Dresden Entertainment & Music Group

04/17/2026

Help Jacklyn get to top 5.. Last day to vote..

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03/26/2026

It's only 1 week away.. Join us for songs and stories with Jacklyn Wills, Warren Hargreaves and Steve Waters Band.. a Nashville Writers round right in your backyard..

Tickets available online or pick up at McKellar's Flowers Dresden..

10/28/2025

Fun time at the Dresden Kinsmen Club with Jacklyn Wills ..

10/26/2025

10/22/2025

🎶 The Ranch’s own Jacklyn Wills just dropped her brand new single “Quarter Life Crisis”!

Catch it all week long in The Ranch Spotlight, airing daily around 3:30 PM EST! 🔥🎤

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.
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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.
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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.
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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.
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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.
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This isn’t just a moment. It’s the making of something much bigger. And Jacklyn Wills is just getting started.

10/18/2025

🚨 IT’S RELEASE SHOW DAY! 🚨

We’ve been waiting for this — and it’s finally here!

🎤 Doors at 6PM
🎸 Sam Peco hits the stage at 7PM
🔥 We’re on at 8:30PM – don’t miss it!

🍔 Smash burgers & grilled cheese served up by The Kinsmen
🍻 Bar on site to keep the good times flowing
🎟️ 50/50 draw + door prizes up for grabs

💵 Tickets: $10 advance | $15 at the door (space is limited!)

‼️ This is a cash only event ‼️

Let’s pack the place and make it a night to remember. See you there! 💥

10/17/2025

Join the Crisis Club.. Jacklyn Wills ❤️

Welcome to the Crisis Club 🫠

My new single “Quarter Life Crisis” is out now — stream it, scream it, cry to it. 💿💔

This song wouldn’t exist without this incredible team!

✍🏼: w/
💿🎸💻:
📸:

Listen here: https://ffm.to/quarterlifecrisisjw

10/10/2025

09/22/2025

New music from our friend Sarina Haggartyy coming out this Friday...

09/20/2025