The singer's five sons have given him and his wife 16 grandkids — and counting!

Donny Osmond is a grandfather of 16.

The "Soldier of Love" singer and his wife Debbie Osmond have their hands full — in the best way possible, of course — with the kids of their 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 they celebrate holidays together and attend his concerts. In June 2025, he shared a series of photos on Facebook captioned, "16 grandchildren and counting!"

But during 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.

01 of 22

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 on Instagram, ranging from Marvel superheroes to his and his wife's Star Wars costumes.

02 of 22

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 on Instagram from 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."

03 of 22

Donny Osmond Trick-or-Treating with His Grandkids

For Halloween 2016, Donny escorted two of his grandchildren — who were dressed as Superman and Glinda from The 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 on Instagram.

04 of 22

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 on Instagram of his family standing in front of a Christmas tree.

05 of 22

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," the Donny & Marie star captioned the family photo of him surrounded by six of his grandkids on Instagram.

06 of 22

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 on Instagram, noting his grandkids' cute nickname for him.

07 of 22

Donny Osmond Introducing His Grandson Peder

In August 2017, Donny shared a precious photo of himself cuddling his newborn grandson, which he captioned on Instagram, "Welcome to the world, sweet baby Peder."

He echoed a similar sentiment in his Facebook post, sharing the same photo while also noting Peder's middle name, Clark, and adding, "We love you so much."

08 of 22

Donny Osmond Introducing His Grandson Willem

Just one month later, Donny introduced another addition to his brood on Instagram.

"Say hello to my sweet little Willem River Osmond," he captioned a photo of himself holding his newborn grandson in September 2017.

09 of 22

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.

10 of 22

Donny Osmond with His Grandchildren in Utah

Donny and his wife bonded with their grandchildren in their home state of Utah in July 2019.

"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 on Instagram.

11 of 22

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 on Instagram.

12 of 22

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 on Instagram in August 2020.

13 of 22

Donny Osmond Spends a Day Off with His Grandchild in Texas

Two months after kicking 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 on Instagram. "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."

14 of 22

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" on Instagram.

15 of 22

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 on Instagram of Dillon's show. "I think I better leave the magic to magicians and I'll stick to singing."

16 of 22

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 on Instagram, "The only thing better than Father's Day is Grandpa's Day. 💜."

17 of 22

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 on Instagram.

18 of 22

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 on Instagram as he shared a photo of himself smiling at the newborn.

One month after Dune joined the family, the proud grandpa joked to Entertainment Tonight that he had enough grandkids to fill "several soccer teams," calling his large brood "sweet chaos."

19 of 22

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 the Claim to Fame season 2 finale in August 2023. Following the episode, Donny shared a photo on Instagram of himself holding Dune as they watched the show, captioning it in part, "Chris, you're a star!"

20 of 22

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 on Instagram of himself with his family in the pool in June 2024.

21 of 22

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 on Instagram in June 2025. "What makes it even better is when they win the playoffs. ⚾😁."

22 of 22

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 on Instagram of himself kissing his youngest grandchild on the head in August 2025.

Source link