With so many changes taking place in the world today, including in our local business communities, The Millerton News is taking a closer look at how the village of Millerton has changed in the years leading up to the present day. The paper will be running a multi-part series on the many changes that have taken place in the Millerton business district since it was first established in the late 1800s. This is the first part in that series.
Part I
MILLERTON — Despite all of the advances science has made in the millions of years since man has been on earth, no one has yet been able to figure out how to freeze time. Which explains why the world has witnessed Millerton evolve in the last nearly century and a half from what was a bustling local community that was mostly self-sufficient and centered around three railroads that brought the entire Tri-state region goods and services from major cities and outlying areas into a hip village that earned the title “Ten Coolest Small Towns in America” from Arthur Frommer’s Budget Travel magazine in 2007.
Those rave reviews have continued, frequently in The New York Times. The most recent was published in The Times on March 24; there was another large spread featuring Millerton on www.upstater.com, a guide about living, buying, renting and vacationing in upstate New York that just came out on April 20.
Who can blame them? Millerton has enviable amenities and resources, great shops, loads of antiques stores, restaurants and cafes; impressive yoga, pilates and wellness studios; a currently under-renovation Moviehouse and a beloved bookstore, both of which have entertained and enlightened generations in the region for decades and promise to do so for decades more; a business alliance that offers support to merchants that is becoming more and more useful; and two governments that have been working in concert with each other for nearly 150 years to get much-needed and important tasks done for the community — with repeated success and without any drama.
Village history and resilience
Incorporated in 1875 and named after the civil engineer who was working on the construction of the train lines being built in the town of North East, Sidney Miller, Millerton is at the crossroads of New York, Connecticut and Massachusetts, with routes 22 and 44 intersecting at the traffic light at the tip of Main Street. That’s where the commercial district begins, and where those who have witnessed the growth that has taken place in the village have seen the most dramatic changes.
Dick Hermans was born and raised in Milan, and now lives in Pine Plains, about 13 miles west of the village. Yet he is as much a part of the fabric of Millerton’s Main Street as anyone, as he started Oblong Books & Music with his then-business partner Holly Nelson 45 years ago. Oblong originally opened at 32 Main St., before ultimately settling at 26 Main St., where the beloved bookstore now stands. He spoke of the village’s strongest trait.
“Downtown Millerton is resilient, who comes in and who goes out, there’s always someone who wants to run a business here,” said Hermans. “It’s a small community that has businesses and it’s been that way since it started. It was that way when the railroad was here, which was how the goods got delivered here and supplies got delivered here; towns didn’t have those commercial centers… But we are resilient — there was always someone coming in here. No place stayed empty for any length of time, there is always quite a bit of turnover, even during the pandemic.”
A look back
Hermans reflected on how Millerton looked nearly five decades ago.
“It’s funny, because the anchors in town then were Saperstein’s and Terni’s, and Delson’s was still open across the street, and those were the real draws,” he remembered. “The bank is where the bank building is [at Gilded Moon Framing]; they don’t have that anymore. When we first moved here, The Moviehouse still had triple ‘X’ ratings, so that was kind of seedy. There were some bars here that were, seedy is probably a good word for it, but I don’t want to insult anyone; we had a reputation for being a rugged town when we got here.”
A look today
Millerton is a far cry from “rugged” today, with stores like Charlotte Taylor, a home and lifestyle store whose owner was once a buyer for Saks Fifth Avenue and Bloomingdale’s and a manager at Laura Ashley, or Westerlind, which sells gear and apparel for the outdoors in NYC as well as in Millerton, where it also has the Westerlind Pantry, where it “[aspires] to be the kind of bodega every good snob dreams about [selling] fresh bread, prepared foods, local produce, pantry staples, beer and cider,” according to its website.
Westerlind is at 41 Main St., the former Saperstein’s, which was the village’s iconic department store that had offered everything from shoe repair to Little League uniforms to tuxedo rentals for 70 years, until owner Lew Saperstein announced his retirement in 2017.
That was one of a number of monumental shifts from the business community’s past to its present that locals say will never be recaptured. Some are pleased with the changes and others not so much. More on that next week.
In the remainder of the series we will continue to examine how Millerton’s Main Street has evolved, and how the community feels about that evolution. Meanwhile, look for an article from North East Historical Society President Ed Downey about the village’s historic residential architecture on the next page. And be sure to support the businesses that advertise in this section.
Photo from The Millerton News Archives
Photo by Kaitlin Lyle
Photo from The Millerton News Archives
A mother bear and her cubs move through a backyard in northwest Connecticut, where residents told DEEP that bear litters are now appearing more frequently.
“We really want to hear from you,” said Justin Davis, DEEP’s bureau chief for natural resources, at the meeting. He said that DEEP is preparing a bear management report in early 2026 that evaluates the challenges the state is facing and the strategies going forward dealing with them. He said the report will include feedback from the public generated at the listening sessions. He urged attendees, however, not to turn the meeting into a discussion about whether there should be a hunt or not.
Davis called the return of black bears to Connecticut a “conservation success story,” but one that now comes with challenges. "They're large animals, they're powerful and they can become comfortable being around people--and they're opportunistic, and they love to eat."
DEEP shared data showing that black bears have been reported in nearly every Connecticut town and that conflicts involving trash, bird feeders, livestock and home entries have increased sharply in recent years. The state’s bear population was last estimated at roughly 1,100 to 1,200 animals, a number that DEEP recognizes has grown since the study was conducted in 2012.
Eric Hammering, the office director of Environmental Review & Strategic Initiatives at DEEP, told the attendees that since 2020 there have been 264 reported home entries in 38 municipalities in northwest Connecticut, citing data from the state's State of the Bears report released in March.
A home entry, he said, is defined as an event when a bear actually goes inside a resident's living space.
Attendees at the DEEP meeting in Sharon on Dec. 3By Christian Murray
DEEP officials stressed that bird feeders and unsecured household trash are the two biggest drivers of bear conflicts. They advise residents to remove feeders entirely and keep their garbage inside or in bear-resistant containers. DEEP representatives noted that once a bear discovers food, it is likely to develop habits and return.
Many attendees said they see widespread noncompliance in their neighborhoods — particularly among part-time residents and short-term rental guests who leave trash out for days. Several said they were frustrated that the people causing the problem are often not the ones who attend sessions like this.
As a result, a number of residents called for stronger statewide enforcement, including fines for leaving trash unsecured and penalties for repeated violations. Without consequences, they said, the same households will continue to attract bears and put neighbors at risk. Others described practical steps to reduce bear activity--including the use of secure dumpsters, food composting stations, and the placement of electric fencing around livestock and beehives.
Again and again, residents emphasized that the underlying issue is human behavior. One attendee summarized it succinctly: “There are 3.6 million people in Connecticut and far fewer bears. Human behavior is the problem.”
Lynn Levine, a Litchfield resident who enjoys seeing bears, said common sense steps are the answer. She said that when she first moved to the area, she mistakenly left her garage down open with a 15-pound bag of shelled peanuts inside. "A bear dragged the bag around the side of the garage, sat down and had a teddy bear picnic." She said she learned not to leave the garage door open, especially with food inside.
Not all the stories were lighthearted. An 82-year-old Sharon woman recounted repeated break-ins that left her shaken and facing thousands of dollars in repairs, including a bear walking into her kitchen while she was washing dishes. A veterinarian described livestock attacks, including an alpaca that was mauled and dragged. A farmer said bears caused about $160,000 in crop losses in one year and that cornfields across the region face similar damage.
Several speakers added that DEEP’s limited staffing means local police often end up responding when bears are struck by cars or behaving aggressively.
From the State of the Bears Report released March 2025CT DEEP
Cornwall First Selectman Gordon Ridgway, who attended the session, said afterward that he was troubled by how outdated the state’s population data is.
“My biggest personal take-away was surprise — that DEEP doesn’t have a handle on how many bears are here,” he said. “They said they haven’t surveyed them since 2012. How do you make a plan or policy without doing a survey?”
Ridgway said Cornwall has received about 40 bear-related reports this year, including home and vehicle entries and injuries to pets. “People are frightened by intrusions onto their property,” he said. “These are not happy stories.”
He noted that in 2012 -- when the state said it last did its population count -- “a bear was a novelty,” but sightings today are very common. “Today, most people see a bear every week. It’s no longer a novelty — it’s a real issue.”
Ridgway said he supports developing a statewide management plan and wants Connecticut to examine approaches used in other states, including reducing their numbers.
While most attendees at the Dec. 3 session indicated they opposed a hunt, Ridgway said that is not a true reflection of how his constituents in Cornwall view the issue. “If we had a vote, it would be close as to whether there should be a hunting season.”
Only one attendee — a longtime hunter from West Cornwall — advocated for a controlled bear hunt. He argued that the population is “exploding” and that education and bear-proof containers are “a band-aid.” In keeping with DEEP’s rules, other residents did not respond, and the session took place without conflict.
Much of the remaining discussion centered on unsecured trash, short-term rentals, and outdated dumpsters at state parks that residents say train bears to expect human food. Some questioned why the listening session was not better publicized, and Ridgway echoed that concern, saying it should have also been held at the high school to allow more residents to attend.
DEEP collected comment cards at the end of the session. Staff said all feedback will be reviewed as the agency drafts its statewide bear management report.
