Thank you!
Your support is sustaining the future of local news in our communities.

Canaan’s railroad connection

Canaan’s railroad connection

North Canaan historian Kathryn Boughton explained how Canaan’s past is linked with the railroad at a historical talk in the Art Bar & Gallery in Union Depot.

Robin Roraback

NORTH CANAAN — On Saturday, Nov. 16, at Union Depot, town historian Kathryn Boughton presented a talk titled “Canaan: The Town the Railroad Built.”

Boughton began by saying that a man walks about three miles per hour and a horse trots at about eight to 10 miles an hour and can cover about 30 miles a day.

Trains could reach speeds of 30 miles per hour by the 1830s and people could travel in one hour what it took a horse to do in one day.

“So, it is not hard to imagine the curiosity and excitement occasioned by the coming of the first train to Canaan,” Boughton said.

In December of 1841, the day came when the first train would arrive. “People flocked to Canaan to see the great sight,” according to Connecticut Western newspaper publisher John Rodemeyer, who compiled a scrapbook of “recollected impressions of persons who were there when the train came to town, an event already 57 years in the past,” Boughton said.

They came in “carriages, lumber wagons and two-wheeled gigs. They came off the hills and over, dressed in their Sunday best and work-a-day clothes. Many brought their luncheon and made a holiday of it,” wrote Rodemeyer.

Before the railroad came to Canaan, the town was sparsely populated. Back then, “The majority of houses were clustered from the corner of what is today the junction of routes 44 and 7 and Sand Road,” Boughton said. “But the coming of the railroad set off a land boom.”

In the coming years, the town began to spread from Main Street down what became Railroad Street. Canaan now had “dentists and doctors, a tinsmith, a harness and wagon makers, lawyers, a hat manufacturer, a silver-plating shop, blacksmiths and stone cutters. The town was well and truly established,” Boughton said.

The railroads began “to run excursion trains, both for special events and shopping.” Events such as “‘snow trains which brought spectators to town from New York City to watch the ski jumps created by the gang of youngsters who formed the Applewood Ski Resort on what is now the Granite Avenue Extension,” Boughton said. Train excursions also brought boaters to the Housatonic River by what is now the Falls Village power plant and bicyclists to ride on local roads.

But excursions to Bridgeport to shop at WB Hall & Company took business away from Canaan merchants. Canaan merchants blamed the Housatonic Railroad for causing this loss and “Inevitably, over the decades tensions developed between the railroad and the town.”

S. C. Beckley, editor of the Connecticut Western at the time, complained more tracks were needed.

“The running of so many trains on single tracks is quite an undertaking and it is also dangerous to run them by train dispatchers as a misunderstanding on orders is liable to occur.”

At that time, more than 39 trains ran through Canaan daily.

Railroads continued to be important in Canaan until automobiles took over many of the duties trains had performed.

The railroad is still evident in Canaan today. Its “economy still rocks to the rhythm of the rails and the revitalized Housatonic Railroad still serves local businesses, and they order products from afar and ship their own materials out from our plants,” Boughton said. “It is a living legacy of the forces that created our town.”

Latest News

Marilyn Josephine Kay

Marilyn Josephine Kay

MILLERTON — Marilyn Josephine Kay (Masterson), 93, whose life was characterized by a quiet strength, graceful and cheerful presence, enduring athleticism and an abiding community spirit, passed away peacefully on June 11, 2026, in Minneapolis, Minnesota. A long-time resident of Millerton, New York with her late husband and local veterinarian Kent Kay, DVM, Marilyn spent her final years surrounded by the love and care of her Minnesota family.

Born Feb.19, 1933, in New York City, Marilyn was the youngest of four daughters. Raised by a single mother, Marilyn learned early on the values of independence and determination—traits that would define her entire life. She excelled academically and athletically, attending Hunter College and channeling her passion for movement into work as a physical education teacher.

Keep ReadingShow less

Natacha (Nathalie) Kondratiev

Natacha (Nathalie) Kondratiev

MILLBROOK — Natacha (Nathalie) Kondratiev was born on August 4 1960 in New York City. She grew up, with her five siblings, in Flushing, NY. Natacha went to school at the Lycée Français in New York City. She spent many summers in France with her family where she was able to indulge her love of horses daily, almost to the exclusion of all else. She loved horses from early childhood, and that love dominated her life until the very end.

Natacha went to NYU with the intention of studying for a degree in veterinary medicine but switched majors and received a BA in French. She continued her love for horses in her late teens by taking riding lessons from professionals at Waterfall Farm in Danbury, Connecticut. When Paul Okolowicz moved Waterfall Farm to North Mabbettsville Road in the Millbrook Hunt Country, Natacha followed him there, eventually becoming employed as groom and riding instructor.

Keep ReadingShow less

Jeremiah Joseph Larsen

Jeremiah Joseph Larsen

HARWINTON — Jeremiah Joseph Larsen, 44, of 274 Litchfield Rd. died Sunday June 14, 2026 at the Yale New Haven Health Center in New Haven. Jeremiah was born May 9, 1982 in Bristol, CT. He was the son of Jeffrey L. and Ruth M. (Wilkinson) Larsen of Harwinton, CT

Jeremiah graduated from Lewis Mills High School in Burlington. He worked for several local landscapers in the Northwest Corner including Leno’s Lawn Service, Green Acres Landscaping and most recently Paul Kaminski Landscape Management in Harwinton. Jeremiah was an avid hunter and fisherman. He loved spending time with his two sons, Hayden and Finn Larsen, of East Canaan, CT and extended family. He and his ex-wife Jessica Strattman continued to work closely to provide the best for Hayden and Finn. Jeremiah also was known for his love of cutting grass.

Keep ReadingShow less
google preferred source

Want more of our stories on Google? Click here to make us a Preferred Source.

Donald Harry Duncan

Donald Harry Duncan

MILLERTON — Donald Harry Duncan, 78, a lifelong area resident died peacefully on Tuesday, June 16, 2026 at his home in Millerton, NY, surrounded by his loving family. Beloved husband of Sharon E. (Drake) Duncan and loving father of Bruce, Alex and Steven Duncan, adored grandfather of Sydney, Chelsea, Bailey, Gabriel, Ariana, Braeden and Tony and caring brother of Patricia Flood and James Duncan.

Visitation will be held on Wednesday July 1, 2026 from 11am to 12pm at South Amenia Presbyterian Church, 229 South Amenia Road, Wassaic, NY 12592. A funeral service will begin at 12pm at South Amenia Presbyterian Church. Reverend Zora Cheatham will officiate. A communal reception in Don’s honor will be held immediately following the service in the fellowship hall next door to the church. Burial at Irondale Cemetery will take place in the future. To send an online condolence to the family, flowers to the service or to plant a tree in Don’s memory, please visit www.conklinfuneralhome.com Arrangements have been entrusted to Scott D. Conklin Funeral Home, 37 Park Avenue, Millerton, NY 12546.

Fallen tree downs power lines, blocks Route 112

Eversource crews work to repair damaged power lines after a tree fell near onto Route 112 just north of the Interlaken Inn on Monday, June 22.

Photo by Nathan Miller

LAKEVILLE — A tree fell on Route 112 Monday, June 22, downing power lines and blocking traffic north of Route 41 near the Hotchkiss Four Corners.

Eversource crews on scene at 4:45 p.m. said power lines were being repaired and utility service had been restored to customers in the area.

Keep ReadingShow less

Francis Lynehan

Francis Lynehan

DOVER PLAINS — Francis “Butch” Lynehan, 75, a twenty-year resident of Dover Plains, New York, formerly of Sharon, passed away unexpectedly on Thursday, May 7, 2026 at Vassar Bros. Medical Center in Poughkeepsie, New York.

Born Aug. 29, 1950, in Sharon, he was the son of the late William W. and Nellie (Kluun) Lynehan.

Keep ReadingShow less
google preferred source

Want more of our stories on Google? Click here to make us a Preferred Source.

google preferred source

Want more of our stories on Google? Click here to make us a Preferred Source.