Jacklyn Wills
THIS IS ME
You’ve heard the story before—a small-town kid with big musical dreams. But Jacklyn Wills is proving she’s not just another name in the crowd. Hailing from Dresden, Ontario, Wills has carved out her own path in country music with grit, grace, and a voice that sticks with you long after the last note fades.
Since the release of her debut single in 2024, Wills has been on a steady climb, capturing ears—and hearts—across the country. Her breakout track, "Hate That I Can’t Hate You", produced by CMA Ontario Producer of the Year Adam Newcomb, landed on multiple Spotify editorial playlists, earned international radio play, and marked her arrival as a serious artist to watch.
She followed it up with "Up", a nostalgic anthem to small-town nights that resonated widely, landing at #2 on the Canadian Indie Country Countdown and racking up over a quarter million streams.
Then came “Tell Me When You’re Sober”—a raw, emotional release that struck a chord with listeners and further showcased Wills’ ability to connect through honest storytelling.
Summer 2025 marked a turning point. Wills hit the stage at some of Ontario’s top festivals, including Lucknow’s Music In The Fields, Sauble Beach Party, and Hayloft Music Festival—sharing the bill with country heavyweights like Brett Kissel, MacKenzie Porter, The Reklaws, Josh Ross, Owen Riegling, Tyler Braden, and Drake Milligan.
Whether in front of thousands at a festival or behind the mic at Nashville’s iconic Bluebird Café, her performances continue to leave a lasting impression.
Now, with her latest single “Quarter Life Crisis” dropping in October 2025—just ahead of her 25th birthday—Wills is leaning into a fresh sound that blends alt-country grit with introspective, coming-of-age themes. Think Noah Kahan meets Cameron Whitcomb.
This isn’t just a moment. It’s the making of something much bigger. And Jacklyn Wills is just getting started.
“Her style is uniquely her own, as a fresh face with a sassy attitude. Jacklyn is a true performer and has a passion that is driving her into such early success.”
– Fortresss Tavern (Chatham ON,) May 2019
"Talent, confidence, integrity, passion. Jacklyn Wills is a local Chatham-Kent artist to go see live
whenever you can!"
- Rod Reynolds (Klondyke Recording Studio) March 2018
“Warmth permeates everything she does making her presence one that people can enjoy greatly. Jacklyn’s an artist, good now and developing rapidly. Pay attention and enjoy what comes as her potential unfolds.”
– Brian Hay (norules-nolights.com) March 2016
“I can’t say enough about this talented 18-year-old force – Jacklyn Wills. She is
confident, articulate, well rounded, aware of her direction, passionate about her craft, self-
motivated, open minded, and has already worked with several influential musicians. Please check out
the future of country music.”
– Courtney Wells Entertainment, January 2019
LIVE
VIDEOS
Up (Official Music Video)
Hate That I Can't Hate You (Official Music Video)
Tell Me When You're Sober (Stripped) - Live Video
