2026 HEADLINER
Drew Gregory
Drew Gregory is an electrifying performer whose stage presence captivates and inspires. Blending infectious energy, compelling storytelling, and raw talent, Drew brings every performance to life with a unique blend of authenticity and charisma. Whether he's delivering heartfelt ballads or high-energy anthems, his connection with the audience is undeniable. Drew's performances are more than shows—they're experiences filled with passion and emotion that resonate long after the final note fades. With every song, he invites the audience on a journey, leaving them hooked and eager for more.
Discover the high-energy, down-to-earth charm of Drew Gregory – one of Canada's most authentic country voices. With a growing fanbase across the prairies and beyond, Drew blends modern country sensibilities with rootsy storytelling, delivering a live show that’s both heartfelt and electrifying.
A seasoned performer with appearances at major festivals like Calgary Stampede, Big Valley Jamboree, Dauphin Countryfest and Country Thunder (AB and Arizona), Drew Gregory has shared the stage with country heavyweights like Gord Bamford, Cody Johnson, Tenille Townes and Paul Brandt. His music has earned national radio play and accolades, including CMAB Horizon Male Artist of the Year (five times) and YYC Music Award wins (three times).
Whether it's a sold-out show or an intimate acoustic set, Drew’s rich vocals, relatable lyrics, and magnetic stage presence make him a standout choice for your next lineup.
Don’t miss the chance to bring one of Canada’s rising country stars to your stage.
VIP Exclusive
Charley Kate
Not only do our VIP guests get early access to all of our vendors, they get to enjoy a live intimate performance by Charley Kate.
Charley Kate is a 21-year-old country singer-songwriter based in Calgary, Alberta. Known for her soulful voice, captivating energy, and fun-loving personality, Charley brings an engaging presence to every stage she steps on. With a sound rooted in country music and influenced by rock, pop, and soul, she has developed a style that feels both fresh and familiar.Charley has quickly made her mark on the Alberta music scene, opening for artists including Ella Langley, Zach Top, The Red Clay Strays, and Payton Smith, while performing on some of Calgary’s biggest stages. She is also a familiar face in Calgary’s sports community, performing national anthems for the Calgary Flames and other local teams.
Nice Horse
Nice Horse is a wild, fresh, and fierce pair that has established themselves as one of the most buzzed-about acts in the Canadian music industry. A live act to be reckoned with, Nice Horse has played high-profile festivals across Canada and has performed in Spain and France. They have also toured as direct support for legendary artists such as Tom Cochrane and the Nitty Gritty Dirt Band.
The duo, made up of Katie Rox (vocals/banjo/acoustic guitar) and Brandi Sidoryk (vocals/bass), has garnered significant accolades, including two Canadian Country Music Award (CCMA) wins, eight CCMA nominations, and ten Country Music Alberta Awards. For two years running (2021 and 2022), Nice Horse has been named Country Artist of the Year at the Western Canadian Music Awards.
