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Wynonna Judd’s daughter, Grace Kelley, pregnant in jail, denied temporary release to give birth

August 27, 2026
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Wynonna Judd’s daughter, Grace Kelley, pregnant in jail, denied temporary release to give birth

Wynonna Judd’s pregnant daughter, Grace Kelley, was denied temporary release from jail to give birth, according to a new report.

Us Weekly broke the news of Kelley’s pregnancy on Wednesday, revealing the 30-year-old was expecting a baby “on or about Aug. 16.”

She is currently behind bars in Rockingham County Jail in Harrisonburg, Virginia, on a fifteen-month sentence after entering a guilty plea to a felony charge of driving with a suspended or revoked license in June.

Grace Pauline Kelley smiles, wearing a cross necklace and a top with a colorful print, with a tattoo on her forehead that says
Grace Kelley was denied temporary release from jail to give birth, according to a new report. Grace Kelley/Facebook
Mugshot of Grace Pauline Kelley in a striped prison uniform.
The pregnant 30-year-old (pictured above in 2018) was due around Aug. 16, per Us Weekly. Morgan County Sheriff’s Office

Kelley’s legal team requested a temporary furlough on July 2 — and a judge denied this two weeks later, per the outlet.

Instead, Kelley will be escorted by the Rockingham County Sheriff’s Office to the hospital for a scheduled cesarean section.

It is unclear whether the procedure has taken place.

A woman with dark hair in a messy bun, wearing a white hoodie and a black top, poses for a selfie with one hand under her chin, surrounded by neon pink and purple light effects.
She had a C-section scheduled after the judge denied her furlough request. Grace Kelley/Facebook
Maureen McGovern, Wynonna Judd, her daughter Grace, and Sutton Foster backstage at
It is unclear whether the birth has taken place. (Pictured above: Kelley and mom Wynonna Judd with Maureen McGovern and Sutton Foster in March 2005.) FilmMagic

Judd’s rep did not immediately respond to Page Six’s request for comment.

Kelley previously welcomed daughter Kaliyah in April 2022.

At the time, she was granted a leave of absence from jail to give birth.

A woman with a
Kelley gave birth to daughter Kaliyah in 2022 while on leave from jail. Grace Kelley/Facebook
Wynonna Judd performing on stage.
Judd (pictured above in May 2022) has been raising the 4-year-old on her Tennessee farm. Getty Images

The 4-year-old, notably, lives with Judd on the country singer’s Tennessee farm — and the court docs stated Kelley has “no contact with her biological family in Tennessee” and receives “no contact or support from that side of the family,” including her “biological mother.”

Kelley, whose history of crimes dates back to 2015, is set to be released on Nov. 16.

She will subsequently spend five years under supervised probation.

Wynonna Judd smiling on a red carpet at the 60th Academy of Country Music Awards.
The country singer (pictured above in May 2025) has primarily kept quiet about life with her grandchild. Getty Images
Wynonna Judd performing on stage at the 2026 Stagecoach Festival with a guitar, wearing a black shirt with ruffles, and raising her fist in the air.
“Food, family and fun is my goal,” Judd (pictured above on April 24) said of Kaliyah’s “simple and sweet” upbringing. Getty Images for Stagecoach

While Judd, 62, has not shared many details about raising Kelley’s daughter, she made a rare comment in a January 2025 “Today” show interview.

“Food, family and fun is my goal,” the Grammy winner said of their time together, noting they “don’t do phones at dinner” and don’t “watch television unless it’s planned.”

She added, “My life on the farm is simple and sweet, which is what we need more of, I think.”

The post Wynonna Judd’s daughter, Grace Kelley, pregnant in jail, denied temporary release to give birth appeared first on Page Six.

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