See Donny Osmond’s Sweetest Family Moments with His 16 Grandchildren

**Donny Osmond Embraces Role as Proud Grandfather of Sixteen**

Donny Osmond, the famed singer best known for hits like “Soldier of Love,” recently celebrated a significant milestone in his family life as he welcomed his sixteenth grandchild. The beloved entertainer and his wife, Debbie, have cultivated a bustling family filled with joy, thanks to their five sons: Don Jr., Jeremy, Brandon, Chris, and Josh, each contributing to this growing brood.

Osmond often shares heartwarming glimpses of family life through various social media platforms, highlighting the close-knit relationships he cherishes with his grandchildren. On April 20, 2025, he excitedly announced the arrival of his growing family by posting, “16 grandchildren and counting!” on Instagram. This exuberance for his family gatherings is evident, as Osmond graciously takes a step back during large family events to fully embrace his role as a grandfather.

In an interview with PEOPLE in August 2023, Osmond expressed his philosophy on family interactions during get-togethers. “I consciously make an effort to take a back seat and just be grandpa,” he explained, emphasising his desire to relish his time spent with the grandchildren rather than act as the family patriarch or a celebrity. “It’s just like grandpa’s in the corner playing with the grandkids. That’s what I like to do.”

Osmond’s fondness for family traditions shines brightly through his various Halloween celebrations over the years. In a nostalgic Instagram post from October 2015, he shared a delightful photograph of his family dressed in a range of costumes, including Marvel superheroes and even Star Wars characters alongside his wife.

Vacations with his family have also been fondly documented, including a memorable trip to Hawaii in August 2016. Osmond jestingly remarked that the lively gathering of eight grandchildren, five children, three daughters-in-law, and his life partner of 38 years would create enough hilarious scenarios to fill a reality show. This vacation, he noted, was filled with “priceless moments.”

The singer is not only an avid participant in family gatherings, but he also actively supports their endeavours. Attending grandchildren’s activities, such as a flag football game in June 2020, he proudly shared on social media, “The perfect way to spend a Saturday — watching our sweet, little Ryder play.” Such moments portray the deep affection he holds for his family.

Osmond has shared various cherished milestones, from joint birthday celebrations with his son Chris to welcoming new grandchildren. In August 2017, he introduced his newborn grandson, Peder, with an endearing Instagram post. Just a month later, he shared the arrival of Willem River, showcasing the Bass singer’s joy in his expanding family.

Throughout the years, the Osmond family has delivered heartwarming images that capture joyful moments, such as gathering for Christmas in December 2022 and celebrating Father’s Day cuddled together. Even as recently as August 2023, he was seen bonding with his youngest grandson, Dune, during a viewing party for his son Chris’s appearance on “Claim to Fame.”

Despite his busy schedule, including a long-running Las Vegas residency set to continue until 2026, Osmond prioritises quality time with his loved ones. “I don’t get very many days off, so it is important that when I do, I spend time with my family,” he mentioned during a trip to Texas.

As the years go by, Osmond continues to revel in the blessings of a large, loving family. His abundant affection and commitment to being present in his grandchildren’s lives lays the foundation for sweet memories, which he generously shares with his fans. With the Osmond family now boasting 16 grandchildren and an evident spirit of connection and joy, the seasoned entertainer looks forward to more family adventures and celebrations in the years ahead.