Cycling season: A roundup of our region’s rentals and where to ride them

Cyclists head south on the rail trail from Copake Falls.
Alec Linden

Cyclists head south on the rail trail from Copake Falls.
After a shaky start, summer has well and truly descended upon the Litchfield, Berkshire and Taconic hills, and there is no better way to get out and enjoy long-awaited good weather than on two wheels. Below, find a brief guide for those who feel the pull of the rail trail, but have yet to purchase their own ten-speed. Temporary rides are available in the tri-corner region, and their purveyors are eager to get residents of all ages, abilities and inclinations out into the open road (or bike path).
For those lucky enough to already possess their own bike, perhaps the routes described will inspire a new way to spend a Sunday afternoon. For more, visit millertonnews.com/tag/bike-route to check out two ride-guides from local cyclists that will appeal to enthusiasts of many levels looking for a varied trip through the region’s stunning summer scenery.
Covered Bridge Electric Bike
Instagram @coveredbridgeebike
West Cornwall:
421 Sharon Goshen Turnpike
West Cornwall, Connecticut 06796
(860) 248-3010
Closed Tuesday, open 10 a.m. to 5 p.m. all other days
Kent:
25 N Main Street
Kent, Connecticut 06757
(860) 248-3010
Open Wednesday to Sunday,
10 a.m. to 5 p.m.
North Canaan:
1 Railroad Street
North Canaan, Connecticut 06018
(860) 248-3010
Open Wednesday to Sunday,
10 a.m. to 5 p.m.
With three locations in the Northwest Corner, this outfit offers a speedier way to zoom on two wheels through the hills with electric-powered offerings for sale or rent. Rentals are available for two hour trips, half days or full days, with several sizes and models in both throttle and pedal assist e-bikes of various styles. Route maps and e-bike trainings are on offer for renters, and guided tours are available on select weekdays. Visit the website, call or email at info@coveredbridgebike.com for pricing and more information.
Each location has its own suggested routes of varying difficulty. Ethan at the Kent location says, “The first place we send people is Macedonia Brook,” the shady and bucolic state park just northwest of downtown. For a more involved ride, Ethan also recommended the quiet country roads that wind through the picturesque hill valleys to the east of town, especially off of Kent Hollow Road and toward Lake Waramaug.
Spencer, who works at the newest location in North Canaan, said that a dual-state two hour ride that takes cyclists into Massachusetts in Ashley Falls, then down into Taconic on Barnum Street and back to North Canaan via Twin Lakes Road and Cooper Hill Road, is his favorite. At the company’s West Cornwall location next to the its namesake bridge, Spencer said a classic ride is up River Road all the way to Falls Village, where riders may visit Great Falls or find some refreshment at the soon-to-open Off the Trail Café. For a longer journey, Spencer suggested continuing up Housatonic River Road north from Falls Village, where it turns into dirt and passes through gorgeous riverside farm country.
The Music Cellar
Instagram @the_music_cellar
14 Main Street
Millerton, New York 12546
(860) 806-1442
Scheduling is available via call or text 24/7
The Music Cellar is an all-instrument music school for aspiring instrumentalists, but it also rents beach cruiser bikes during the warmer months. “They’re perfect for the rail trail,” says owner and music instructor Johnny, referring to the currently 26-mile (and expanding) bike and footpath that passes just outside the storefront. “You don’t have to worry about hitting little bumps or potholes or curbs or whatever – they’re good all-purpose bikes,” he said.
Unique among area bike rentals, the Cellar offers rates starting at $20 for those looking for a shorter ride up to $50 for the day and Johnny said that he’s happy to accommodate sliding scale pricing for locals might have trouble affording the full rate. “It does help keep the lights on, though,” he said, “so if you’re renting bikes, you’re helping kids learn music!”
Johnny said that with the Harlem Valley Rail Trail at his front doorstep, he usually sends riders for a journey on the reclaimed abandoned railbed. The path currently stretches from Wassaic to the hinterlands of Hillsdale, with another 20 miles to Chatham planned to be built in the next five years pending funding. Johnny said riders can choose to head north for sweeping valley vistas below the Taconic mountains, or, “for a more shady ride, you could go south – also equally scenic, lots of wildlife. You can go all the way to Wassaic Station and jump on a train to New York.”
Bash Bish Bicycle & Tour Co.
Instagram @bashbishbicycles
247 NY-344
Copake Falls, New York 12517
(518) 329-4962
Tuesday to Saturday, 10 a.m. to 5 p.m.; Sunday 10 a.m. to 3 p.m.
Located a dozen or so miles up the rail trail is the “ye olde bike shop of the Hudson Valley,” as described by its owner Sam. The shop is just two years from its 30th birthday, and appropriately exudes small-town charm without skimping on modern equipment and service. “It’s the best little bike store in the Hudson Valley,” said Northeast resident Dan Sternberg, who was clad in a cycling kit outside the store on a sunny Friday afternoon in June.
The shop is situated steps from the rail trail, just below the deep, clear and refreshing water of Ore Pit Pond in Taconic State Park, a short jaunt from the old Copake Iron Works site and a mere half mile from the parking lot for one of the Taconic’s region’s treasures and the store’s namesake – Bash Bish Falls. Sam offers day tours to highlight the richness of the region – not only in its natural resources but also the pastoral, cultivated splendor of the farm roads that cut through the hills to the west of Route 22.
Sam says he plans to start running multi-day tours, drawing on experience he had guiding extending bike excursions while operating a lodge in Colorado. Also upcoming is a pop-up shop in Millerton for the summer, which he anticipates opening shortly once the permitting is in order.
In addition to tours, the shop offers sales, repairs and rentals, starting at $35 for a two-hour hybrid bike session ($15 for kids) and $45 for two hours on an e-bike. Visit the website for full pricing details on four hour, full day, multi-day, and weekly rates. Bookings can be made online or via phone.
Sam says he likes to direct guests towards the scattered gems of restaurants, bars and shops that pepper the rail trail corridor and into the hills and dales beyond. The Copake General Store, dishing coffee and café fare alongside locally-produced provisions is just down the road, while market and cultural center Random Harvest and beloved seafood peddler Zinnia’s Dinette sit a close ride away in Craryville. For a summer afternoon tipple, Roe Jan Brewing Company is up the rail trail in Hillsdale, and the creek-side beer garden atmosphere of the Lantern Inn is a somewhat stouter 25 miles down the path in the other direction.
Berkshire Bike & Board
Instagram @berkshirebikeandboard
29 State Road
Great Barrington, Massachusetts 01230
(413) 528-5555
Monday to Friday, 10 a.m. to 6 p.m.; Saturday closing at 5 p.m.
and Sunday at 4 p.m.
With Berkshire locations in Great Barrington and Pittsfield, and two other satellites in Hudson, New York and Bloomfield, Connecticut, Berkshire Bike & Board offers the gamut of cycling needs – a wide variety of gear, expert sales assistance, service and repairs, and of course, rentals.
All four locations carry an e-bike, which costs $69.99 for a single-day rate or a discounted price of 49.99 for longer rentals. The Great Barrington store also offers a non-electrified gravel bike for a single day rate of $99.99 or $79.99 for multiple days. All bookings for rentals are made online on the company’s website.
Great Barrington employee Wyatt described the gravel bike as “a little more aggressive” than a standard hybrid, and “able to handle packed dirt, a little bit of loose gravel, back roads, but not be super slow like a mountain bike” on pavement.
He said both the e-bikes and gravel bikes are well suited to handle one of his favorite routes, the Alford Loop. An approximately 20 mile ride, cyclists take Alford Road northwest out of Great Barrington, and then upon reaching Alford, may choose to take East Road to West Road or vice versa for a scenic and easy circle through the Berkshire forest and fields. In Wyatt’s words: “Great loop, super quiet, not a lot of cars.”
Millerton News
CANAAN — Kathleen Rosier, 92, of Ashley Falls Massachusetts, passed away peacefully with her children at her bedside on Feb. 5, at Fairview Commons Nursing Home in Great Barrington, Massachusetts.
Kathleen was born on Oct. 31,1933, in East Canaan to Carlton and Carrie Nott.
Kathleen retired from Housatonic Curtain Company where she was a machine operator for many years.
She was predeceased by her husband of 65 years, John A.Rosier Sr., her son John A Rosier Jr., her son Frank H. Rosier and her brother Jerome Nott.
Kathleen leaves behind her son, Brian Rosier and his wife JoEllen of East Canaan, her daughter, Theresa Morin of Ashley Falls, her daughter, Lisa Dawson of Great Barrington, a brother Henry Nott, her sister Ann Percy, 11 grandchildren, nine great grandchildren and many nieces, nephews and friends.
There will be a celebration of life held in her honor on Feb. 21 from 1 to 4 p.m. at the Bitterman Center in North Canaan. All are welcome to come.
Millerton News
SHARON — Ronald Ray Dirck, affectionately known as Ron, passed away peacefully with his family at his side on Jan. 17, 2026, in Phoenix, Arizona, at the age of 85. Born on Jan. 31, 1940, in Sedalia, Missouri, Ron lived a life filled with warmth, laughter, and deep devotion to his family.
Ron shared an extraordinary 62-year marriage with his high school sweetheart and beloved wife, Jackie. Their enduring partnership was a shining example of living life to the fullest.
Ron served his country as a captain in the US Marine Corps, flying helicopters during the Vietnam War. He then flew commercially for TWA for 25 years, both domestically and internationally. He finished his flying career with Nippon Cargo Airlines. Ron enjoyed the outdoors and enjoyed taking care of their beloved Sharon, home for more than 50 years. He was also an avid builder and enjoyed his many projects over the years.
In retirement, Ron and Jackie split time between Sharon, and Phoenix, Arizona, before settling full-time in Phoenix two years ago. Ron loved his evening cocktails with Jackie and their many friends, as well as a hand or two of gin rummy.
He was a devoted father to Melissa Dirck Appel and her husband, Jeff Appel, and Patrick Dirck and his wife, Lisa Dirck. He carried the memory of his son Kevin with enduring love throughout his life. His legacy continues through his cherished grandchildren; Alexandra, Caroline, Emma, Natalie, Evan, Cooper, Elle, and Tanner. Ron is also fondly remembered by his brother, Jim and wife Lena.
Ron had a tender heart for animals. The loyal companionship of his beloved dogs Mini and Mae brought him comfort and joy over the years.
He was preceded in death by his wife, Jackie, and parents, Raymond and Gladys Dirck.
In honor of Ron’s love of animals, the family asks that, in lieu of flowers, donations be made to The Aussie and Friends Rescue, www.aussiefriendsrescue.com.
His light lives on in the hearts of all who knew him. May his memory continue to bring comfort and smiles to those he touched.
A private celebration of life for the family will be held at a later date.
Millerton News
CANAAN — Linda Lyles Goodyear was born in Bronxville, New York, on June 17, 1936, to Molly Gayer Lyles and James Adam Lyles. She died peacefully in her sleep on Feb. 4, 2026, of complications from dementia. As a child she spent her summers with her parents and sister, Sally, in Canaan at the family’s home along the Blackberry River that was built in 1751 by her relative, Isaac Lawrence. Linda met the love of her life, Charles (Charlie) W. Goodyear, during her Bennett College years, and after graduating they married on Aug. 4, 1956.
The two lived a busy life, raising three children and moving to 10 different states over the course of Charlie’s 43 year career with Exxon Mobil. Every two years Linda was setting up a new home, navigating new school systems with her kids and getting involved in volunteer activities.
Linda was active with the Junior League in Houston, Texas, served as Chairperson of the Darien, Connecticut, Green Team for many years and spent many hours helping at the “60+” Senior Center and the Darien Bird Sanctuary. The Town of Darien recognized Jan. 14, 2019, as Linda Goodyear Day for her accomplishments, dedication and loyal service to the town and its environmental causes.
Her other interests included photography and printing in a darkroom she set up at home, growing roses, playing piano, and sewing. Linda loved hosting parties and for decades she and Charlie held a Fourth of July gathering at their home which was the hit of the neighborhood, and was characterized by warm hospitality and Linda’s creative, patriotic outfits.
Charlie and Linda were very active throughout their lives, traveling the world and participating in many sports including alpine skiing, running, hiking, canoeing, biking and tennis.
In 1998, they built a vacation home in Hailey, Idaho, as a family gathering place for their children, grandchildren and great-grandchildren. Linda loved the beauty of the mountains and the opportunity to be in nature every day, but she especially loved being the matriarch of her ever-growing family.
Linda was very outgoing, and made new friends all over the world - people were drawn to her lovely smile, generous spirit and witty sense of humor. She was an incredibly caring person with boundless energy, a heart for service and love for others. Even in her final days her nurses and caregivers noted how sweet she was and how much she made them smile.
She is survived by her husband of almost 70 years, Charlie; her children, Chip (Elizabeth) Goodyear, Jim (Mary) Goodyear and Molly Goodyear; her eight grandchildren; Charlie (Ellen) Goodyear, Adelaide Goodyear & fiance Alastair Sharp, Will (Jenny) Goodyear, Robert (Kacie) Goodyear, Annie (Spencer) Gorham, John Goodyear, Peter Wolter and Ella Wolter; three great-grandchildren, and her nieces Deb (Jim) Edwards, Amy (Bob) Clark and Chris (Ruth) Rees. She was preceded in death by her parents, James and Molly Lyles, and her sister, Sally Rees. She leaves behind many other relatives and friends who will miss her dearly.
In lieu of flowers, donations may be made to the National Multiple Sclerosis Society or a charity of your choice.

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Ruth Epstein
KENT — A sense of sadness pervaded the town this week as news of the death of Robert (Robbie) Kennedy spread. Kennedy died Monday, Feb. 9, at the age of 71.
Kennedy was a beacon of light, known by legions of citizens, if not personally, but as the guy who could be seen riding his bicycle in all kinds of weather, determined to get to his destination; yet always taking the time for a wave. Kennedy faced challenges, but there were no barriers when it came to making an impact on all who knew him.
Remembrances of him abounded in conversations throughout town and on the hundreds of messages posted on social media. His sister-in-law, Apple Kennedy, summed up what everyone was saying — “a beautiful soul.”
The son of the late John and Olga Kennedy, Kennedy was born in Guam. His father, a physician, worked for the World Health Organization and was chief of public health for USAID. The family, which consisted of eight children, lived on and off overseas and would come back to Kent during leaves. Kennedy attended the Devereux School before entering Housatonic Valley Regional High School, graduating in 1974.
His sister Gretchen Kennedy said in their early days in Kent, her brother would walk her infant son in his stroller and visit all the businesses. That was his introduction to townspeople and how he became an integral part of the community. Joe Bianchi kept his cows in the Kennedys’ barn, she said, which sparked Kennedy’s deep love of animals. “He worshipped the ground Joe walked on, and would so look forward to him coming every afternoon to feed the animals and bring him candy.”
His sister said the family was overwhelmed by the outpouring of support and kind words about her brother. “He loved life to the fullest. His sudden death spared him so much pain and loss of independence. It was very much a blessing.”
Gary Davis, former owner of the local IGA supermarket, recalled how his mother, the late Anne Davis, hired Kennedy 31 years ago. He worked until Covid hit. He was assigned specific tasks, such as unloading trucks, cleaning the store or cardboard compaction. Davis said he took his responsibilities seriously, was always courteous with the customers and was a joy to be around.
“Robbie was never in a bad mood,” said Davis. “It worked out for us and for him. He was considered part of the IGA family. Recently I got together with him a lot. It’s tough to lose a buddy. I miss him so much.”
Davis echoed what many were saying about Kennedy. “Everybody knew him and he knew everybody. He was a real town character.” His sister said some dubbed him, “The mayor of Kent.”
Always eager to be involved and yearning companionship, Kennedy wanted very much to be part of the Kent Volunteer Fire Department. Member Ed Matson said he was honored to be named an active emergency member. He would ride his bike from his then-home in north Kent to the firehouse for meetings. “When his bike failed him, we all chipped in to buy him a new one that even had a flashing light to ensure his safety.”
The department put out a statement about his death, saying “His smile, his wave and his spirit will be missed greatly, not just by his KVFD family, but so many in our community.”
Matson spoke about Kennedy never uttering a bad word about anyone. “He was a simple, caring person who tried to help everyone. Many people didn’t know the things he did for others.” But those who were neighbors of Kennedy when he moved to Templeton Farms senior apartments, knew first-hand how he would always give assistance. Ruth Woodard described his kind acts, including shoveling snow off cars or bringing residents their mail. “He had such a big heart,” she said.
Ben Martin met Kennedy when they both attended youth park and recreation games: Martin as a dad and Kennedy as a spectator. Martin is the football coach at Kent School and just before the season started two years ago, he invited Kennedy to be his volunteer assistant coach. It was a deep honor and a responsibility he took seriously. He would do all the tasks asked of him, along with encouraging accountability from the players.
“He was my right-hand man,” said Martin. “Often he and I were the first at practice and the last to leave. The kids really loved him. He was my best buddy. We’d sometimes go out for lunch or to a movie. I valued my relationship with him.”
Martin and the team presented Kennedy with a varsity letter and Kennedy was so pleased to have him come to his apartment to see it framed and on the wall.
St. Andrew’s Episcopal Church became an important part of Kennedy’s life in the last few years. The former pastor, the Rev. Douglas Worthington, welcomed him and “helped him along in the spirit of growth and acceptance,” said current pastor, the Rev. Richard Clark. He became a crucifer, carrying the cross and leading the procession in his white robe during services. “He wanted to do it right, so we practiced,” said Clark. “The church was a special place for him.”
Resident Melissa Cherniske said when she was a Boy Scout mother, Kennedy would come to meetings to learn how to tie knots or participate in whatever the lesson was. Even more recently he organized drum circles outside Foreign Cargo, the store owned by his brother Jeff Kennedy on Main Street.
The family will hold a celebration of life on May 9, which will include a service at St. Andrew’s followed by a reception at the fire house.
Millerton News
CANAAN — Roberta Katherine (Briggs) Stevens, 86, of 99 South Canaan Rd. died Feb. 11, 2026, at Sharon Hospital. Roberta was born on March 7, 1939, in Sharon, daughter of the late Frederick and Catherine (Penny) Briggs.
Roberta has been a life-long area resident. She studied pediatric nursing at St. Margaret’s in Albany, New York and worked as a pediatric nurse. After leaving nursing Roberta was a cook at the Maplebrook School in Amenia. Her love for children extended to Roberta establishing a daycare out of her own home for many years. She loved collecting and displaying her dolls for the community. She would take her dog on walks to listen to the church bell ringing. Roberta’s greatest joy came as she helped take care of her grandchildren. That opportunity provided Roberta with some of her fondest and most precious memories. Roberta is remembered as a person who always had a story to tell...and a helping hand to lend. Always one to stay active, Roberta became the President of the Resident’s Council of The Geer Health and Rehabilitation Center in Canaan.
Roberta is survived by her two children; Robert D. “Bob” Stevens of Millerton, and Donna M. Archer of Rockledge, Pennsylvania; her brother Frederick G. Briggs, and her sister Annette Shaffer. Roberta was predeceased by her sister June Briggs. Roberta is also survived by her two grandsons; Robert Stevens Jr. and his partner Elizabeth Gillett of Austin, Texas, and Josh Archer and his wife Ashley Archer Monteiro of Jenkintown, Pennsylvania.
There will be a small private service and celebration of Roberta’s life in the future. Arrangements are under the care of the Newkirk-Palmer Funeral Home 118 Main St. Canaan, CT 06018.
Millerton News
SHARON — Tilden W. Southack Jr. a longtime resident of Sharon passed Feb. 13, 2026, peacefully, hand in hand with the person he cared about most, Karlee McGhee and a couple of his employees and friends.
He was born May 25, 1950, the son of Jean (Bunny) Southack and Tilden Southack, and brother to Barbara (Bobby) Southack and Sally Southack.
Tilden graduated high school from Wooster School of Danbury and earned a college degree in business and economics from Colorado State University. Tilden told stories of being the manager of a varsity football team and hockey team during his time at Wooster.
After his immediate family had passed or moved on, Tilden continued to run his family farm, Whitetail Farm in Sharon. He poured his blood, sweat and tears into every last inch of soil there and cared for his Angus cattle and Percheron horses and a handful of cats with the help of Karlee McGhee, Wayne McGhee, Scott Garay, Charles Parmalee, and Prestyn Handlowich as well as some high school boys as Tilden called them.
Tilden also enjoyed anything that could go fast, whether that was a motorcycle or a corvette that he had fixed up to make 10x more horsepower than it did before. Just as much he loved to tell stories about it to the people he held close. He was like a muscle car, he might yell and scream at you, but he would’ve given you all he had. He wasn’t an easy person to read/understand, and he kept to himself about most things but if he allowed you to grow close to him and he said “Thank you” you were a lucky person.
He is survived by his chosen family; Karlee McGhee and Wayne McGhee and three nephews, Eric Muller, Bogart Muller, and James DiGanzi.
There will be calling hours on Saturday, Feb. 21, from 10:00 a.m. until 12:00 p.m. Burial will be held in the spring at Sharon East Side Cemetery.
The Kenny Funeral Home has care of arrangements.

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