposed it, the $50,000 salary for the position was going to be covered two-thirds town side, and one-third from the water and sewer side, so it would have really been a $33,000 from the town side,” Rotondo said. “I think the rewards would certainly have paid the salary and then some.”Rotondo said the town could have saved a substantial amount of money during the past year if it had hired an assistant.He said the assistant could have performed construction project inspections for the town which would have saved $75,000 on a Wetmore Avenue project and $125,000 on the Main Street Streetscape Project.Rotondo went on to speak about the current state of town roads which he said were in poor condition.He cited Fruit Street, Newfield Road, Perkins Street, Holabird Avenue and Mountain View Terrace as being the roads which are in most need of repair in town.“These roads have been neglected to the point where we have got to do major reconstruction to take these roads back,” Rotondo said. “There is an astronomical cost for failing to do preventative maintenance.”Rotondo said the reason why the roads are in the shape they are in is due to the town spending very little on road improvements and maintenance in its budgets.To make his point, Rotondo showed a bar graph which showed the lack of investments in road improvements and maintenance went back to fiscal 2000-2001.He said in fiscal 2012-2013, the town budgeted $50,000 for road improvements and $25,000 for road maintenance.“Over these past years, the town has made a miniscule investment in its roads,” Rotondo said. “We really have got to start thinking differently if we’re going to make improvements in infrastructure. This isn’t a minor tweaking, this is a major change. Preventative maintenance investment in these roads has been insignificant over these past years. Because of which, the town’s roads are now showing the results of years of neglect.”Rotondo said, without adequate routine and preventative maintenance, a road’s condition will decline dramatically after 12 years.“A road can just fall apart,” he said. “After it does, you are left with either rehabilitating it or reconstructing it.”Rotondo estimated routine maintenance project to a road would cost $1 per linear foot, a road rehabilitation project would cost $15 per linear foot and a road reconstruction project would cost $25 per linear foot.“It is much more expensive to not invest in a road at its early stages,” he said. “It’s much more cost effective to invest in preventative maintenance.”Rotondo went on to speak about the current state of the town’s bridges, starting with Holabird Avenue.He said the town appropriated $110,000 in its fiscal 2011-2012 budget to pay for engineering fees to finalize a design for a project to repair the bridge.“Unfortunately, the engineers estimated $127,000 to complete the design prior to the town putting the budget together,” Rotondo said. “I am currently waiting for the design engineer to give us a revised proposal and hopefully it will come in at a cost the town can afford so we can get the design done.”Rotondo said the engineering design for the project was originally initiated in 2004.“We are not doing a good job of getting things done,” he said.Rotondo said the state’s Department of Transportation (DOT) rated the bridge to be in serious condition.According to the department’s bridge inspection manual, a bridge in serious condition is defined as a bridge with a “loss of section, deterioration, spalling or scour have seriously affected primary structural components. Local failures are possible. Fatigue cracks in steel or shear cracks in concrete may be present.”The department lists serious condition as being two steps away from imminent failure.Rotondo said the other town bridges cited by DOT as being in serious condition includes bridges on West Street and Sucker Brook Road.As for drainage systems throughout town, Rotondo said the system on Oakdale Avenue is failing and in need of major repairs and replacement.He added the stone culverts throughout town, including the ones located on Pratt Street, Litchfield Street and Pratt Hill Road, are failing and in need of replacement.Also, Rotondo said many of the 1,440 catch basins throughout town are in need of major repairs or replacement.Rotondo’s next topic was the current state of the department’s equipment.He said the town has 13 snow-plow trucks which are, on average, 11.5 years old.“Because of their age, we are bleeding money because of maintenance and repair costs,” Rotondo said. “After the last snowstorm, two of our trucks had major breakdowns. One came into the DPW garage on the end of a tow truck. This is becoming more and more of a common occurrence. For the most part, I would say our snow-plow fleet is unreliable.”Rotondo said the town’s one-and-a-half ton bituminous roller is no longer working at all.“It is 28 years old, and it is obsolete because parts are no longer available for it,” he said. “This year, the town has spent $4,000 in rental costs to do minor bituminous projects.”Rotondo estimated it would cost the town $15,000 to buy a new machine.He concluded his presentation by talking about the current state of town sidewalks.Rotondo said several pedestrian bridges in town need major repairs or replacement, including a sidewalk on the Highland Lake Spillway, Pratt Street and High Street.“When you drive through the Spillway, you probably don’t notice it from your car, but all of the major beams underneath supporting the walkway are all rusted out,” he said. “It’s a costly problem, and it won’t be cheap. We have liability issues with these sidewalks and we need to fix them.”In conclusion, Rotondo encouraged the selectmen to consider increasing the department’s funding in order to improve the town’s infrastructure.“Don’t take this the wrong way because I’m not being critical of anyone or anything except for the fact that we as a team should get together and say that we have to change the way we do things here,” Rotondo told the selectmen. “Basically, I have rated all of the town’s infrastructure as poor. We have not made any headway on this. By not making any headway we are losing ground, because we have infrastructure that still can be salvaged but is slipping away from us. It will cost us a lot more money to reclaim it to bring it back to where it should be.”
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Raymond Conklin
Lakeville Journal
NORTH CANAAN — Raymond “Pete” Conklin, 89, of North Canaan, Connecticut, passed away on Monday, Oct. 19, 2026. He was born on March 10, 1937, in North Canaan, where he grew up and lived most of his life. As a boy, he spent countless hours with his grandparents in Stockbridge, Massachusetts. There, his grandmother worked as a cook for Norman Rockwell, and his grandfather taught him to fish and appreciate the outdoors.
After graduating from Housatonic Valley Regional High School (H.V.R.H.S.) in 1955, Pete joined the US Air Force, proudly serving for four years while stationed in Phoenix, Arizona. Following his service, he returned to Canaan and built a successful career as a mechanic and machinist, working at Becton-Dickinson and later the Torrington Company before retiring in 2002.
Pete lived a full life anchored by his deep love for the great outdoors. Whether tracking deer at dawn in the quiet woods with his friend Nick, chatting about their gun collections, or spending time at the shooting range, Pete found his truest peace outside. Though a man of few words, he possessed a big heart and endless patience—qualities that made him both a seasoned hunter and a loyal friend. He loved sharing stories about his past, and his quick wit always brought joy to those around him. Holidays with his family were among his favorite times, and he especially looked forward to all the food.
When Pete wasn’t outdoors, he enjoyed cooking and watching Westerns on TV. John Wayne and Clint Eastwood were his all time favorite stars. In the earlier days, Pete and Audrey would go out and enjoy dancing the jitterbug and waltzing the night away. He was an excellent dancer which very few people knew about him.
He is survived by his former wife and loving friend of over 50 years, Audrey Hartman; his best friend of 89 years, Nick Graf; his daughter by marriage, Sherrie Corban; his granddaughters, Jennifer Corban Woods (David) and Samantha Corban; his great-grandchildren, Nicolette Corban and Mason Collins; and his great-great-granddaughter, Evangeline Zahm. He was preceded in death by his parents, Albert R. Conklin and Ethel Elizabeth Blackwell Conklin, and his sister, Dorothy “Dot” M. Conklin.
The family will hold a private gathering following cremation to celebrate his life. He will be deeply missed. In lieu of flowers, donations may be made in Pete’s name to the Action Wildlife Foundation in Goshen, CT.
Ernest B. Sinclair
Lakeville Journal
NORFOLK — Ernest B. Sinclair, April 20, 1937 - October 26, 2026. Ernie, 89, passed quietly on Oct. 26 ,at Geer Lodge in Canaan, Connecticut surrounded by those he loved.
Ernie was born in Bar Harbor, Maine. The family moved to naval housing in Middletown, Rhode Island while father Leon was stationed on battleships in the South Pacific during the second world war. After the war, they made the move to Norfolk, Connecticut. It was here that Ernie met his childhood sweetheart, Carolyn Ryan.They were married in 1959 and wasted no time in starting a family. Over the next six and a half years, four boys and a girl were born. They lived in several places early in their marriage, but in 1967, the lure of a smaller town and a larger house brought them back to Norfolk. Ernie’s earlier experiences with the town had taught him that this was the perfect place to raise his family. He would spend the next 59 years of his life with Norfolk as his anchor.Needing a bit more care to navigate life’s challenges, Ernie moved to Geer Lodge in Canaan just this past May.
Ernie attended Oliver Wolcott Technical School, Grinnell College and the Rhode Island School of Design, eventually obtaining a degree in architecture and becoming a licensed architect, builder and building official. After working for a number of firms early in his career, he began his own design/build business. Working with his three oldest sons, he designed and built structures in Norfolk and much of the surrounding area.
In retirement, Ernie enjoyed many interests including wood carving, drawing, and his real passion, singing.He was amember of many singing groups including the Norfolk Church of Christ choir, Gaudeamus, Octo Cantabile, and the Litchfield County Choral Union. He was also a contributing vocalist on Pete Seeger’s 1996 grammy winning album “Pete”.
Ernie was a lifelong member of the Church of Christ in Norfolk where he served in various leadership positions, sang in the choir and was involved in the completion of many capital improvements to the church campus including the covered entryway at the rear of the chapel - a project he was particularly proud of. He was given the honor of being named a Life Steward for his commitment and service to the church.
Ernie and his partner of the past 26 years, Susie, used their later years to enjoy many of the things together that life had not afforded them earlier. They travelled, sang together and spent many winter months in a condo that Ernie had purchased in Venice, Florida.
Son of the late Leon and Janet (Coffin) Sinclair, Ernie is also predeceased by his wife Carolyn and brothers Pete and David. He leaves behind his partner Susan Hooker, brother Bob and wife Jill, brother Kirk and wife Cindy, son Stephen and wife Barbara, son Scott and wife Lisa, son Michael and wife Patti, daughter Holly, son Tom and wife Deeda, as well as 13 grandchildren, 6 great grandchildren and a large extended family.
The family would like to thank the staff at the Geer campus in Canaan, Connecticut for bringing joy and comfort to Ernie in his final months.
A celebration of Ernie’s life will be held on Sunday Nov. 22, 2026 at 2:00 p.m. at the Church of Christ, Congregational 12 Litchfield Road, Norfolk, Connecticut.
Memorial donations may be made to the Church of Christ, PO Box 582, Norfolk, CT 06058
George R. DelPrete
Lakeville Journal
LAKEVILLE — George R. DelPrete (Rick) passed away peacefully on Oct. 18, 2026. He was the husband of Barbara for 62 years, and the father of Skip, Jena, and Steve DelPrete, and the grandfather of eight.
Rick was born and brought up in Framingham, Massachusetts, the youngest child of Arthur and Mary DelPrete. He attended St. Stephen’s School, followed by Framingham High School. In high school he was on the honor roll, lettered in football, and on the Student Council. After graduation he attended Bowdoin College, where he majored in history and classics. He was a member of Psi Upsilon, a letter man in football and lacrosse, and President of the Student Council.
After graduation in 1961, he tried the insurance business but wanted to teach. He and Barb moved to the West Coast, where he entered UCLA. Barb took classes and worked to support them.
After graduation he took a position at Berwick Academy in South Berwick, Maine where he taught history and served as the Athletic Director, head football and lacrosse coach.
After five years he moved on to The Hotchkiss School in Lakeville, Connecticut where he taught history and became the Athletic Director and head football coach in football and lacrosse. He retired after thirty-four years continuing to live in Lakeville. He was on the school board, chairman of the Education Committee, a member of the Zoning Board and a Justice of the Peace. His favorite hobby was fly fishing and he did it from Alaska to New England.
There will be a funeral on Nov., 21 at St. Martin of Tours Catholic Church in Lakeville, CT at 11:30 a.m. Burial will be private. Ryan Funeral Home, Lakeville, is in care of arrangements.
In lieu of flowers please donate to Trout Unlimited of Northwest CT.

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James Lawrence Sullivan
Lakeville Journal
COLEBROOK — James Lawrence Sullivan was born on Feb. 18, 1936, in Winsted, Connecticut, to John Sullivan, who immigrated from England, and Emma Isabelle Sullivan, who immigrated from Canada. James was a first-generation American who carried his family roots with pride. He grew up alongside his brother, John Sullivan, and went on to build a life that reflected the values of hard work, independence, and family.
James attended Oliver Wolcott School and proudly served his country in the United States Army from 1956 to 1958. After completing his military service, he began his career with C. H. Nickerson Construction Company, where he worked as a foreman. A tough, hardworking carpenter by trade, James was a skilled craftsman who took great pride in working with his hands. He was never one to sit still and always seemed to have another project going. He could build just about anything, and perhaps his greatest accomplishment was building his own home from the ground up in Colebrook, Connecticut. That home became more than a structure; it became the heart of his family’s memories and a lasting part of his legacy.
James was happiest outdoors. A true outdoorsman, he had a lifelong love of trapping, fishing, and farming. He especially enjoyed the winter months checking his trap lines. Trapping was a passion he loved sharing with his family, and he took pride in teaching his son and grandson the skills and traditions of trapping, passing along knowledge that will live on for generations.
His farm and all its animals held a special place in his heart. He especially loved his very first cow, Elizabeth, who would always hold a special place in his memories. The farm was more than land and animals to James; it was a way of life and a source of happiness. He was also a lifelong member of the NTA, CTA, and NRA, organizations that reflected his longstanding interests and passions.
Above all, James valued his family. He married Barbara Thiery on June 27, 1957, and together they shared 72 years of love, companionship, and memories. Their life together was built on commitment, family, and the many experiences they shared throughout the years.
James leaves behind his beloved wife, Barbara; his three children, Gail Sullivan, Michael Sullivan, and Michele Sullivan; and his two grandsons, Nicholas Sullivan and Mitchell Sullivan.
James will be remembered as a tough, hardworking, independent man who knew the value of an honest day’s work. He was a carpenter, a farmer, an outdoorsman, and a devoted family man. He built more than a home; he built a life, a family, and a legacy that will carry on through the generations. His hands built the house, worked the land, cared for his animals, and followed the trap lines. But perhaps his greatest legacy is the knowledge, traditions, stories, and love he passed down to his family.
He will be deeply missed and forever remembered by those who knew and loved him.
May he rest in peace.
A Celebration of James’s Life
Family and friends are invited to gather for a remembrance of James on Nov. 9, 2026, from 4:00 p.m. to 7:00 p.m. at Norbrook Brewery.
All who knew and loved James are welcome to join in sharing stories, memories, and celebrating a life well lived.
The Kenny Funeral Home has care of arrangements.
Memorial Service - Raymond (Butch) Sprague Jr.
Lakeville Journal
Raymond (Butch) Sprague Jr., of Coleman Station Rd., Millerton, NY, died November 1, 2026 in Lakeville, CT. He was the son of the late Raymond and Emma Sprague. Calling hours will be Saturday, November 7, from 1:00 PM to 3:00 PM at The Kenny Funeral Home in Sharon, CT. A complete obituary will be posted at a later date.
In Appreciation - Mike Citrin
Lakeville Journal
Mike Citrin of Ancramdale, New York, passed away on August 9, 2026. Many in our community knew him as a friend and a man of uncommon virtue. I knew Mike as his physical therapist of many years, and he was one of the most remarkable and heroic persons I will ever meet.
Mike developed Parkinson’s disease more that 30 years ago. A few years back, he lost all his strength and mobility, coming close to death. Deciding he needed to get out of the clinic and back into nature, we turned to the Harlem Valley Rail Trail. There, he regained his ability to walk and found another chance at life. Remarkably, at age 80, he recovered such stamina with his walking aid that he eventually could outlast me on the trail.
But this was not enough for Mike–he wanted to ride a bike again. We found a three-wheeled bike that fit his bent-over posture perfectly, and took to the trail once more. He became so adept that soon he was a low-riding and ubiquitous figure, soloing all over the roads of southeast Columbia County.
He graduated from physical therapy, and I became his biking partner. It was an exhausting role;even at the very end, in his mid-80’s, I was never able to keep pace with him. When Parkinson’s nearly killed him a second time, he recovered yet again. Soon he was riding the Rail Trail 12 miles to Millerton for lunch, and 12 miles back home.
Mike regained several robust years of his life from the healing graces of the Harlem Valley Rail Trail, and I experienced this remarkable grace alongside (and far behind) him.
I have cast six stones with Mike’s name, and placed them alongside the Rail Trail to honor him. They are hidden, and some may never be found. It is my hope that the stretch of the Rail Trail between Millerton and Copake Falls will forever be imbued with his spirit, and will henceforth be known as the Mike Citrin Path.
Ken Rude
Red Hook, New York

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