The evolution of Main Street

The evolution of Main Street
The Village of Millerton has changed greatly in the past 146 years since it was incorporated in 1875. Pictured here are various scenes from around Millerton, including a 1995 parade (in black and white). Photo by Kaitlin Lyle

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

Photo from The Millerton News Archives

Latest News

Rocking for a cause at Infinity Hall

Rocking for a cause at Infinity Hall

Blues musician James Montgomery

Provided

When the Rock n’ Roll Circus rolls into Infinity Music Hall in Norfolk on Saturday, April 11, it will bring together an all-star lineup of musicians and a mission that reaches far beyond the stage.

Presented by Rockin’ 4 Vets, this concert will benefit the United Way of Northwest Connecticut’s “Stock the Shelves” program, which supports food pantries across the region. The United Way, part of a national network founded in the late 19th century, has long worked to mobilize communities in support of local health, education and financial stability initiatives, efforts that continue today through programs like Stock the Shelves, which helps ensure families have access to essential food resources.

Keep ReadingShow less

Robert Donald Stevens

Robert Donald Stevens

MILLERTON — Robert Donald “Bob” Stevens, 63, a lifelong area resident died unexpectedly on Monday evening, March 30, 2026, at his home in Millerton, New York. Bob had a 40-year career with the Town of North East Highway Department where he currently served as the Town of North East Highway Superintendent for nearly two decades. One of Bob’s proudest accomplishments was seeing the completion of the new Town of North East Highway Department Facility on Route 22 in Millerton.

Born Dec. 20, 1962, in Sharon, he was the son of the late Kenneth W. and Roberta K. (Briggs) Stevens. Bob was a 1981 graduate ofWebutuck High School in Amenia, he also attended BOCES Technical School in Salt Point, New York, while enrolled at Webutuck. Bob served his community for many years as an active member of the Millerton Fire Company and was a longtime member of the New York State Association of Town Superintendents of Highways, Inc., where he always enjoyed attending highway training school in Lake Placid. Bob really enjoyed traversing the local roadways in Millerton in his iconic orange pick-up truck, and could often be seen at all hours of the day and night making sure that the main roads and side roads were in the best possible condition for his friends and neighbors. Bob loved the Town of North East and he will be dearly missed by those he served throughout his decades long career. In his spare time, he enjoyed texting with his son Robert, time on the Hudson River and rebuilding engines for many friends in his younger years.

Keep ReadingShow less

Lucille A. Mikesell

Lucille A. Mikesell

CANAAN — Lucille A. Mikesell passed away peacefully on April 3 with family at her home in Canaan Valley, Connecticut. She was 106.

Born on Sept. 5, 1919 in Cedar Rapids, Iowa, she was the daughter of William Harvey Cohea, of Mason, Illinois, and Lillian Amanda Williams of Morley, Iowa. She graduated from Roosevelt High School in Cedar Rapids in 1937, and married her husband, Ralph J. Mikesell in 1938.

Keep ReadingShow less
google preferred source

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

In a time of fear, John Carter revives a network of “neighboring”

John Carter

Photo by Deborah Carter
"The human cost of current ICE practices is appallingly high."
John carter

John Carter, who served as rector of St. John’s Episcopal Church in Salisbury from 1999 until his retirement in 2014, launched the first iteration of the nonprofit Vecinos Seguros 1 (Safe Neighbors) in 2017 by introducing a misa, a Spanish-language worship service, at Trinity Lime Rock Episcopal Church.

In December 2024, amid concerns over a renewed federal crackdown on immigrants, a group of volunteers revived the program as Vecinos Seguros 2 (VS2). According to its 2025 annual report, the initiative “created a network of trusted allies to help those who may be targeted by immigration enforcement agents,” taking a low-key approach that prioritizes in-person connections.

Keep ReadingShow less

Anthony Louis Veronesi

Anthony Louis Veronesi

EAST CANAAN — Anthony Louis Veronesi , 84, of 216 Rocky Mountain Way in Arden, NC formerly of East Canaan, died March 26, 2026 at the Solace Center in Ashville, NC.Anthony was born December 14, 1941 in North Canaan, CT son of the late Claudio Serene and Genevieve Adeline (Riva) Veronesi.

Following graduation from Housatonic Valley High School in Falls Village, Anthony worked at the former Pfizer Company in Canaan for a short time before entering the US Air Force.He served for four years in active duty rising to the rank of Sergeant.He was released from active duty on April 9, 1968.After leaving the Air Force,Anthony worked at the Becton Dickinson Company in Canaan.He was transferred to North Carolina and retired from BD.Anthony then began his career for the United States Postal Service, for many years as a mail handler, before his retirement from the Postal Service.

Keep ReadingShow less

Joan Tuncy

Joan Tuncy

SALISBURY — Joan Tuncy, 92, passed away peacefully on March 27, 2026, at Noble Horizons.

Born on Oct. 27, 1933, in Sharon, Connecticut, she was the daughter of the late Robert and Vera Bejean.

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.