Donny Osmondis a grandfather of 16.
The "Soldier of Love" singer and his wifeDebbie Osmondhave their hands full — in the best way possible, of course — with the kids oftheir five sons, Don Jr., Jeremy, Brandon, Chris and Josh.
Over the years, Donny has given several glimpses of his family's tight-knit bond as theycelebrate holidays togetherand attend his concerts. In June 2025, he shared a series of photoson Facebookcaptioned, "16 grandchildren and counting!"
Butduring big family events, Donny tries to sit back and enjoy being a grandpa.
"I'm the head of the family with my wife, but I kind of take a backseat when we're all together because I let my boys take over," he told PEOPLE in August 2023. "I consciously make an effort to take a back seat and just be grandpa, not a celebrity, not the head of the house with my wife, none of that. It's just like grandpa's in the corner playing with the grandkids. That's what I like to do."
Take a look back at some of Osmond's sweetest moments with his grandchildren below.
Donny Osmond Dressing Up with His Grandkids for Halloween
In 2015, the Osmond family went all out for Halloween! Donny shared a cute photo of their costumes onInstagram, ranging fromMarvelsuperheroes to his and his wife'sStar Warscostumes.
Donny Osmond Enjoying a Family Trip to Hawaii
The Osmond clan jetted off to the Aloha State for a fun-filled family vacation in August 2016.
"Our family trip to Hawaii would've made for a very funny reality show," Donny joked at the time in the caption of a group photo onInstagramfrom their trip. "Put together 8 grandkids, 5 children, 3 wives, and my sweetheart of 38 years and you get a whole lot of priceless moments."
Donny Osmond Trick-or-Treating with His Grandkids
For Halloween 2016, Donny escorted two of his grandchildren — who were dressed as Superman and Glinda fromThe Wizard of Oz— around for all kinds of snacks and treats.
"This is the best. Grandpa is in Halloween Heaven," the "Puppy Love" singer wrote onInstagram.
Donny Osmond Celebrating the Holidays with His Grandkids
Ahead of Thanksgiving 2016, Donny reflected on what he most appreciates: his family.
"Today I'm particularly grateful for these 17 people. They truly mean everything to me," he captioned the photo onInstagramof his family standing in front of a Christmas tree.
Donny Osmond Celebrating His Birthday with His Grandkids
Donny shared a photo of himself and his son Chris having a joint birthday party in December 2016 — the two celebrate just three days apart, on Dec. 9 and Dec. 12, respectively.
"All but two of my grandkids helped us blow out the candles," theDonny & Mariestar captioned the family photo of him surrounded by six of his grandkids onInstagram.
Donny Osmond with His Grandchildren Backstage
Donny and three of his grandsons shared a sweet moment backstage after he performed at the Sandy Amphitheater in Utah in July 2017.
"It's always fun when the grandkids come to see Bapa perform!" he captioned the photo onInstagram, noting his grandkids' cute nickname for him.
Donny Osmond Introducing His Grandson Peder
In August 2017, Donny shared a precious photo of himself cuddling his newborn grandson, which he captioned onInstagram, "Welcome to the world, sweet baby Peder."
He echoed a similar sentiment in hisFacebook post, sharing the same photo while also noting Peder's middle name, Clark, and adding, "We love you so much."
Donny Osmond Introducing His Grandson Willem
Just one month later, Donny introduced another addition to his brood onInstagram.
"Say hello to my sweet little Willem River Osmond," he captioned a photo of himself holding his newborn grandson in September 2017.
Donny Osmond Cuddling with His Grandchildren
In April 2019, the "Go Away Little Girl" singer shared a cute Instagram photo of himself cuddling with two of his grandkids on the couch.
Donny Osmond with His Grandchildren in Utah
Donny and his wife bonded with their grandchildren in their home state of Utah in July 2019.
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"There is no better way to spend a beautiful afternoon in #Utah than with all 10 of our wonderful #grandkids. Debbie and I are so blessed," he wrote onInstagram.
Donny Osmond Watching His Grandson Play Flag Football
Donny was his grandson's biggest supporter, attending Ryder's flag football game in June 2020 alongside multiple family members.
"The perfect way to spend a Saturday —watching our sweet, little Ryder play," Donny wrote onInstagram.
Donny Osmond Relaxing by the Pool with His Grandkids
The perfect summer day! Donny shared a throwback photo of himself and his grandkids enjoying an icy treat while relaxing by the pool.
"I could use a large dose of grandkids, pool time and popsicles right about now. Kids, who wants to come push Bapa in the pool again?😅," he captioned the post onInstagramin August 2020.
Donny Osmond Spends a Day Off with His Grandchild in Texas
Two months afterkicking off his first solo Las Vegas residency— which started in September 2021 and is set to run through the end of 2026 — Donny and his wife enjoyed quality family time in the Lone Star State in November 2021.
Their trip included some outdoor bonding time with one of their grandchildren, and the singer shared a photo of the trio taking a break in the shade.
"I don't get very many days off so it's important that when I do I spend time with my family," he wrote onInstagram. "You can see that Debbie and I are enjoying a day off in Texas with our grandbabies. Nothing is better than spending time with my loved ones."
Donny Osmond at His Grandson's Basketball Game
A regular at his grandchildren's sporting events, Donny made sure to catch one of their January 2022 basketball games before his Vegas residency resumed a week later. He called watching them play "the best" onInstagram.
Donny Osmond and His Grandchildren Meet a Magician in Las Vegas
While his family was in town for his Las Vegas show in April 2022, Donny took his grandkids to see magician Farrell Dillon.
"He had us all laughing, especially when he got my son, Brandon and I up on stage. I was part of a magic trick and I just can't figure out how he did it," Donny wrote onInstagramof Dillon's show. "I think I better leave the magic to magicians and I'll stick to singing."
Donny Osmond Celebrating Father's Day with His Grandkids
Donny, wearing an apron, cozied up with two of his grandchildren on a couch in June 2022. He captioned the sweet photo onInstagram, "The only thing better than Father's Day is Grandpa's Day. 💜."
Donny Osmond and His Grandchildren with Santa Claus
In December 2022, Donny wished his followers a Merry Christmas as he shared a photo of himself and his family alongside Santa Claus onInstagram.
Donny Osmond Introducing His Grandson Dune
Donny welcomed his 14th grandchild, Chris' son Dune Tyler, in June 2023.
"You truly are an angel from heaven. ❤️," he wrote onInstagramas he shared a photo of himself smiling at the newborn.
One month after Dune joined the family, the proud grandpa joked toEntertainment Tonightthat he had enough grandkids tofill "several soccer teams," calling his large brood "sweet chaos."
Donny Osmond Watching 'Claim to Fame' with His Son and Grandkids
Donny and his family got together for a viewing party when his son Chris appeared on theClaim to Fameseason 2 finale in August 2023. Following the episode, Donny shared a photo onInstagramof himself holding Dune as they watched the show, captioning it in part, "Chris, you're a star!"
Donny Osmond Hangs with His Grandchildren at the Pool Before Beginning His Summer Tour
Before kicking off his summer tour, Donny spent quality time "enjoying a final swim at home with my grandkids," posting a photo onInstagramof himself with his family in the pool in June 2024.
Donny Osmond Watches His Grandson Play Baseball
The Osmonds play ball!
"I'm having such a fun summer and watching my grandkids play baseball makes it even more fun," Donny wrote onInstagramin June 2025. "What makes it even better is when they win the playoffs. ⚾😁."
Donny Osmond Bonds with His Youngest Grandchild
Two months after sharing that the Osmond clan was "16 grandchildren and counting," Donny posted a precious photo onInstagramof himself kissing his youngest grandchild on the head in August 2025.
Read the original article onPeople
