Swimsuit

Martha Stewart’s Best Sophisticated and Glamorous Looks of 2023

The 2023 SI Swimsuit cover star is somewhat of a fashionista, and she’s had an eventful year full of impeccable style moments.

Ananya Panchal

Martha Stewart

Martha Stewart.

Martha Stewart is a firm believer that your age should never determine your friendships or relationships—and she says that rule applies to fashion, as well. She rolls her eyes at people who say she should dress her age and simply serves them with fabulous, dramatic and jaw-dropping looks.

The 82-year-old queen of healthy living emphasizes that what matters most is a person’s legacy, they way they think and the lives they touch. The 2023 SI Swimsuit model, who was photographed by Ruven Afanador in the Dominican Republic for this year’s issue, made history as the oldest woman to land the coveted magazine cover.

From her fabulous castle thirst traps to beachy birthday throwback pics, the entrepreneur isn’t afraid to go bold, and she dresses up solely for herself.

Below are 11 of our favorite looks of Stewart’s from this year. It was hard to narrow this list down, as she has strutted down a new red carpet frequently, but we decided on a slew of outfits that are just too good not to share.

Breakfast at Martha’s

The podcast host looks identical to Audrey Hepburn’s Holly Golightly from the 1961 classic film Breakfast at Tiffany’s. We’re totally obsessed with how detailed the look is—from the twisted up-do to the perfectly recreated accessories.

A cozy monochrome moment

Martha Stewart

Martha Stewart.

Stewart is so ahead of the trends, she rocked the “wrong shoe theory” before it was mainstream.

Disco ball-inspired

The New Jersey native served legs for days in a stunning ultra-sparkly gown featuring a mile-high slit and struck a sassy pose for her 1.9 million Instagram followers.

A black sequined jumpsuit

Martha Stewart

Martha Stewart.

Just this week, Stewart turned heads at the 2023 CFDA Fashion Awards in a beautiful black sequined jumpsuit and matching blazer. She accessorized the Dennis Basso number with a black clutch and dangly gold statement earrings. Just look at that radiant smile!

Parisian couture

Stewart got to play dress up in a whole new continent when she attended the Hermès show during Paris Fashion Week. She mixed several materials in the most artful way—a luxurious cream cashmere jacket paired with a vintage silk top, leather pants, suede boots and, of course, her favorite Birkin bag.

SI Swimsuit magazine launch party

Martha Stewart

Martha Stewart.

Stewart was the woman of the evening at this year’s SI Swimsuit launch party in New York City. The cover girl showed up in a showstopping dramatic gold gown, as she should.

Celebrating her historic SI Swimsuit cover

Martha Stewart

Martha Stewart.

The entrepreneur appeared on the TODAY Show when her SI Swimsuit cover was revealed. She kept it cool, comfortable and classy with a longline blazer, leggings and peep-toe platform heels—a rather casual look for gushing about the iconic and historic moment.

A powerful woman in a powerful suit

The author of 99 lifestyle books took New York Fashion Week by storm and donned a neutral businesswear set from Brunello Cucinelli. She added a dash of personality with a blazer featuring a sparkly lapel.

Turning heads with bridalcore

Martha Stewart

Martha Stewart.

Last month, Stewart served major glitz and glam vibes in a gorgeous sparkly white bouclé suit at the 39th Annual Night of Stars Gala hosted by the Fashion Group International. She dazzled on the red carpet and inside the Oct. 17 event in a designer ensemble from Dennis Basso, whom Stewart presented the Lifetime Achievement Award to that night. What a marvelous full-circle moment.

Green goddess for the cover of Footwear News

Stewart donned a number of elegant and chic looks for her Footwear News cover photoshoot, but this glamorous green trench coat look is by far our favorite.

A sweet and sophisticated neutral moment

Martha Stewart

Martha Stewart.

The mom of one and grandmother of two attended the New York City Tiffany & Co. flagship store reopening in a soft casual mock-neck midi dress and paired it with an adorable cardigan featuring the prettiest beaded sleeve detailing.

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Ananya Panchal
ANANYA PANCHAL

Ananya Panchal is a writer on the Lifestyle and Trending News team for SI Swimsuit. Before joining SI Swimsuit in 2022, she worked at Bustle, the San Francisco Chronicle and the TODAY Show. When she is not writing or doom-scrolling on social media, Panchal can be found playing sudoku, rewatching One Tree Hill or trying new restaurants. She's also a coffee and chocolate (separately) enthusiast. Panchal has a bachelor’s in communications and journalism from Boston University.