Category Archives: Downtown

The Heart And Soul Of Main Street: 1998 Edition

Everyone’s Westport is different.

Our image of the town — what it is, and should be — is formed by our first experiences here.

Mine dates back to the 1960s, when I was in elementary and junior high school.

Those who arrived later — by birth, as kids or teenagers, or adults — have a different idea of “Westport.”

A woman recently lamented how much has changed. She misses the mom-and-pop shops on Main Street, and the small-town vibe.

She moved here in 2010.

That was a dozen years after the New York Times published a story headlined “Is Heart and Soul Gone From Main Street?”

In 1998, the New York Times had a stand-alone Connecticut section. This Page 1 photo shows Main Street, with Oscar’s Deli (center) and then-closed Remarkable Book Shop (right). The inset is Klein’s.

Nearly 3 decades ago — on December 27, 1998 — Leslie Chess Feller explored the changing nature of our town. She began:

Little shops, once the backbone of Main Street in Westport, have almost disappeared. One of the last is Klein’s, founded by a Hungarian-born entrepreneur named Henry Klein who took pride in greeting every customer by name, which has for 61 years sold books, stationery and office supplies. Mr. Klein worked until the day before his death in 1990, at the age of 90.

But in January the store will be subletting ground-floor retail space to the Banana Republic chain, one of many that have displaced family-owned Mom-and-Pop stores by being willing to pay higher rents.

Spoiler alert: Banana Republic is gone now too. So is Oka, the furniture store that took its place. The upper part of Klein’s — where you could buy office supplies and typewriters (kids: ask your parents what those were) — has been repurposed as Sushi Jin.

Banana Republic replaced Klein’s.

Robert Hertzel — vice president of Klein’s, and president of what was then called the Downtown Merchants Association — said, ‘We have turned into a regional shopping center. But that’s not a bad thing.”

Klein’s, in the 1962 Staples High School yearbook.

The piece continues:

Another holdover is Jack Swezey’s jewelry store, currently run by his son David. ”We opened here in 1956 when everybody knew everybody and each store was one of a kind,” said Mr. Swezey. ”Business is good, but sometimes I feel like a loner,” he added, looking out his shop’s window, now facing Williams-Sonoma, Brooks Brothers and Crabtree & Evelyn. ‘

‘Today’s Main Street has become an outdoor mall,” he said. ”I’m one of the few individual merchants left and that’s because we own the building.”

Swezey — where an enormous model train set entertained passersby every Christmas — is today the site of Brochu Walker.

Swezey Jewelers

Williams-Sonoma is still here, but in a location (Bedford Square) that did not exist in 1998. Brooks Brothers is still here — though next year, Sephora takes over. Crabtree & Evelyn sold its last loofah in 2009.

Plumed Serpent owner Fred Tow talked about his move to Playhouse Square, after 25 years on Main Street. (The bridal gown boutique has since moved again, across the Post Road.)

”When I opened in 1971, Ann Taylor was the only corporate store,” Mr. Tow said, ”and my monthly rent was $325.” By 1996, the chain stores had moved in and his rent jumped to $5,700 a month. Mr. Tow said that customers now have to go to Kent and New Preston for the look of old-fashioned Connecticut.

”In terms of both merchandise and decor,” he said, ”unless they see the sign, shoppers can’t tell whether they’re in J. Crew or the Gap. It all seems the same. There’s this corporate coldness, a lack of personal connection. People don’t realize what’s been lost.”

The 3-story Gap replaced a failed vertical mall — which was built on the site of a furniture store that burned down in the mid-1970s.

The piece continued with reminiscences from Howard Munce. The artist — then 83 years old, who first came to town in 1935 (and died 10 years ago, at 100), remembered Greenberg’s (“where you could buy anything from buttons and thread to underwear and Girl Scout uniforms,”) Charles Market, and the Ben Franklin 5-and-10 (kids: ask your grandparents).

In Howard Munce’s day, Welch’s was one of 3 hardware stores on Main Street. Traffic was 2-way all the way to the Post Road, too.

Feller continue:

In the last three decades, however, Main Street has morphed into a sort of Rodeo Drive East. Dubbed the ”Golden Half Mile” by the newspaper columnist John Capsis, who died in 1997, Main Street’s chain stores and boutiques are staffed by people who commute from other towns. As they talk on cell phones, the drivers of S.U.V.’s, BMW’s, Jeeps and Jaguars fight for parking spots. Tourists clutch shopping bags sporting logos while undercover police officers pursue what they say are organized gangs of shoplifters.

The story continues, bopping down Main Street’s favorite side road, Memory Lane.

Feller writes about the Remarkable Book Shop, which closed in 1994. Remarkably, after Talbots it was replaced by Westport Local Market, now Eleish Van Breems — both local, one of which even had the word in its name.

The Remarkable Book Shop. Too bad this does not show its vibrant pink color.

Leann Enos, an actress and theatrical director who moved to Main Street when she was a child, and whose father owned Walker’s Frame Shop, said, ”To me, it feels as if Main Street has lost its heart and soul. Now everything is about spending money.”

Anne Rowlands — a Westport native, and vice president of the Westport Chamber of Commerce — said she could no longer afford to shop on Main Street.

”It’s gotten so expensive and, to be honest, it feels kind of faceless to me,” she explained — not exactly a Chamber of Commerce-type comment. “It’s rare to find someone you know.”

Downtown shopper Linda Stern said, ”At first, I missed the mom-and-pop stores. But now it’s very exciting; there’s an energy to the street.”

Meanwhile, Predrag Vicvara, a Fairfield resident who had lived in Croatia, said, ”You find different nationalities here. It seems a little bit European to me. I like it. It’s nicer than the mall.”

Main Street: a bit of Europe?

Sharon Rosen — who moved to Westport 5 years earlier, and “considers Main Street an asset despite the chain stores” — had the last word.

”It’s convenient,” she said. ”I understand it was very quaint and lovely here once.”

That was the view 28 years ago — near the end of the 20th century.

Folks rued the demise of mom-and-pop stores then. They still do, 30 years later — even if they arrived after 1998, and believe there were plenty of quaint mom-and-pops when they came.

Downtown Westport was evolving 3 decades ago. It was when my parents moved here in 1956. It continues to evolve today.

What’s “your” Westport? When did you come to town? What’s changed? What hasn’t?

And how will your comment look when we look back on it 28 years from now, in 2054?

(“06880” often explores the changing face of Westport. If you enjoy stories like this — or anything else on our hyper-local blog — please click here to support our work. Thanks! PS: See you on Main Street!)

Friday Flashback #501

What better Friday Flashback than a photo with 2 Westport icons: Ships, and Bill Cribari.

(Photo courtesy of Regina Kiska)

The downtown restaurant — now Tiffany — was a favorite meeting place. Lunch, dinner, before or after the movies (a few steps away) — Ships was where parents took kids, teenagers took dates, and everyone celebrated birthdays, anniversaries, graduations and everything else.

Officer Cribari is best known for his wizard-like hand gestures, and ballet-like footwork, as he kept traffic moving near and over the Saugatuck bridge that now bears his name.

But he was equally adept at the Post Road/Main Street intersection, as this image shows.

He was always smiling. He knew everyone.

And everyone knew — and loved — both Bill Cribari, and Ships.

(Friday Flashback is one of “06880”‘s many regular features. If you enjoy this — or anything else on our website — please consider a tax-deductible contribution. Just click here. Thank you!)

Pic Of The Day #3294

Spring foliage at Parker Harding Plaza — pedestrian footbridge in background (Photo/Michael Tomashefsky) 

[OPINION] With Focus On Cribari Bridge Traffic, Don’t Forget Another Mess

While Westport’s attention is focused on the Cribari Bridge — and the traffic issues that already plague Saugatuck — an “06880” reader urges us not to forget about the “worst intersection” in town (and perhaps the state).

That is, of course, the cluster**** that is Riverside Avenue, Wilton Road and Post Road West. The reader writes:

Below is a 5 p.m. Google Maps screenshot of “live” traffic on the Tuesday of school vacation last week.

Wilton Road at top; Riverside Avenue at bottom; Post Road West cutting through.

I can only imagine how red the lines will be now that schools are back in session, and everyone rushes to get home from school, work and play.

A quick AI search on “06880” turns up several suggestions, offered in the past:

Traffic Officers: Some suggest assigning police officers or traffic agents to direct traffic, especially during peak hours. This has been noted to significantly improve traffic flow at similar problematic intersections, such as the Cribari Bridge. (Click here for a previous “06880” story.)

Traffic Light Timing and Configuration: Many readers suggest altering the timing of traffic lights to allow for better flow. One idea is to have green lights for only one direction at a time (e.g., green for northbound Wilton Road traffic only, then green for Post Road West traffic only; then green only for the other 3 streets, moving counter-clockwise one at a time. That would prevent backups caused by cars waiting to turn while opposing traffic is also trying to move. (Click here for a previous “06880” story.)

Installing a left-turn arrow for cars on Wilton Road turning onto Post Road West has also been suggested. (Click here for a previous “06880” story.)

An all-too-typical scene on Wilton Road.

Road Widening and Lane Adjustments: Past opportunities were missed to widen the road or create turning lanes by acquiring properties at the intersection corners. While difficult now, widening the road, particularly at the intersection of Wilton Road and the Post Road, could create a much-needed right turning lane. (Click here for a previous “06880” story.)

Many of these suggestions involve state roads, which means changes require the Connecticut Department of Transportation’s planning, funding, and approval. (Click here for a previous “06880” story.)

In the mid-2010s, David Waldman proposed a creative solution: move the building at the corner northwest corner of Wilton Road and the Post Road — at that point, it was a liquor store — to create a turning lane.

Town officials turned him down.

Now, in 2026, the state is looking to acquire 77 square feet with eminent domain at the same location, according to recent media reports.

The Department of Transportation would install Americans with Disabilities Act-compliant sidewalks ramps, and a pedestrian push button there.

Aerial view of the intersection — without, remarkably, any traffic.

But instead of incremental tweaks to lights and sidewalks, why don’t we take time — and perhaps one of the Cribari Bridge Committees — to engage with DOT and the town, for a holistic look at the intersection for more permanent solutions?   

It may be expensive to buy and/or move buildings (including, perhaps, the one at the foot of Post Road West on the eastbound side, where traffic turns sharply onto Riverside Avenue). That’s another solution proposed in the past.

But unless we build another bridge, in addition to the Cribari Bridge changes or bore a tunnel under the Saugatuck River, the traffic problems will continue to get worse in Westport.

Who is interested in shaping another solution to make Westport safer and faster?

(“06880” regularly covers transportation, local politics, real estate — and, like today, their “intersection.” If you appreciate stories like this, please click here to support our work. Thank you!)

Roundup: Pop-ups, Praise, Plaudits …

Yesterday was Patriots Day. (A celebration of the Battles of Lexington and Concord — not the football team.)

The Westport Garden Club used the occasion to announce a new pop-up floral display and civic initiative, like its popular “Friday Flowers.”

That tradition began in May 2020 as a way to brighten spirits during the pandemic. This will continue this legacy of civic beautification and community dedication, in honor of America’s 250th birthday this year.

A special floral display was installed on Main Street, by the new town clock near The Gap.

The Westport Garden Club display at the town clock …

Other floral pop-ups include:

🌷Memorial Day (May 25): Veterans Green, in front of the Doughboy statue.

🌷Flag Day (June 14): Compo Beach entrance

🌷Independence Day (July 3): Veterans Green, in front of the Doughboy statue.

🌷Constitution Day (September 17): Town Hall steps.

… and a close-up.

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Praise continues to pour in for “Primary Trust,” the Westport Country Playhouse’s current production.

Phil Kann writes: “Alphonso Walker Jr. highlights a cast that makes clear why the script won a Pulitzer. During the play’s 3 or so breaks in the action, I have never heard more vacuum-like silence. I urge people to experience this quietly dazzling show.”

Another aspect that many theater-goers find fascinating is the brilliant scene-changing technique.

Scenic designer Jack Magaw created a slip stage — a large wheeled platform that slides to “slip” scenes into view, allowing for rapid scene changes.

In most shows the entire stage moves to the wings, so another full set can come into view.

This slip stage includes several locations (an office, bank, restaurant and bookstore) that move on an arc. All are visible throughout the entire show. The location that is the focus of a particular scene is lit, while the others exist in the shadows.

“Primary Trust” runs through May 2. Click here for tickets, and more information.

Set design for “Primary Trust.” (Photo/Kelsey McFarland)

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Rising Tide brings creative small business owners together to collaborate and share their diverse perspectives and expertise.

Tomorrow (Wednesday, 6:30 p.m., Bella Bridesmaids, 19 Post Road West), they invite creatives, entrepreneurs and small business owners to a free meeting on “AI Tools and Resources.”

Rising Tide promises a “focused, jargon-free discussion on the AI tools that are actually worth your time. Whether you’re a total beginner or a tech enthusiast, come share your experiences and learn from your peers.”

The evening will include best resources; real-world cases by local people; open conversation to share tips, apps, and the ethics of using AI in creative fields; and brainstorming how to integrate tools into workflows.

Click here for more information, and to register. (Hat tip: Sal Liccione)

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Congratulations to Inklings!

Staples High School journalists won several Gold Circle awards, in the Columbia Scholastic Press Association’s 43rd annual contest.

This year, there were over 6,000 entrants. All entries were published during the 2024-25 academic year.

Staples had 4 first place winners:

  • News alternative story form: Avni Krishna ’27 and Camille Blundell ’27, “Stylizing Staples”
  • News sports design: Anna Kercher ’25, “Sophia Fildago Schioppa Soars on National Field Hockey Stage”
  • Digital media personal profile: Nina Bowens ’25, “Gigi’s Dollhouse: How Family Inspired One Woman’s Imagination, Unique Hobby”
  • Feature page design: Alexis Jacobs ’26 and Sophie Smith ’26 (“504 Plans”)

Placing 2nd was Ella Turner ’28, for news headline writing.

In 3rd place for news sports commentary were Lucy Basso ’27 and Sophie Smith ’26 (“Is Aquatics a Must”).

Inklings honorees, clockwise from top left: Starting from the top left, Sophie Smith, Alexis Jacobs, Camille Blundell, Avni Krishna, Ella Turner, Anna Kercher and Nina Bowens. (Collage created by Avni Krishna)

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More Staples news: 3 students are headed to Singapore!

Mehmet Madigan, Josephine Caricato and Elizabeth Stauder will represent the school — and the US — at an international summit hosted by Hwa Chong Institution, in July.

It is an elite event, with only 80 students. This marks the 12th year in which Westport has been invited to send 3 juniors. Requirements include high grades, and interest in world affairs (particularly Asia).

Congratulations, Mehmet, Josephine and Elizabeth!

From left: Josephine Caricato, Elizabeth Stauder, Mehmet Madigan.

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In November, the Staples boys soccer team won the state championship at Hartford’s Trinity Health Stadium.

This Sunday, 2 Westport teams will try to do the same.

But these players are old enough to be the Wreckers’ parents.

Last weekend, the Over-40 Westport Storm FC knocked out Danbury United 2-1 — the defending state champs — in the Connecticut State Soccer Association semfinals. They’ll face Vasco da Gama of Bridgeport in the final.

Westport players include Jim Wolf (captain of Staples’ 1999 and 2000 teams, now president of the Westport Soccer Association), Dan Chiazza, Olly Cook, Nick McDonald (whose son William plays at Staples), Robbie Newman, Steve Orloff, John Raus, Russ Pfeffer and Mike Zambon.

Westport Storm Over-40 team.

On an adjacent Wakeman field, the Over-50 Westport FC topped Newington 3-2 in penalty kicks, after regulation and overtime ended 1-1. They’ll play The Russell from Windsor.

That game could be especially meaningful to several players.

Fredy Duque’s son Gabe was a captain of Staples’ state championship squad. His daughter is also a Wrecker player.

Erik Waldman’s son Jaden was a sophomore Wrecker on last fall’s varsity. And Aldo Lopez is the father of a former Staples goalkeeper.

Other Over-50 players from Westport include Damien McClave, Jean-Francois Geschwind, Jeffrey Holl, Kaveh Ghahremani, Mihai Ciustea and Scott Hopper.

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The “Career Coach” will be in the Westport Library parking lot this Thursday (April 23), for a session on “Computer Basics.”

It returns May 21, covering “Tips for Resume & Cover Letter,” and June 19 (Intro to Excel).

There are 2 sessions (10 a.m. and 1 p.m.) each day; both are 2 hours long. Registrants can choose one.

The service is available to people who are exploring career opportunities, actively looking for a job, or seeking additional part-time employment. Click here to reserve a spot.

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One more follow-up on the return of the Remarkable Bookcycle:

Yesterday, “06880” reported that the iconic lending library was back at its beloved Compo Beach spot.

But, we noted, Larry Roberts — who repaired it — had to throw out some books, due to snow and water damage. The shelves were a bit bare.

Within minutes, Westporters came through.

Barely an hour after that post, John Richers sent a photo of one side — nearly full. The other side is presumably equally robust.

And, John adds, there are “some significant titles.”

Feel free to borrow. But — in contradiction to Hamlet (whose play may even be on the shelf) — feel free to be a lender, too.

Robust titles, in the Remarkable Bookcycle. (Photo/John Richers)

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“JazzFC” presents the wildly popular “Jazz at the Post” series every Thursday. Great musicians play 2 shows at VFW Post 399. The price is low; the talent level very, very high.

But Jazz FC does much more. Among their projects: workshops for youth and aspiring professional musicians, as well as the local underserved community in senior citizen residences and community centers.

They also administer the Micky Golomb Scholarship, awarding up to $10,000 annually to students who concentrate in jazz studies.

To fund those endeavors, they’re sponsoring a “Jazz Cruise by the Saugatuck” this Thursday (April 23, 6 to 10 p.m.). (It’s at the VFW, not actually on the river.)

Over 25 award-winning artists will jam. There’s a silent auction and lavish dinner too. Click here for tickets, and more information.

Some of the 25+ musicians appearing at the “Jazz Cruise by the Saugatuck.” It takes place on dry land, at VFW Post 399.

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As long as flowers keep blooming — and readers keep sending them — we’ll feature spring foliage in our “Westport … Naturally” daily feature.

This is the scene at Lansdowne condominiums:

(Photo/Lauri Weiser)

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And finally … on this date in 1509, Henry VIII ascended to the throne of England, after the death of his father, Henry VII.

(Flowers, the Playhouse, Staples, soccer, jazz — and Herman’s Hermits. That’s how “06880” rolls — 24/7/365. If you enjoy our these Roundups, or anything else, click here to support us. Thanks!)

Photo Challenge #590

Eleven readers identified the old cast iron box stuck to the side of a brick building — last week’s Photo Challenge. (Click here to see.)

But only 2 of them knew what it was used for.

Morley Boyd and Andrew Colabella noted it’s an alarm box, on the side of what for decades was the Westport Bank & Trust building, where Church Lane runs into Post Road East.

They did not explain exactly what kind of alarm. But it was a lot more important for a bank than for its next use (Patagonia).

Soon, the building will house the offices of Compass real estate. No need for alarm!

Besides Morley and Andrew, the other readers who knew the location — though not the function — were Seth Schachter, Jaime Bairaktaris, Clark Thiemann, Susan Iseman, Pete Powell, Jude Siegel, Jack Backiel and Sal Liccione.

This week’s Photo Challenge is an outdoor sculpture — that much is clear.

We have plenty of great art, all over town.

But where exactly is this one?

If you know where in Westport you’d see it, click “Comments” below.

And if you know the title and sculptor, please add that in too.

(Photo/Janine Scotti)

(Every Sunday, “06880” hosts this Photo Challenge. We challenge you too to support your hyper-local blog. Please click here to make a tax-deductible contribution. Thank you!)

A Tale Of 2 Bridges: CTDOT Considers Downtown Span Too

One often-overlooked element of the discussion on the future of the Cribari Bridge is climate change.

As the Saugatuck River rises by a few inches over the next decades, clearance under the 143-year-ol span will diminish.

The state Department of Transportation is considering that, in its plans for rehabilitation or replacement.

But the rise will not be confined to the Cribari Bridge alone.

Consider the Ruth Steinkraus Cohen Bridge downtown.

Very little river traffic now passes underneath the Post Road — a few kayaks and canoes, mostly at low tide.

But CTDOT is looking ahead.

A project (formally #0158-0980) would replace the current structure with a drawbridge:

Artist’s rendering of proposed Ruth Steinkraus Cohen Bridge drawbridge.

Steve Lance — the “06880” reader who spotted the plan, while searching for information on the Cribari Bridge — reached out to CTDOT.

James Barrows, who serves as manager for the Cribari project, responded.

“Work would not begin until #0158-0214 (the Cribari Bridge) is completed,” he said. “CTDOT would not want to disrupt traffic on two major crossings simultaneously.

“However, we see it as an important next component in making the Saugatuck River navigable as far upriver as possible.”

Barrows said that while the drawbridge would initially be open only far occasional traffic, it could adopt a regular schedule to allow more watercraft to pass through than currently do.

He noted that the entire operation would take “only 6 to 8 minutes.” Traffic disruption would be “minimal,” he said.

Barrows — who was at DOT’s recent public meeting at Town Hall — said, “our intention is to involve residents, business owners and other stakeholders as early and often as possible” in the project planning.

Click here to see the full report. A link is included in the report for preliminary comments.

(“06880” will follow this story — as we do all that impact Westport. Please click here, to help us continue our work. Thank you!)

David Ohman’s Westport

David Ohman lived in Westport from 1992 to 1998.

Though he grew up in Southern California, this town gave him “a comfort level like a favorite sweater,” he says. He was “smitten by Westport from my first day.” And he still calls this “my adopted home town.”

In his 6 years here — when not freelancing in New York as a graphic designer — David took many photos in Westport and Weston.

Along the way, he met “some really wonderful people.” Photographer Alan Fontaine became a close friend, and convinced him to start his own portrait studio. In 1995, he did. He quickly got plenty of work, thanks to his signature black and white style.

At 81 years old — and a cancer survivor — he wants to share some of his photos with “the lovely people of Westport who welcomed me, and nurtured our friendships so unconditionally.”

Here are a few of those images. Though 3 decades old, they are timeless.

Well … except for the first two.

Remarkable Book Shop, Main Stree

Allen’s Clam House, Hillspoint Road

Sherwood Mill Pond

Compo Beach boardwalk

Compo Beach pavilion

Compo Beach in fog 

Longshore cemetery

Saugatuck Rowing Club

Saugatuck River, downtown (All photos/David Ohman)

Pic Of The Day #3265

Taylortown Salt Marsh (Photo/Michael Tomashefsky)

Pics Of The Day #3263

John Maloney’s downtown:

National Hall

West bank boardwalk

Ruth Steinkraus Cohen Bridge

1 Main Street (Photos/John Maloney)