Martha Stewart proves she’s the coolest grandma, treating her 14-year-old granddaughter, Jude, to a Billie Eilish concert in New York, an experience Jude enthusiastically declared the “best night of my life.”
The legendary businesswoman and TV personality, Martha Stewart, recently showcased her unwavering commitment to family, making headlines for a heartwarming outing with her granddaughter, Jude. The 14-year-old teen called her experience at a Billie Eilish concert the “best night of my life,” a testament to the special bond she shares with her famous grandmother.
On Sunday, October 26, 2025, Martha Stewart, 84, brought Jude, the elder of her two grandchildren, to see Billie Eilish, 23, perform at the UBS Arena in Elmont, New York. The memorable evening was shared with Jude’s friends, Layla and Stella, and documented by Stewart on her Instagram, capturing the excitement of the young fans. The lifestyle guru also had the pleasure of meeting Eilish’s mother, Maggie Baird, during the show, noting that Baird’s presence, representing her nonprofit Support + Feed, made the night even more special. The venue even served vegan food at the direction of Baird and Eilish, as Stewart highlighted on her Instagram, according to People.
A Grandma Who Attends Concerts “Religiously”
This recent concert outing is far from an isolated event; it’s a cherished tradition for Martha Stewart and her granddaughter. In October 2024, Stewart shared with People about her commitment to joining Jude at live music events. “It’s a phenomenal thing,” she said of her quality time with her grandchildren, adding, “Billie Eilish is coming up and then there’s Jingle Ball and all of those concerts which I attend very religiously with my granddaughter.” This highlights a significant aspect of their relationship: Martha’s willingness to engage in her grandchildren’s interests, fostering a deep and meaningful connection.
The Stewart Grandchildren: Jude and Truman
Martha Stewart’s journey into grandparenthood began in 2011 when her only daughter, Alexis Stewart, welcomed Jude via surrogate after five years of IVF treatments. A year later, Jude’s younger brother, Truman, 13, also arrived via surrogate. Martha embraced her role as a doting grandmother immediately, frequently sharing glimpses of family celebrations and parties she hosts for them. The children occasionally join her for public appearances, such as the opening night of Stranger Things: First Shadow on Broadway in April, according to People.
The grandchildren are not just concert companions but also budding critics. In November 2024, Stewart shared on The Drew Barrymore Show that both Jude and Truman had watched her Netflix documentary, Martha. Jude’s review was glowing: “It was very good. I think I’ll watch it again,” as reported by People.
More Than Music: A Life Full of Shared Experiences
Beyond the electric atmosphere of concerts, Martha Stewart ensures her time with Jude and Truman is rich with diverse experiences. They are “quite experienced foodies,” exploring “very good restaurants” and having a particular fondness for Japanese and other ethnic foods, as noted by People. Their mother, Alexis, is a fabulous cook, nurturing their adventurous palates.
Travel is another cornerstone of their bond. Stewart proudly stated that her grandchildren have “traveled all over the world” and “been to all the continents,” finding joy in helping them experience different cultures. The family also maintains cherished seasonal traditions, including annual apple and pumpkin picking weekends in autumn, where Jude brings her friends to make cider and enjoy sleepovers, creating lasting memories, as detailed by NBC Insider.
Individual Passions: Jude the Linguist and Truman the Sports Aficionado
Martha has always celebrated her grandchildren’s individual talents and interests. Jude, born March 8, 2011, was once described as a “genius” at just three years old, already speaking Spanish and English and delving into Mandarin. She is also a noted actress, dancer, and musician, proving the apple doesn’t fall far from the tree, as Martha told People. Their shared interests extend to health and wellness, with Jude even leading a yoga class at Stewart’s Maine estate, Skylands.
Truman, born March 6, 2012, is a dedicated sports enthusiast. Martha supports his passion by taking him to see the Celtics and Knicks, and they always attend the Super Bowl. He is a huge American football fan and an avid soccer player, traveling internationally to play. The two also bond over activities like archery on Martha’s farm and attending New York Knicks games courtside, notes NBC Insider. Both grandchildren are pescatarians, reflecting their mother’s vegetarian lifestyle and their shared love for sushi and Japanese cuisine.
The Enduring Appeal of Martha Stewart’s Grandparenting
What makes Martha Stewart’s grandparenting style so captivating for fans is her genuine engagement and dedication. She embodies the idea that “grandchildren are much more fun than children,” as she once told Al Roker on Today. Her commitment to creating unique, memorable experiences—from sold-out concerts with global pop stars to intimate apple-picking weekends—underscores a bond that goes beyond typical celebrity life. Stewart’s ability to connect with Jude and Truman on their level, fostering their interests and expanding their horizons, makes her a true icon of intentional and loving grandparenthood.
