Britney Spears Enjoys Rare Family Outing With Sons Sean and Jayden at Dollywood

Britney Spears enjoyed some quality time with her sons at one of Tennessee’s most famous attractions.

The pop star, 44, spent Wednesday, October 7, at the late Dolly Parton‘s Dollywood theme park with sons Sean Preston Federline and Jayden James Federline, and she gave fans a glimpse of their day together on Instagram.

Spears shared a snapshot of herself flanked by her boys on Instagram. She captioned the social media post: “Wow wow!!! I didn’t know this place existed, so incredibly cool and exciting… but extremely hot and my skirt is too big for me… family outings!!! DOLLYWOOD IS ABSOLUTELY ADORABLE!!! 🌹🌹🌹.”

Parton, who died on August 25 at age 80, opened Dollywood in 1986 after partnering with the owners of the existing Silver Dollar City theme park in Pigeon Forge, Tennessee.

The “Toxic” singer has plenty to celebrate when it comes to her sons. Sean, 20, and Jayden, 19, have recently stepped into the spotlight themselves as they pursue careers in modeling. The brothers made their runway debuts together in June, walking in the Vetements Spring/Summer 2027 show during Paris Fashion Week.

As Star previously reported, Jayden also appeared on the cover of MAC Cosmetics’ seasonal digital publication, MACzine, in August. He told the publication he has “always loved fashion and being creative.”

A source told Star that Spears “sees a really huge future ahead for both of them in the industry,” but also “knows very well all the temptations that are front and center for any young person in the public eye, not to mention the pressure of having the whole world watching and judging your every move.”

The “Oops!… I Did It Again” performer also worried their budding careers could mean spending less time together.

“She’s only just got them both back in her life, so a big part of her wishes she could slow everything down and just hang on to them longer,” the source said. “But she knows that’s not what they want, so she’s doing everything in her power to help them soar and accomplish their dreams.”

Spears’ family outing came following legal trouble that stemmed from a March 2026 DUI arrest in Ventura County, California. In May, she pleaded guilty through her attorney to the lesser charge of reckless driving involving alcohol and an impairing drug and was placed on 12 months of probation, ordered to complete a 30-hour DUI program and continue treatment, per Page Six.