Oct12026
The Richmond Tavern
London, ON · 370 Richmond St
Doors 7:00 PM · Show 8:00 PM
Elyse Saunders · Catto · Josh Dillon
✦ Tyler Lorette joins for the Peterborough, Port Elgin & Toronto shows only
Tickets on sale now at CowboyUpTour.com
“There's something special about hearing great country music in a hometown bar with a cold beer in your hand.”
That's what the Cowboy Up Tour is all about — great songs, good friends, and a chance to catch some of Canada's fastest-rising country artists, all on one stage.
The Story
Welcome to the
Cowboy Up Tour.
The Cowboy Up Tour was built around a simple idea: gather a few friends from across Canada, meet in each other's hometowns, and spend an evening doing what we love most — playing country music.
Every stop brings together an incredible lineup of Canadian artists, each with their own stories, songs, and style. Some nights you'll discover your new favourite artist. Other nights you'll hear the song you've had on repeat for months. Every night, you'll leave feeling like you were part of something special.
This isn't about giant arenas or flashy production. It's about great songs, cold drinks, old friends, new friends, and a room full of people who simply love live music.
So grab your crew, pull up a chair, and join us for a night of stories, laughter, singalongs, and unforgettable performances.
Country music has always been about having a reason to gather.
October 2026
Tour Dates
Oct22026
Warehouse Concert Hall
St. Catharines, ON · 11 Geneva St
Show 8:00 PM
Elyse Saunders · Catto · Josh Dillon
Oct32026
Mill's Hardware
Hamilton, ON · 95 King St E
Show 8:00 PM
Elyse Saunders · Catto · Josh Dillon
Oct92026
The Venue
Peterborough, ON · 286 George St N
Show 8:00 PM
Elyse Saunders · Catto · Josh Dillon · Tyler Lorette
Oct102026
Queen's Bar
Port Elgin, ON · 603 Goderich St
Show 8:00 PM
Elyse Saunders · Catto · Josh Dillon · Tyler Lorette
Oct112026
Rivoli
Toronto, ON · 334 Queen St W
Show 8:00 PM
Elyse Saunders · Catto · Josh Dillon · Tyler Lorette
The Lineup
The Artists
Headliner
Elyse Saunders
CMAOntario Female Artist of the Year, Elyse Saunders is a country artist building momentum across Canada, Australia, and Nashville with powerful vocals, grit, and an electrifying presence on the festival circuit. Her breakout single "Never Have I Ever" reached #27 on the Billboard Canada Country chart, and with over 5 million streams she's played Boots & Hearts, Sunfest, and Ponoka Stampede, plus supporting slots for Brett Young, Aaron Pritchett, and High Valley.
Her latest single, "Cowboy Up"—co-written with Raquel Cole and Grammy-nominated Bonnie Baker (Reba McEntire, Rascal Flatts)—is the very song that gives this tour its name: an anthem of resilience and mindset inspired by the TV series 1883.
Catto
Special Guest
A Canadian country singer-songwriter based in Calgary, originally from Owen Sound, Ontario. A two-time GMA Covenant Award winner, Catto's music has been heard on 500+ radio stations worldwide, and he's shared stages with Jordan Davis, The Red Clay Strays, Meghan Patrick and more.
Josh Dillon
Special Guest
"Old Soul, Renegade Heart." A Calgary-based country artist with a sound rooted in traditional storytelling, southern grit, and a bit of rock edge — whether it's a stripped-down acoustic set or a full band, the focus is always real songs, played live, the way they're meant to be.
Tyler Lorette *
Special Guest · Oct 9–11 only
Recently crowned Breakthrough Artist of the Year at the CMAO Awards, Tyler Lorette is one of Canada's fastest-rising country artists — a singer, songwriter, multi-instrumentalist and producer known for an engaging, high-energy live show and millions of streams.
* Tyler Lorette joins the tour for the Peterborough, Port Elgin & Toronto shows.
Stay In Touch
Follow Along
Follow the tour for new dates, behind-the-scenes, and everything Cowboy Up.
Booking & press inquiries: colin@wildhorsemusic.co