James Van Der Beek’s Sweetest Moments With His Family: Home Births, Halloween Costumes and More

By Mohamed 09/24/2025
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James Van Der Beek has a big brood and loves spending time with all of his little ones — and documenting their cutest moments on social media.

The Dawson’s Creek alum and Kimberly Van Der Beek wed in 2010 and welcomed Olivia that same year. Their daughter became a big sister two years later when Joshua arrived, followed by Annabel, Emilia and Gwendolyn.

Shortly after telling Us Weekly in October 2019 that he and his wife were open to having another child, the actor announced that baby No. 6 was on the way. However, he revealed one month later that Kimberly suffered a pregnancy loss. She experienced another miscarriage in June 2020.

The couple secretly welcomed their rainbow baby, a son named Jeremiah, in November 2021. “After experiencing late-term #pregnancyloss twice in a row (both at 17+ weeks), we kept this one quiet,” James explained via Instagram at the time. “Truthfully, I was terrified when I found out.”

 

In November 2024, Van Der Beek revealed via Instagram that he was diagnosed with colorectal cancer, writing, “Please know that my family and I deeply appreciate all the love and support.”

Keep scrolling for an adorable look at James’ best moments with his wife and six kids:

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Father-Son Time

The actor took a scenic walk with his son in October 2013.

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Darling Debut

He showed off his sleeping daughter Annabel on Instagram the following year.

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Tiny Trio

James and Kimberly roadtripped with their three kids in March 2015.

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Getting Crafty

Two months later, he built a birdhouse with Olivia and Joshua.

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Nature Lovers

"Because hiking alone would just be too easy," the Pose star captioned a July 2015 Instagram post.

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Beach Buds

He was all smiles in the sun with his wife and kids in October 2016.

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Happy Halloween

James held his daughter on his shoulders while rocking a pirate costume.

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Pool Play

Emilia joined the Varsity Blues star's brood.

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Fab Four

"It’s tough to stay #woke when you’re tired AF … but I don’t think we’ll ever regret having made the effort," he captioned an October 2017 Instagram upload.

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Birthday Boy

James celebrated his birthday in March 2018 with his family at his side.

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Inside Look

He documented Kimberly's June 2018 home birth on social media, placenta and all.

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Time to Travel

The family of seven hit the airport one month after Gwendolyn's arrival.

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Strike

James bowled with his baby girls.

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Family Photo

"As long as I keep having kids… I can keep dressing up on #Halloween right?" he wrote on Instagram in October 2018.

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Happy Holidays

The Van Der Beeks posed for a pic at a Christmas tree farm.

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Vacation

They took a family trip in January 2019.

James Van Der Beek’s Sweetest Moments With His Family

Credit: ABC

Another One

James, Kimberly and their kids found out that baby No. 6 was on the way.

James Van Der Beek's Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Special Partner

In November 2019, the doting dad shared a sweet video on Instagram that showed him teaching his daughter Annabel a Latin routine that he'd performed on Dancing With the Stars. "The request to re-create week 6’s samba made how hard it was to learn 100% worth it – and then some," he captioned the adorable video that showed him on his knees alongside his daughter as they executed the moves perfectly. "This is the cutest thing ever," former DWTS contestant Rumer Willis commented on the post.

James Van Der Beek Family Gallery Feeling Festive

Credit: Courtesy James Van Der Beek/Instagram

Feeling Festive

"I spent a lot of energy at photo shoots in my early twenties trying desperately to look half as cool as any one of my kids do in this photo," the former Dancing With the Stars contestant wrote on Instagram just before the December 2019 holidays. “Clearly, they must’ve been lying in wait that whole time… siphoning off all that cool for themselves.”

James and Kimberly Van Der Beek Take RV Christmas Trip With 5 Kids

Credit: Courtesy Kimberly Van Der Beek/Instagram

Road to Recovery

James and Kimberly enjoyed an RV Christmas trip with their kids in December 2019, captioning an Instagram slideshow: “Got the bliss [we] asked for.”

James Van Der Beeks Family Album Super Bowl Sunday

Credit: Courtesy James Van Der Beek/Instagram

Super Bowl Sunday

His brood dressed for the championship game in January 2020.

James Van Der Beeks Family Album Harlem Globetrotters Game

Credit: Courtesy James Van Der Beek/Instagram

Big Fans

The actor watched the Harlem Globetrotters with three of his kids in February 2020, writing, “Eight collective thumbs up from this crew.”

James Van Der Beek’s Sweetest Moments With His Family 4

Credit: Courtesy of James Van Der Beek/Instagram

Family Bonding

The Van Der Beeks took their children outside for some fresh air in March 2020. During their time outdoors, Olivia sweetly pushed two of her siblings in a stroller while on rollerblades.

James Van Der Beek’s Sweetest Moments With His Family 1

Credit: Courtesy of James Van Der Beek/Instagram

Daddy’s Little Girl

James held onto his baby girl, who calmly rested her head on her daddy’s shoulder as she sucked on a pacifier.

James Van Der Beek’s Sweetest Moments With His Family 1

Credit: Courtesy of James Van Der Beek/Instagram

Who Wore It Better?

James’ little one tried out her father’s bright orange hat.

James Van Der Beek’s Sweetest Moments With His Family 1

Credit: Courtesy of James Van Der Beek/Instagram

Catch Her If You Can!

The Dancing With the Star alum tried to catch his daughter, who boasted a messy face after eating. She kept dodging his attempts to clean her up. “Can I wash your face?” he asked his child.

James Van Der Beek Album Time To Sweat

Credit: Courtesy James Van Der Beek/Instagram (2)

Time to Sweat

The actor’s son shadowboxed beside him while he worked out in April 2020. “#quarantineworkout,” James captioned the Instagram video.

James Van Der Beek Family Album Busy With Books

Credit: Courtesy of James Van Der Beek/Instagram

Busy With Books

Kimberly read to four of her kids while quarantining with the little ones in April 2020.

James Van Der Beek Family Album Hoppy Holidays

Credit: Courtesy of James Van Der Beek/Instagram

Hoppy Holidays

The Van Der Beeks celebrated “crazy, surreal” Easter in April 2020 at home amid the coronavirus spread.

James Van Der Beek’s Sweetest Moments With His Family: Home Births, Halloween Costumes and More

Credit: Courtesy of James Van Der Beek/Instagram

Father’s Day Fun

“To the best Daddy on planet Earth, pinch me!” Kimberly captioned a June 2020 Instagram tribute to her husband. “Honoring you today and everyday.”

James Van Der Beek's Sweetest Moments With His Family: Beach Days and More

Credit: Courtesy of James Van Der Beek/Instagram

Beach Brood

The actor spent a day at the beach with his family in September 2020, writing via Instagram: "I don’t think I’ll ever look back and wish I’d spent LESS time with my kids.”

James Kimberly Van Der Beek Family Is Leaving Los Angeles

Credit: Courtesy James Van Der Beek/Instagram

On the Move

"Sometimes a fuller life begins with an empty house,” James captioned a September 2020 Instagram slideshow. "Leaving Los Angeles incredibly grateful for all the friends and memories we’ve made here. Onto the next big adventure!"

James Van Der Beek’s Sweetest Moments With His Family: Home Births, Halloween Costumes and More

Credit: Courtesy of James Van Der Beek/Instagram

The Great Outdoors

The family checked out the Grand Canyon as they took a road trip on their way to their new home in Austin, Texas. "I visited #GrandCanyon when I was a kid. And despite the chaos of the past thirty years… she’s still there. Unchanged by all the stupid stuff we’ve been up to," he captioned three photos on Instagram in October 2020 that showed the family and their four dogs, including two puppies they adopted before their big move. "Was reminded today just how small we are, and how temporary our time here is. #MakeItCount."

James Van Der Beek Family Arrives Texas After Drastic Life Changes

Credit: Courtesy James Van Der Beek/Instagram

The Start of Something New

"We've landed," James captioned October 2020 photos of his family in Texas. The actor detailed their tumultuous year, from his wife's two miscarriages to his DWTS departure, writing, "All of that led to some drastic changes in our lives, and dreams, and priorities … and landed us here. Overflowing with profound gratitude today."

Texas Time! See James and Kimberly Van Der Beek's Sweetest Family Pics

Credit: Courtesy of James Van Der Beek/Instagram

Here for the Hikes

James and Gwendolyn smiled for a selfie while exploring with Joshua in January 2021.

James Van Der Beek Magic Texas Snow Day

Credit: Courtesy of James Van Der Beek/Instagram

Winter Wonderland

James documented his family's first snow day in Texas in January 2021, writing via Instagram: "In the midst of all this man-made chaos, Mother Nature dropped a little bit of magic."

Bunny Love James Van Der Beek Sweetest Moments With His Family

Credit: Courtesy James Van Der Beek/Instagram

Bunny Love

The actor’s family shared their Easter hunt goodies with each other in April 2021 after running around their Texas home looking for colored eggs.

All Dressed Up James Van Der Beek Sweetest Moments With His Family

Credit: Courtesy James Van Der Beek/Instagram

All Dressed Up

The Van Der Beeks got all dolled up in May 2021 to attend a wedding in Austin where their daughters were all flower girls.

Play Time James Van Der Beek Sweetest Moments With His Family

Credit: Courtesy James Van Der Beek/Instagram

Play Time

James took his little ones to a community theater showing of Little Shop of Horrors in July 2021.

James Van Der Beek Wife Kimberly Take Family Photos Texas Home With 5 Kids

Credit: Laura Morsman Photography; Styling by Stephanie Coultress O’Neill/Estilo Boutique

Happy at Home

In July 2021, the family of seven posed at their Texas home for Austin Life.

James and Kimberly Van Der Beek's Sweetest Family Pics Behind the Wheel

Credit: Courtesy of Kimberly Van Der Beek/Instagram

Behind the Wheel

Kimberly showed her family’s “spectacularly beautiful” trip to Arkansas in August 2021. "Diving into nature with the kids has been incredibly healing and invigorating,” she gushed via Instagram.

Meet James and Kimberly Van Der Beek’s Son Jeremiah

Credit: Courtesy of James Van Der Beek/Instagram

Surprise!

The couple posed for a selfie with their newborn son Jeremiah in November 2021.

James and Kimberly Van Der Beek’s Newborn Son Joins ‘Family Road Trip’

Credit: Courtesy of Kimberly Van Der Beek/Instagram

Cold Cuties

“These family road trips are our medicine,” James captioned an Instagram photo of his bundled little ones in December 2021.

James Van Der Beek's Best Moments With His Family Warming Up

Credit: Courtesy of James Van Der Beek/Instagram

Warming Up

James snapped a “Hot Springs” Instagram Story selfie with three of his kids during a February 2022 road trip.

‘DWTS’ Tour Bound! See James Van Der Beek’s Family Photos With 6 Kids

Credit: Courtesy of James Van Der Beek/Instagram

Van Life

“Boarding this sprinter van with my family to see my friends on the #dwtstour,” James captioned a February 2022 Instagram selfie.

James Van Der Beek Was Done Having Kids Before Son Jeremiah Arrived

Credit: Courtesy James Van Der Beek/Instagram

Pleasant Surprise

James told his Instagram followers in April 2022 that he and Kimberly were “done” having kids before Jeremiah’s arrival, writing, “Fortunately, this chunky little angel knew better.”

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Group Selfie

James snapped a selfie with his brood in June 2022.

Doting Dad! James Van Der Beek Wishes Daughter Gwendolyn a 'Happy Birthday

Credit: Courtesy James Van Der Beek/Instagram

Happy Birthday, Princess

The Dawson’s Creek alum took to social media on June 14, 2022, to wish his daughter Gwendolyn a happy 4th birthday. 

“Four years old today. You’re such a big personality, and you command so much of the world around you that I’m often surprised when I pick you up — you’re still so small,” Van Der Beek captioned a carousel of images via Instagram of himself and his daughter.

He continued: “You teach me patience on the daily, along with the importance of living unabashedly [in] the moment and doing that which brings you joy. Your assertiveness makes me remember how it’s possible to live when I get too in my head and forget to indulge the simple joys life puts in our path."

The doting father concluded the tribute by calling his little one “a born comedienne” and a “thank you for being so sensational, kiddo. I love you.”

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of Kimberly Van Der Beek/Instagram

RV Life

James, Kimberly and their kids spent their 2022 summer vacation traveling cross-country in an RV.

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Family Fun

The couple brought their kids on a family trip to Four Corners Monument Navajo Tribal Park in New Mexico.

James Van Der Beek’s Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Summer Hiking

James and his boys enjoyed the scenery at California’s Mt. Shasta in August 2022.

James Van Der Beek's Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

46 Years Around the Sun

James celebrated his 46th birthday in March 2023 surrounded by his six children. “Recently, I’ve found myself happier the more I’m in touch with reverence, and deference to time. Yes, it CAN be stretched. It can fly …” he wrote via Instagram. The former WB star shared a series of pictures with his family goofing off on his special day, adding, “Middle-age rocks.”

James Van Der Beek Begs for a Good Night Sleep

Credit: Courtesy of James Van Der Beek/Instagram

Growing Up

James took to social media in October 2023 to celebrate youngest son Jeremiah's second birthday, sharing that he and Kimberly had “closed the birth portal” but the toddler “came kicking down the door” in his “signature style.”

“We needed you. And you knew it,” James wrote via Instagram alongside photos of Jeremiah since his birth. “Grateful every day for you, bubs. You’re a toy-throwing, football-loving little Texas dude, a class A++ snuggler, and getting to experience life from your point of view has made me fall in love with the world in a whole new way.”

James named all his favorite parts of Jeremiah — his “decisions and agendas” and “belly laughs” especially — calling him the “best thing in the universe.”

“Thank you for teaching me what it is to live life with unapologetic joy, and hopeful abandon,” James continued, concluding his heartfelt tribute with a call to action: “Can we maybe try sleeping through the night night, now? The whole night? Like, ALL the way through? 🙏.

James Van Der Beek s Sweetest Moments With His Family Home Births Halloween Costumes and More 609

Credit: Courtesy of James Van Der Beek/Instagram

Happy Halloween

James and his family looked nothing short of spooky on Halloween in October 2023. “I believe it’s healthy to dress up and play make-believe every once in a while. To step into someone else’s shoes and dance within new energetics,” James captioned Instagram pics of their trick-or-treating adventures. “Even if you’re not insane enough to try to make a career out of acting, I personally believe everyone can benefit from trying on a different personality for a night.”

James Van Der Beek s Sweetest Moments With His Family Home Births Halloween Costumes and More 610

Credit: Courtesy of James Van Der Beek/Instagram

Milestone Achievement

James’ family was by his side when he spoke at Drew University’s May 2024 commencement ceremony and received an honorary degree from his alma mater. “Deeply humbled and grateful to have closed a loop I hadn’t even realized needed closer. Life is crazy … and beautiful,” he captioned an Instagram montage of pics and clips from his big day.

James Van Der Beek s Sweetest Moments With His Family Home Births Halloween Costumes and More 612

Credit: Courtesy of James Van Der Beek/Instagram

Proud Papa

James celebrated Father's Day in June 2024 by posing for a group photo with all of his kids. “To all the dads out there … doing your best on less sleep than you need, digging into those patience reserves, learning on the job and juggling a zillion agendas … I feel you,” he wrote via Instagram. “And I salute you. May we all find the energy to appreciate the victories and the capacity to forgive ourselves along the way.”

James Van Der Beeks Sweetest Moments With His Family

Credit: Courtesy of James Van Der Beek/Instagram

Spooky Celebrations

While celebrating Halloween in October 2024, James made sure the whole family participated in wearing unique costumes.

“I made all my own costumes growing up. Didn’t really have a choice. But I loved it,” he wrote via Instagram at the time. “Should probably have been the first warning sign to my parents that I would end up an actor 😂.”

James Van Der Beeks Sweetest Moments With His Family

Credit: Courtesy of Kimberly Van Der Beek/Instagram

Family Getaways

After school was dismissed for summer, James and Kimberly packed their bags and headed to the Sunshine State with their kids.

“We ready for you Florida!” Kimberly wrote via Instagram in June 2025 with a family photo. “Excited to go see family! 💕🫶🏼.”