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.”
LAKEVILLE, Conn. — Barbara Meyers DelPrete, 84, passed away Tuesday, September 30, 2025.
A Funeral Mass will be celebrated Saturday, October 4, 2025, at 11:00a.m. at St. Mary’s Church, 76 Sharon Rd., Lakeville.
A complete obituary will appear in next week’s Lakeville Journal.
To offer an online condolence, please visit ryanfhct.com.
Volunteers were hard at work putting the finishing touches on the crucial creepy decorations for the Haunted Fortress of Stanford on Sunday, Sept. 28.
STANFORD — Greg Arent led a devoted team of volunteers on Sunday, Sept. 28, in a final push to prepare Stanford’s Haunted Fortress for opening day.
Final touches included cleaning the bottomless pit, scrubbing the pirate ship, raking the graveyard and dressing the dolls. By 2 p.m., about 20 volunteers had assembled to creepify the beloved local landmark.
Many of the volunteers have been coming back for years, Arent said, dedicating time and valuable skills to the town-owned haunted house that was constructed by the artist Peter Wing.
Arent has been building sets in his free time for forty years, but he started out volunteering with the Haunted Fortress in 2014 when his children wanted to get involved, he said. At that time he would help out one or two days a year. That grew into a leadership position over the course of a decade.
On Sunday, Arent was touring the decrepit grounds checking light bulbs, soundtracks and other set details to contribute to that perfect spooky ambience.
Nathan Miller
When it’s all said and done, the Fortress will be ready to welcome visitors starting on Friday, Oct. 3, with shows running from 6:30 to 9:30 p.m. on Fridays and Saturdays and 6:30 to 8:30 p.m. on Sundays. The Haunted Fortress is entirely staffed by volunteers, Arent said, including the actors that don costumes to scare visitors. Anybody aged 6 and up can volunteer to act in the horror show, and families often will volunteer to take over a scene.
“I love it because every scene is different every night,” Arent said. “Sure there are going to be vampires in this scene, but this family is going to do it different from these three kids from Bard, who are going to do it different from these three middle school kids.”
The sets themselves were all built from recycled material to be as creepy and decrepit as possible, Arent said. Concrete culverts adorn the sides of a bridge over a stream, stacked vertically with a cone on top to elicit a fortress’s spires. Reclaimed lumber bolted to a fence evokes a dark and scary forest blocking any escape. A rusting tractor with a steel box welded above the seat sits on a set of rails with two cars attached to it, mimicking a wrecked train with it’s inner mechanisms exposed and blowing steam on passersby.
This year the Haunted Fortress is following a haunted circus theme featuring clowns and other carnival staples alongside the classic settings of the Fortress.
The team of volunteers is dedicated and numerous, and the Stanford Highway Department lends a hand too, Arent said, but there’s always a need for skilled labor at the local attraction.
And the group appreciates all the help they can get. “Whatever you’re interested in and capable of doing,” Arent said.
The haunted pirate ship marks the spot where groups of visitors are paired with their ghastly guides for the remainder of the Haunted Fortress tour in Stanford.Nathan Miller
Corinne Kalser, MD, left, talks about the benefits of animals as therapy partners, as Renee Bouffard, LCSW, of Healing Hoofbeats of CT, on right, watches Harry Potter, a young horse at Time Out.In the background, Finnegan, lead horse at Time Out comes to see what’s going on.
“Horses and other livestock maintain their wild instincts. They sense what we are feeling and that makes them amazing therapy partners.”
— Renee Bouffard, LCSW
In 2008, Time Out Foundation became an official rescue and therapeutic riding facility, fulfilling a lifelong dream of founder, Corinne Kalser, M.D.With her husband, David McArthur, LCSW, and the rest of their staff, they offer a haven for children and adults through gentle, relaxed therapies centered around animals — rescued horses, dogs, cats, and goats — on their 35-acre farm in Lakeville.
To ensure the foundation continues, Kalser is partnering with Healing Hoofbeats of CT, an organization with a similar philosophy of care.
“This is a way to keep it going after retiring,” said Kalser. Renee Bouffard, LCSW, founder of Healing Hoofbeats, along with Nikki Hedden, LMSW, and Rebecca Caruso, LCSW, will begin offering therapy at Time Out beginning Oct. 13. Based in Bethlehem, Connecticut, the Healing Hoofbeats team will bring their animal-assisted therapy services to Lakeville — and, as Kalser noted, “takes most insurances.”
Bouffard explained the process: “At the initial meeting, we introduce clients to all the animals with the intention of choosing who their therapy partner will be. This will be their partner for the duration of the therapy.”
“Through that process of building a relationship, issues come out — depression, anxiety, trauma. The therapist can address and can help solve them,” she added.
“Horses and other livestock maintain their wild instincts. They sense what we are feeling and that makes them amazing therapy partners.”
Relationships are built through groundwork and learning about your therapy partner.
“My oldest client is 89.We treat all ages — children, adults, families, couples, veterans,” Bouffard said.
For more information or to schedule an appointment at Time Out with the Healing Hoofbeats team, visit healinghoofbeatsofct.org or call 203-244-8411.
Millerton’s Willow Brook Farm is once again hosting its annual corn maze just north of the Village of Millerton.
MILLERTON — The leaves are falling, Irving Farm is serving its seasonal Maple Pumpkin Chai and corn mazes are “cropping” up across the area. Fall fanatics can enjoy a variety of events and outings throughout eastern Dutchess County to celebrate the start of “Spooky Season.”
Here’s a sampling to get you started:
Oktoberfest Weekend at Back Bar Beer Garden
Oct. 3-5
2947 Church St, Pine Plains
Say “Ein Bier, bitte” at the upcoming Oktoberfest celebration at the Back Bar Beer Cabin in Pine Plains. Enjoy live music, German food specials and seasonal beers. Lederhosen not required.
“Spooky Month” at the NECC Farmer’s Market
Oct. 4, 11, 18, 25
Veteran’s Park, Millerton
Saturdays in October will be “spooky!” Visitors can enjoy fall-themed crafts — think glittery spider webs — and a tarot card reader. Halloween festivities will arrive early on Oct. 25, with costumes encouraged and kids invited to Trick-or-Treat around the vendors’ tables.
Soukup Farms Harvest Festival
Oct. 4–Nov. 1
271 Halls Corners Road,
Dover Plains
Typically known for their maple syrup, this fall you can expect hayrides to the pick-your-own pumpkin patch, corn maze, and family-friendly activities at this nearby, third-generation family farm. Festival hours are Saturdays 11 a.m. to 5 p.m., Sundays 11 a.m. to 4 p.m., and Columbus Day/Indigenous Peoples’ Day 11 a.m. to 4 p.m.
Willow Brook Farm’s Corn Maze and Haunted Happenings
Oct. 12, Nov. 1
196 Old Post Road 4, Millerton
The legendary corn maze is open Thursdays through Mondays from 10 a.m. to 6 p.m. On Oct. 12, enjoy pumpkin tic-tac-toe, paint-your-own pumpkins, mocktails from Elite Mobile Bar and adoptable pups from Bleu’s K9 Rescue.
On Nov. 1, the farm will host a haunted corn maze, decked out with spooky decor. Visitors can also shop cider donuts and fresh pumpkins, gourds and other fall harvest during regular operating hours.
Haunted Fortress of Standford
11 Creamery Road, Stanford
The Peter Wing-designed haunted attraction draws thousands of visitors every year to delight in a wholesome “creep fest,” as described by volunteer and Haunted Fortress Committee member Greg Arent. The fortress will be welcoming visitors again this October on Fridays and Saturdays from 6:30 to 9 p.m. and on Sundays from 6:30 to 8:30 p.m. Sensory friendly shows will be offered on Sunday, Oct. 5, and Sunday, Oct. 19, from 2 to 4 p.m.
Haunted History Ghost Tours
Oct. 3, 10, 17, 24, 31
Old Rhinebeck Aerodrome
9 Norton Road, Red Hook, NY
Guided ghost tours are available on Fridays this month at the Old Rhinebeck Aerodrome. Visitors can hear chilling tales of lost pilots, tragic adventures and eerie happenings as they explore the grounds on a 70-minute walking tour. Tours run every Friday night with four time slots available — 6, 6:30, 7:15, and 7:45 p.m. Advanced tickets are required.
Evergreen Cemetery Lantern Tours
Oct. 17 and 19
19 Maple Street, Pine Plains
Presented by the Little Nine Partners Historical Society, this annual guided cemetery tour combines local history and storytelling with the backdrop of the town’s historic burying ground. In collaboration with Pine Plains Free Library and the Stissing Center, actors will bring to life the lives of a Revolutionary War militia man, a Black farmer from Virginia, a society matron and more.
Rose Hill Farm
14 Rose Hill Farm, Red Hook, NY
With a taproom, cidery and food vendors, this orchard is a vibe with something for adults and kids alike. Pick plums, pumpkins and nine varieties
of apples.
Fishkill Farms
9 Fishkill Farm Road, Hopewell Junction, NY
Pick sustainably grown apples, ride a wagon through the fields, explore the corn maze, and enjoy live music and hard cider from the Treasury Cider Bar. Tickets are required.
Barton Orchards
63 Apple Tree Ln, Poughquag, NY
Experience live music, seasonal festivals, family-friendly activities and farm adventures across three venues: the Tap Room, Harvest Lounge and Sound Garden.