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Graphic of photos of storefronts on Main Street in downtown Westport.

Downtown Westport is changing – and not for the better

Jared Leonard '22 October 9, 2020

Downtown Westport, particularly Main Street, has become synonymous with great shopping and restaurants amongst residents of Fairfield County over past decades, but today’s downtown is far from it. A...

Westport’s downtown features a variety of stores, many of which have been open for tens of years.

Sundance retail store joins Main Street

Alexandra Sprouls '19, Associate Managing Editor February 18, 2019

The clothing store Sundance recently signed a long term lease to open on 97 Main Street at a 3,920 square foot location in Westport, Connecticut “I think the store will do well downtown because...

New Rye Ridge Deli location replaces Oscar’s

New Rye Ridge Deli location replaces Oscar’s

November 3, 2017

By Kaela Dockray '20 and Layla Wofsy '19

Developing Downtown

Developing Downtown

Kate Lewis May 10, 2016

Anyone walking around downtown Westport can see that there are clearly some major developments occurring. This is all due to Bedford Square: a new project, currently run by the Downtown Plan Implementation...

Westport tree lighting ignites holiday spirit

Westport tree lighting ignites holiday spirit

Max Appell, Sports Editor December 8, 2015

xmas tree lighting

New chocolate shop spices up Mainstreet

New chocolate shop spices up Mainstreet

Alice Hickson, Web A&E Editor January 9, 2015

There is no better way to liven up the new year than by delicious chocolates and that is exactly what Aarti Khosia, owner of the newly opened chocolate shop, Khosia’s Le Rouge Handmade Chocolate, has...

The Westport Downtown Merchants Association, sponsors of the event, cart Westport citizens in an old fashioned horse and buggy on Dec. 13 and 14.

Local businesses spread holiday cheer on Main Street

Andrew Vester, Staff Writer December 18, 2014

The holidays are a time of cheer, joy, and for many, shopping.  Westport recently held a festival on Dec. 13 and 14 to embrace, and celebrate this time of year with open arms. This event included horse...

Brush are clean and ready for a day filled with color, paint, and of course, a little spooky Halloween spirit.

Westport windows are adorned with Halloween color

Andrea Frost, Breaking News Managing Editor October 22, 2014

On Saturday Oct. 18, Westport held its second annual Halloween window painting contest. The contest is sponsored by Weston Westport Chamber of Commerce and involves elementary, middle, and high school...

The times are a-changin’ but boutiques are here to stay

Alison Morrison, Staff Writer September 19, 2014

Alison Morrison ’15 In decades past, Westport was home to storefronts such as Miss Plums Particular or Mr. Frank’s Hair Salon. Nowadays, Urban Outfitters, The Gap and JCrew clutter up Westport vibes....

By adding sweet crepes to their menu, Top This has successfully satisfied their customers as the only  restaurant in Westport that serves crepes.

Top This tops off their menu with sweet new snacks

Jane levy and Izzy Ullman September 3, 2014

As if it couldn’t get any better, Top This, one of Main Street’s sweetest froyo destinations is adding crepes, soup, and grilled cheese to their menu, making it the quintessential snack place. Since...

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