Martha Stewart’s Grandkids Rock Casual & Coordinating Looks on a Red Carpet Night Out With Grandma

Martha Stewart is definitely racking up the Cool Grandma Points with her grandkids Jude, 14 and Truman, 13. The lifestyle mogul just brought the teens to the opening night of Stranger Things: The First Shadow on Broadway, and the trio had the opportunity to walk the red carpet.

Jude and Truman — who Stewart’s daughter Alexis welcomed via surrogate after a lengthy IVF journey — looked effortlessly cool and casual in their coordinating black outfits. Truman wore a black T-shirt, gray shorts, and black sneakers (Yes, apparently Martha Stewart’s grandson is allowed to go really casual!), and Jude rocked a strapless black maxi dress. It seems both siblings have a thing for dark neutrals!

Meanwhile, Stewart wore her beloved sparkly pink knit cardigan over a matching sweater, dark pants, and tan wedges.

This is far from the only high-profile event where Stewart let her grandkids tag along. In February, she told Glamour that Truman would join her at the Super Bowl. (No. Big. Deal.)

“I’ll be [cheering] for Kansas City,” she said before the game. “And my grandson, who’s going also, is rooting for the Eagles, of course. He’s always, always rooting for the other team.”

In a 2024 interview with SheKnows, Stewart said Truman had been to the Super Bowl, the U.S. Open, and NBA games. “It’s fun to accommodate him when I can,” the proud grandma said.

As for quality time with Jude? Stewart takes her to see Billie Eilish concerts and to the Jingle Ball (Again, No. Big. Deal.)

“It’s a phenomenal thing,” she told People about their time together in an interview last year. ” … all of those concerts which I attend very religiously with my granddaughter.”

So with the Super Bowl and the Jingle Ball on the roster, is it really any surprise that Stewart “accommodated” her grandkids with tickets to the premiere of a highly anticipated Broadway show?

Nope! Not in the least.

These Hollywood grandparents aren’t baking cookies or playing Bingo — they’re in their prime of life.