Rylie is an 11-year-old multi-talented performing artist with credits in film, musical theatre, and theatre. She has also performed in numerous live musical events. Rylie studies piano, guitar, and acting out of CT and receives vocal and acting coaching out of NYC. Rylie participated in the Broadway Artist Alliance summer program (NYC).

Rylie starred as the lead, Bridget, in the feature film, "Not My Dog," which is expected to release fall/winter of 2025. Her most recent theatrical roles include Fan in A Christmas Carol at The Hanover Theatre (MA) and Matilda in Matilda the Musical at the Chestnut Street Playhouse (CT). Some of her other notable music theatre roles include Marty in Madagascar and Wendy in Peter Pan.

Rylie is well-known for singing the National Anthem at numerous sporting events, including the WNBA, Hartford Yard Goats, and Hartford Wolf Pack. Rylie is the Connecticut state winner of the VFW National Anthem singing contest. In her free time, she enjoys performing live gigs with her band, Daddy Long Legs, which is an acoustic father/daughter duo.

Sensorineural Hearing Loss/Hearing Aids. At Home Professional Recording Studio.

Rylie performing "Somebody To Love"

Rylie's cover of Somebody to Love by Queen.

Rylie Pennington Acting Clips

Take Me Home, Country Roads

Rylie's cover of the classic John Denver song

Rylie Dance Reel

Butter by BTS

Rylie performing "Beautiful Things"

Rylie's cover of Beautiful Things by Benson Boone.

Rylie performing "You Belong with Me"

Rylie's cover of You Belong with Me by Taylor Swift.

Broadway Artist Alliance Showcase 2024

Rylie's brilliant solo performance of "The Lamest Place in the World" from 13: The Musical written by Allie Trimm, for the Session 4 Broadway Artist Alliance in the summer of 2024.

House of the Rising Sun at Don't Tell Momma in NYC

This father-daughter performance of House of the Rising Sun by The Animals features Rylie Pennington. Performed live at a Don't Tell Momma Comeback Cabaret in New York City.

Rylie, lead vocals, with Daddy Long Legs

Rylie Pennington sings Valerie by Amy Winehouse with her band, Daddy Long Legs, at Rocking Horse Bar and Grill

National Anthem Performances

Connecticut Sun WNBA National Anthem Performance - Uncasville, Montville, CT

Rylie Pennington led 9,000 people in another electrifying performance of "The National Anthem."

The National Anthem at Dunkin' Park - Hartford, Ct.

Rylie performed her rendition of the National Anthem at Dunkin' Park in Hartford, Ct, before a Yard Goats minor league baseball game.

The Star Spangled Banner - Performed at Boxing Match

Rylie performed our country's National Anthem at a Scrub Scraps Boxing Match in 2024.

What if we rewrite the stars?