Tag Archives: Main Street

Friday Flashback #517

We’ve posted this image of Main Street before. It’s from the 1962 Staples High School yearbook.

But never with this color, or computer-enhanced graphics.

Eric Bosch — who moved here with his family in the fall of 1963 — sent it along.

To orient yourself: Klein’s department store (far right) became Banana Republic, then (briefly) Oka furniture. Brooks Brothers will soon move in, from its current location a few yards north.

The Townly Restaurant featured a Jazz Age-era mural. It was lost when Klein’s expanded into that space, then rediscovered and hung by Banana Republic. No word yet on whether Brooks Brothers will keep it.

The Mobil gas station — once the site of an annual Christmas party, where food was served on the lowered hydraulic lifts — is now Vineyard Vines.

The hardware store was one of 3 on Main Street.

And of course, traffic flowed in both directions, all the way to the Post Road (aka State Street).

What else do you remember from that era? Click “Comments” to share.

(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 #3389

Main Street (Photo/John Maloney)

Pics Of The Day #3336

Rain approaches today, at Compo Beach … (Jonathan Rosenoer)

… and this afternoon’s surprise 5-minute cloudburst on Main Street (Photos/Jonathan Alloy)

A Blizzard Of Photos: Part 3

Congratulations, Westport!

We made it through the Blizzard of 2026.

Of course, it will take time to clean up all that snow. (Schools are closed tomorrow — c’mon kids, get out there and shovel!)

The town was as quiet as it’s ever been today. Nearly everyone heeded pleas to stay off the roads. Public and private crews worked long and hard, plowing roads and driveways. (C’mon, residents — lend a hand with the sidewalks and fire hydrants!)

Things will start edging closer to normal tomorrow. But for now, here’s another look at what the snow and wind wrought.

Lila, on Wilton Road (Photo copyright/Ted Horowitz)

Post Road, 3 pm (Photo/Michael Chait)

Main Street (Photo/David Martin)

Snowbound on Violet Lane (Photo/Morley Boyd)

The wind wrecked this door, at the Bridge Square Dunkin’ Donuts (Photo/Whitmal Cooper)

(Photo/Tom Lowrie)

(Photo/Jay Petrow)

(Photo/Richard Jaffe)

(Photo/Jeff Ruden)

(Photo/Carl McNair)

(Photo/Mary Sikorski)

(Photo/Yulee Aronson)

Mobile on a porch, in a whiteout (Photo/Pamela Kesselman)

 

Friday Flashback #482

Today, we feature a “double Friday Flashback.”

We look back 50 years ago this holiday season — by reposting one of our most commented-on Friday Flashbacks. This one originally ran in 2020. Ho ho ho — enjoy!

When Fred Cantor graduated from Yale University in May of 1975, his parents gave him a 35mm Nikkormat camera. He’d always enjoyed taking photos, with an inexpensive Kodak.

In December he returned to Westport for break, from the University of Connecticut School of Law.

There was a beautiful snowfall. On Christmas Day, Fred knew that downtown would be empty. He’d always enjoyed the “Norman Rockwell-esque” feeling there. He hoped to capture it, without interference.

After 50 years — almost to the day — parts of downtown look very different. Parts look much the same.

After 50 years too, the photos have faded.

But the memories have not.

Gorham Island. The Victorian house has been replaced by a large office building.

Main Street, without any holiday decorations. Gene Hallowell’s Mobil station is now the site of Vineyard Vines.

Further up (undecorated) Main Street, we see Achorn’s Pharmacy on the left (now in Playhouse Square); Oscar’s across the street on the right (soon to be Luya restaurant), and the large furniture store (now, after burning down a couple of years later), The Gap.

The much-loved Remarkable Book Shop has been reimagined as Eleish Van Breems.

Westport Bank & Trust was most recently Patagonia. Soon it will be home to Compass Real Estate. The YMCA building on the left is now Anthropologie. 

Ice on the Saugatuck River still looks the same.

Fairfield Furniture has been transformed into National Hall — the original name for the 1800s building. It’s being repurposed for AIG.

Before the Wright Street building rose up behind it — and, later, an architectural firm took over the space — a popular liquor store occupied the busy Wilton Road/Post Road West corner. A decade ago, David Waldman offered to buy this building and move it, creating a right-turn lane from Wilton Road. The town refused. We live with the consequences every day.

(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!)

“Timeless” Clock: Downtown Association Gift Is Newest Main Street Landmark

Grand Central Terminal’s enormous clock is a central meeting place.

So is the clock in New Canaan’s downtown.

Tomorrow, Westport will have its own clock. And its own easy-to-meet-up spot.

The handsome new addition — at the corner of Main and Elm Streets, where one-way Main Street becomes two-way near Gap — is a gift from the Westport Downtown Association. The flower bed at the site will be enhanced too.

Two views of the new clock.

The WDA is paying for the purchase, installation, insurance, maintenance and repairs.

The clock arrived recently. The site is being prepared today. Installation is set for tomorrow.

Just in time for the Westport Downtown Association/”06880″ Holiday Stroll on Saturday, it’s one more attraction for the 5th annual event (4 to 7 p.m.). Besides selfies with Santa and the town’s favorite piglet, visitors can take photos with the newest downtown attraction.

The clock is “a beautiful addition to Westport,” WDA president Maxx Crowley notes. Black with gold trim, and two-sided — saying “Town of Westport” and “1835,” the year of our founding — it fits in with the lampposts currently downtown, and is designed in the same style as the Grand Central clock.

Ready for installation.

“This isn’t just a clock. It is a symbol,” Crowley adds.

“It’s a symbol of our past, our progress, and our promise to future generations.
A symbol of the timeless charm that makes Westport more than a destination, it makes it home.”

Crowley — a lifelong Westporter — calls the clock “one of the greatest honors of my service” as Downtown Association president.

“It represents the elegance of old New England town centers, the character that defines our community, and the pride we feel every time we walk through our downtown.

“It will stand as a daily reminder that Westport’s story is still being written — and we are all a part of it.

The clock aligns with the WDA’s mission to beautify and enliven the town. They string the holiday lights and season greenery, and sponsor major events like the Fine Arts Festival, Westoberfest — and Saturday’s Stroll.

The clock will be installed here tomorrow.

Crowley says, “a project of this significance is never accomplished alone. Our thanks go to former selectwomen Jen Tooker, Andrea Moore and Candice Savin; and Public Works director Pete Ratkiewich and assistant town attorney Eileen Lavigne, whose leadership, support, and enthusiasm helped make this vision a reality.

“Enormous gratitude also goes to Jimmy Izzo of Izzo Electric and Marc Bolduc of Guinta Bolduc Masonry, whose craftsmanship and dedication brought the clock to life with extraordinary care.”

Crowley also thanks “the remarkable WDA board and team. Your passion for Westport is visible in every detail of this project.

“As Westport comes together this weekend, strolling, celebrating and sharing in the joy of the season, a new symbol of community pride will take its place. With every moment spent beneath it, this clock will remind us why Westport is such a special place to gather, shop, celebrate, and call home.”

 

Friday Flashback #477

As Westport prepares for the holiday season, merchants urge: “Please shop local! Choose us over the internet!”

it’s not the first time they’ve made that request.

Nearly 80 years ago — in 1947 — illustrator Howard Munce drew this map of Main Street and State Street (Post Road) retailers.

It was headlined: “Shop Westport First.”

It’s hard to see all the stores. I’m not sure if any of them are still here.

But you get the idea. They’ll last a lot longer if we give them our business.

(Image courtesy of Christopher Maroc)

(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 #3133

Downtown by drone (Photo/Frank Rosen)

Pic Of The Day #3084

Main Street alley (Photo/JD Dworkow)

Pic Of The Day #3074

Main Street scene (Photo/Robin Frank)