How a two-week-old infant became one of Hollywood's most versatile young actresses
Born on October 15, 1999, in Fort Lauderdale, Florida, this 26-year-old Libra has been part of the entertainment world for pretty much her entire life. And I really mean her entire life. While most of us were just learning to crawl, Bailee was already landing national commercials — and her story only gets more intriguing from there.
A Star Before She Could Walk
Here's something that blows my mind: Bailee Madison started her career as a two-week-old infant . Yes, you read that right. While most newborns are barely opening their eyes, she was already appearing in an Office Depot commercial. She later went on to appear in commercials for SeaWorld and Disney, building a résumé before she could even form complete sentences.
It's one thing to start young. It's another thing entirely to start that young and still be relevant, booked, and beloved over two decades later.
The Breakthrough That Changed Everything
In 2007, at just 8 years old, Bailee landed the role that put her on the map: May Belle Aarons in the beloved film Bridge to Terabithia. The film, based on Katherine Paterson's classic novel, introduced audiences to a young actress with undeniable presence and emotional depth .
But the real turning point came in 2009 when she starred in Brothers, opposite heavyweights Tobey Maguire, Jake Gyllenhaal, and Natalie Portman . Her portrayal of Isabelle Cahill earned her a Critics' Choice Movie Award nomination for Best Young Performer — a massive achievement for any young actor, let alone a 10-year-old.
Working with the Legends
If there's one thing Bailee's career demonstrates, it's that she has never been intimidated by big names. In 2011, she appeared alongside Adam Sandler in Just Go with It — a comedy that also starred Jennifer Aniston . And guess what? She's continuing that Sandler connection, as she's set to star in the upcoming Netflix comedy Grown Ups 3, reuniting with Sandler and his ensemble cast .
But her impressive list of co-stars doesn’t end there. She’s shared the screen with talents like Hilary Swank, Minnie Driver, Katie Holmes, Guy Pearce, and Bette Midler. The fact that she’s consistently cast alongside such Hollywood legends really highlights her incredible talent and professionalism.
The TV Roles That Made Her a Household Name
However, her most iconic TV role came in 2015 when she took on the character of Grace Russell in Hallmark's beloved series Good Witch. Grace, the teenage daughter of Cassie Nightingale (played by Catherine Bell), had a knack for magic and found herself at the heart of many romantic storylines — and Bailee infused the character with a warmth and authenticity that fans absolutely loved.
The show was a perfect match for her: wholesome, enchanting, and brimming with heart.
A Young Snow White With Depth
Before stepping into the shoes of a witch's daughter, Bailee had another enchanting role: Young Snow White on ABC's hit series Once Upon a Time
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Looking ahead, Bailee Madison is gearing up to star in the 2026 Netflix comedy Roommates, where she'll share the screen with Sadie Sandler, and as we mentioned earlier, she’s also set to appear in Grown Ups 3. It’s clear her career is just getting started!
Bailee is the younger sister of Kaitlin Riley and has five other siblings, making her part of a big, vibrant family. Her mom’s name is Patricia Riley.
On the personal side, she was in a relationship with YouTuber and model Alex Lange from 2016 to 2018. Since around April 2019, she’s been dating Blake Richardson, the lead singer of New Hope Club. They’ve been together for several years now, and she often shares sweet moments with him on social media.
And here’s a fun tidbit: Bailee is a passionate supporter of Manchester United Football Club. Whether she’s cheering from the stands or watching from home, this Florida-born actress has a real love for English football.
Bailee has made a smooth transition from child star to adult actress without any of the tabloid drama. She’s expanded her repertoire to include commercials, films, television, and even digital content.
At just 26, she’s already built a career that spans over two decades, and there’s no sign of her slowing down. Honestly? I can’t wait to see what she’ll do next!
A New Chapter: Pretty Little Liars and Beyond
Bailee is continually evolving as an actress. Most recently, she starred as Imogen in HBO Max's Pretty Little Liars: Original Sin, showcasing her ability to tackle darker, more mature roles. This marked a significant shift from the wholesome Grace Russell, proving that she’s not afraid to take bold risks.Looking ahead, Bailee Madison is gearing up to star in the 2026 Netflix comedy Roommates, where she'll share the screen with Sadie Sandler, and as we mentioned earlier, she’s also set to appear in Grown Ups 3. It’s clear her career is just getting started!
The Woman Behind the Roles
When the cameras stop rolling, Bailee is refreshingly down-to-earth. She even kicked off her own YouTube web series, co-hosting it with her former babysitter, Samantha Droke. How adorable is that? She really brought her babysitter along for the journey!
Bailee is the younger sister of Kaitlin Riley and has five other siblings, making her part of a big, vibrant family. Her mom’s name is Patricia Riley.
On the personal side, she was in a relationship with YouTuber and model Alex Lange from 2016 to 2018. Since around April 2019, she’s been dating Blake Richardson, the lead singer of New Hope Club. They’ve been together for several years now, and she often shares sweet moments with him on social media.
And here’s a fun tidbit: Bailee is a passionate supporter of Manchester United Football Club. Whether she’s cheering from the stands or watching from home, this Florida-born actress has a real love for English football.
Why Bailee Madison Matters
In an industry where many child actors struggle, Bailee Madison is a shining example of what happens when talent, hard work, and strong family values come together. She’s been in the game since she was a baby, yet she never comes off as jaded. She’s worked alongside some of Hollywood’s biggest stars, but she remains incredibly humble.
Bailee has made a smooth transition from child star to adult actress without any of the tabloid drama. She’s expanded her repertoire to include commercials, films, television, and even digital content.
At just 26, she’s already built a career that spans over two decades, and there’s no sign of her slowing down. Honestly? I can’t wait to see what she’ll do next!
Quick Facts at a Glance
| Detail | Info |
|---|---|
| Full Name | Bailee Madison |
| Date of Birth | October 15, 1999 |
| Age | 26 years (as of 2026) |
| Birthplace | Fort Lauderdale, Florida |
| Zodiac Sign | Libra |
| Years Active | 2005–present |
| Known For | Bridge to Terabithia, Wizards of Waverly Place, Good Witch, Once Upon a Time |
| Partner | Blake Richardson (2019–present) |
| Awards | Critics' Choice Movie Award nomination for Best Young Performer (Brothers) |
| Upcoming Projects | Roommates (2026), Grown Ups 3 |
Image credits: Instagram





