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Fairfield County's Best Food Gifts
Edible treats that show you care. Article and Photography by Panettone might not have the best reputation, but this buttery, hand-made version from Fatto a Mano will change your whole perspective. Get your preorder in ASAP—don't risk them selling out! From $68 at 1835 Post Road E, fattoamanobreads.com A Ho-Ho-Ho Holiday Sampler from Norwalk’s Rebel Daughter Cookies offers six of their inventive flavors: one Pecan Pie, one Snickernog, two Rebel Without A Clauses, and two Berry &...
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Life + Culture
Meet The Innovator of the Year
Mark Shapiro is the latest winner of StartUp Westport's marquee honor. Article by Sara Gaynes Levy | Photography by Jerri Graham The first time Mark Shapiro saw Westport, he was scouting for an editing facility that his then-employer, ESPN, could use for an upcoming project. As they drove through town, he and his wife, Kim, had the same thought: can you imagine if one day we could live here? Nearly 30 years later, not only does Mark reside here in town, but he recently had the honor of...
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Entertainment
The Merriest
The best holiday party of the season is at the Westport Country Playhouse, and it’s hosted by Ana Gasteyer. Article by Sara Gaynes Levy | Photography by Shervin Lainez The holiday season is Ana Gasteyer’s time to shine. The Saturday Night Live alumna, who is also a classically trained vocalist with Broadway credits including Elphaba in Wicked and Queen Aggravain in last year’s revival of Once Upon a Mattress , says that she loves how this time of year “lends itself in a very comfortable...
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Local Services
Readers' Choice 2025: Celebrating Your Favorites!
Article by You, Our Incredible Readers! We’re thrilled to announce the winners of our 2025 Readers’ Choice Competition! Each year, you—our readers—vote for the very best in dining, shopping, wellness, entertainment, and local services. Your votes celebrate the businesses, professionals, and experiences that make our community truly special. These winners have earned their place on this list thanks to your passion, loyalty, and continued support. If your favorites didn’t make the list...
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Message from the Publisher
Marisa MacLean
Westport Lifestyle is a community-focused magazine that aims to connect the residents of Westport and Weston CT to the people, places and things that make our town special. We are inspired by you and we highlight the most positive aspects of living here in Fairfield County. From locally owned businesses to inspirational residents, these pages will be your guide.
So whether you're a native or new to the area, our publication can become your community hub. Check out our most recent issues and our incredible business partners below.

















