“I used to watch this parade from a tiny living room and wonder if dreams like this were for girls like me.” Lainey Wilson admitted with a trembling smile, carrying the weight of every closed door and every doubt she once had as she stepped into the icy air of New York City. Beneath the glittering brim of her signature hat, she wore the quiet strength of someone who fought her way through heartbreak, rejection, and years of singing to half-empty rooms. And yet, on the Macy’s Thanksgiving Day Parade route, her voice rose above the cold, turning an iconic tradition into a declaration of resilience and self-belief. What millions witnessed wasn’t just a performance—it was a woman rewriting her own story in real time, proving that perseverance can outshine even the brightest lights on 34th Street. Watch the full moment to feel the fire, the hope, and the journey behind her show-stopping rise.
November 27, 2025, broke gray and biting over Manhattan, the kind of chill that seeps into bones and tests resolve. But as the 99th Macy’s Thanksgiving Day Parade lumbered to life along Central Park West, the air crackled with something warmer: the unyielding spirit of a Louisiana girl who’d clawed her way from camper-trailer obscurity to country music’s crown. Lainey Denay Wilson, 33 and resplendent in a festive twist on her bell-bottom uniform—a crimson flannel shirt tucked into star-spangled jeans, her trademark wide-brim hat adorned with subtle tinsel—took the stage in front of Macy’s Herald Square flagship like she owned the frost-kissed sidewalk. Flanked by a crackling brass band and a chorus of backup singers bundled in wool, she launched into a medley that fused her chart-topping “Somewhere Over Laredo” with the buoyant “Peace, Love and Cowboys,” her voice a honeyed drawl that cut through the wind like a hot knife through butter. “Somewhere over Laredo, where the wild winds blow / I’m chasin’ down that rainbow, lettin’ heartache go,” she belted, her hips swaying in that signature sashay, turning the 2.5-mile spectacle into her personal victory lap.

The crowd—bundled families perched on barricades, tourists with steaming cider cups, and wide-eyed kids waving at Snoopy balloons—erupted as the medley swelled into holiday harmony, Wilson’s alto weaving gospel grit with pop sparkle. Overhead, the 55-foot “KPop Demon Hunters” balloon bobbed like a neon fever dream, while nearby floats carried Cynthia Erivo belting “Defying Gravity” from Wicked and Busta Rhymes hyping the throng with rhythmic flair. But it was Lainey’s set, clocking in at a crisp four minutes, that anchored the finale, her final note—”Peace, love, and cowboys ridin’ high”—hanging like a benediction before Santa’s sleigh rolled in, fake snow swirling in his wake. Hosts Savannah Guthrie and Hoda Kotb, mic’d up from the broadcast booth, wiped misty eyes on air: “Lainey, you just made Thanksgiving magical,” Guthrie gushed, as Al Roker nodded vigorously, his umbrella forgotten in the drizzle. By parade’s end, the YouTube clip of her performance had racked up 3 million views, fans flooding comments with “Chills in 40 degrees!” and “From Louisiana to legends—proud of you, girl.”
For Wilson, this wasn’t mere pageantry; it was pilgrimage. Born May 19, 1992, in the speck of Baskin, Louisiana—a Franklin Parish hamlet of 211 souls where the nearest stoplight was a rumor—she grew up in a fifth-generation farming family, her world bounded by soybean fields and Sunday potlucks. Dad Brian, a guitar-strumming agronomist who’d traded stage dreams for soil, taught her three chords by age nine, his fingers callused from both fretboards and furrows. Mom Michelle, a fourth-grade teacher with a voice like polished oak, filled the house with Dolly Parton cassettes and Lee Ann Womack tapes, instilling a creed of hard work and heart. “Music was our church,” Lainey later reflected, her drawl curling like smoke from a bonfire. “Daddy’d play ‘Coat of Many Colors’ while we shucked corn, and I’d harmonize from the porch swing.” Her older sister Janna, now a Nashville designer with her own boutique line, was her first duet partner, the pair belting Buck Owens in the back of the family pickup, wind whipping their ponytails.
Those early echoes weren’t just play; they were prophecy. By 11, Lainey was fronting the family band at bluegrass festivals her grandpa hauled her to, her pigtails bobbing as she covered “Jolene” to polite claps from hay-bale seats. Middle school brought the Hannah Montana phase—a glittery escape where she’d channel Miley Cyrus at birthday bashes and nursing homes, earning $50 a gig in sequins and skepticism. “Folks thought it was cute—a farm kid playin’ dress-up,” she quipped in a 2024 Rolling Stone profile. “But I was already writin’ my own songs in a spiral notebook, dreamin’ of Nashville neon.” High school at Olla-Pelican High sharpened her hustle: forming the Cadillac Kings, an underage cover outfit that snuck into dive bars for two-song sets before the sheriff’s flashlight found ’em. Graduation in 2010 was her launch code—19 and restless, she packed a duffel and her dad’s old Martin into a ’98 Chevy, kissing the bayou goodbye for Music City’s promise.
Nashville hit like a freight train. Lainey parked her camper trailer—a $7,000 tin can—outside a Third Man Records-adjacent studio in East Nashville, the lot’s owner footing her electric bill in exchange for occasional harmonies. “It was glamorous as a tin roof in a tornado,” she laughed on The Joe Rogan Experience in 2023. Days blurred into demo hustles: waitressing at Cracker Barrel by noon, pounding pavement for publishers by dusk, crashing on couches when the propane ran dry. Rejections piled like unread mail—labels dismissing her “too country for country, too twangy for pop”—but she stacked songs like cordwood: over 500 by year’s end, scribbled on gas receipts and grocery sacks. Her debut EP, Enlightenment (2011), scraped out on indie Cupit Records, followed by Tougher (2016) on Lone Chief, raw cuts like “Dirty Looks” that echoed her unfiltered fire. A 2019 BBR Music Group deal was the spark, but it was 2020’s Sayin’ What I’m Thinkin’ that lit the fuse—”Things a Man Oughta Know” cracking the Top 40, its sassy swagger a middle finger to doubters.
Breakthrough was a blizzard. 2021’s self-titled album birthed “Wildflowers and Wild Horses,” a radio staple that snagged her first ACM New Female Artist nod. But Yellowstone changed the game: her Season 5 casting as sassy barrel racer Sabrina—complete with cameos in “Watermelon Moonshine” scenes—catapulted her to 10 million streams monthly. “Heartlike a Truck,” the gravelly gut-punch from 2022’s Bell Bottom Country, roared to No. 1, its video a fever dream of mud and mascara that won Video of the Year at the 2023 CMTs. Collaborations flowed like Tennessee whiskey: dueting “Save Me” with Jelly Roll (a Grammy-nominated lifeline on addiction), trading bars with Cole Swindell on “Never Say Never,” and harmonizing with HARDY on “Wait in the Truck,” a murder-ballad that swept the 2023 CMAs. By 2024, Whirlwind—produced by Jay Joyce in a Nashville barn studio—debuted at No. 8 on the Billboard 200, its title track a cyclone of self-doubt and triumph that critics called “her magnum opus.” Nine CMA Awards, including a second Entertainer of the Year in 2025; 16 ACMs; a Grammy for Best Country Album—Lainey’s ledger reads like a revenge plot against every “no.”
Yet amid the gold records and sold-out arenas—from her Whirlwind World Tour’s 150-date juggernaut to Lollapalooza headlining slots—Lainey stayed rooted. Her “bell-bottom country” ethos—easy-listening hooks laced with hard truths—owes to Dolly’s glamour and Womack’s grit, her wardrobe a riot of retro flares and feather boas that birthed the “Bell Bottom Country” docuseries on Hulu. Philanthropy pulses through: her Be You Foundation funds music ed for rural kids, while she mentors via masterclasses at Belmont University. Personally, she’s engaged to Oregon Ducks quarterback Bo Rypkema since April 2024, their low-key romance a balm after flings with NFL’s Devlin “Duck” Hodges. “He’s my steady in the storm,” she told People post-proposal, a backyard bash under Louisiana stars. No wedding date yet— “After the tour, darlin’,” she teases—but whispers hint at a 2026 bayou blowout.
Back to the parade: rehearsals on November 25 had Lainey in a chic Santa getup—red velvet chaps over thermals, clear umbrella shielding her from a biblical downpour—as she soundchecked on 34th Street, brass horns blaring against the din of balloon handlers wrestling a 60-foot SpongeBob. “Nerves? Nah, just excitement,” she fibbed to a USA Today reporter, toe warmers peeking from her boots. The real quake came post-set, as she huddled with Guthrie for a sidebar chat, the quote dropping like a mic: that living-room reverie, TV static flickering on a Magnavox while Mom stirred gumbo. “Baskin was magic, but small—parades like this felt like fairy tales for city girls,” she said, voice cracking just enough to mist the lens. “Now? I’m livin’ it. For every girl watchin’ from her own tiny room: Yes, darlin’. It’s for you.” The exchange, raw and real, went viral—#LaineyLivingTheDream trending with 500,000 posts, fans from Baton Rouge to Brooklyn sharing their own “tiny room” tales.
The moment’s marrow? Resilience as religion. Lainey’s path—camper winters scraping by on ramen and resolve, a 2018 divorce from college sweetheart Jay Allen that fueled “WWDD” (What Would Dolly Do)—mirrors the parade’s own lore: a Depression-era ritual born in 1924 to lift spirits amid breadlines, now a $13 million spectacle of 28 floats, 34 balloons, and 11 marching bands. Her medley, clocking “Somewhere Over Laredo” (a Whirlwind single pondering lost loves over Lone Star skies) into “Peace, Love and Cowboys” (a 2025 bop preaching harmony in chaos), wasn’t filler; it was manifesto. As Santa’s reindeer pranced in—pulled by John Deere tractors disguised as sleighs—Lainey lingered on the curb, signing autographs for a gaggle of giggly tweens in cowboy hats, her laughter booming over the Rockettes’ high kicks.
Post-parade, the whirlwind whirled on: a turkey trot with Bo in Central Park, then a red-eye to Nashville for The Voice coaching duties, where she’ll helm Team Reba in Season 28. Her bar, Bell Bottoms Up, slings “Wildflower Margaritas” to parade pilgrims; her docuseries sequel teases tour tales. Critics crow: Billboard dubs her “country’s conscience,” her authenticity a salve in an era of filters. Fans echo: a TikTok teen from rural Georgia duets her quote, “Girls like me? Now it’s girls like us.” For Lainey, under that glittering brim, it’s full circle—from Baskin’s backroads to Broadway’s blaze, proving dreams aren’t doled by zip code. In the Macy’s afterglow, as confetti settles on 34th Street, one truth twinkles brighter than any LED: perseverance isn’t just a song; it’s the soundtrack to rewriting your stars. Lainey Wilson’s parade? It marched right into history, hat high, heart higher.