Freedom Train

Music From A Timeless Generation - You've Lived It, Now Celebrate It!

Freedom Train brings the greatest songs of all time to life with an authentic respect to the essence and intensity of the original classics!

Freedom Train is dedicated to keeping the best classic songs alive by keeping it live: no backing tracks, no autotune, just pure music played with faithful precision - LIVE!

Performing over 150 shows annually, Freedom Train has played Massey Hall, MGM Grand in Vegas, festivals, theatres, clubs, casinos, private parties and corporate events across Canada and the US.

Freedom Train continues to entertain audiences with their spin on the best of rock, R&B, funk, country and reggae.

This power-trio features the four octave vocal range of vocalist / bassist Carl Jennings, the inventive drumming of Tim Jennings and the creative guitar stylings of Matt Gormley.

Whether it’s bringing back memories of amazing musical eras or turning new listeners on to timeless songs, Freedom Train loves bringing people together to celebrate the best of times through music!

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LATEST NEWS:

2026 is here!!

Freedom Train is booked to play lots of festivals, galas, weddings, parties, and our favourite clubs, we hope to see everyone's FACES in the upcoming season!

Please stay tuned for show details and updates in the SHOWS section on our site.

Highlight show from the past couple of years include:

Headliner act at The Westin Bayshore, Vancouver
Headlining act at Waterdown Oh Canada Day Music / Rib Festival
Gala performance at The Royal York Ballroom
Headlining act at Burlington Rib Fest
Headlining act at Brantford Rib Fest
Hagersville Rocks Music Festival
Dundas Cactus Festival
New Years Eve at Hamilton Convention Centre
Winners of the Reader's Choice Awards for Best Musician / Band 2017 & 2018 / 2024 /2025

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Check out The Paper Street Journal's interview with Carl:

https://psjpublication.wordpress.com/2016/11/24/an-interview-with-carl-jennings-of-freedom-train/

Big thank you to Gregory Cain for the article!

Click on pic to read story

Private Event

Friday, May 15Fri, May 15

Secret Location

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RIDICULOUS

Friday, May 22 @ 8:30PMFri, May 22 @ 8:30PM

RIDICULOUS, 38 King William Street, Hamilton, ON L8N 1B3

Jump on the FREEDOM TRAIN for a wild night in May! It's gonna be an epic Hamilton show you won't want to miss! DOORS OPEN @ 7:30PM / SHOW STARTS @ 8:30pm

$25pp + tax

Get tickets

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Rotary Rib'n'Roll - Brampton

Saturday, May 23 @ 8:15PMSat, May 23 @ 8:15PM

Gage Park - Brampton, 45 Main St S, Brampton, ON L6Y 1M9

Saturday, in the park!! Come on out to this ALL AGES family event in Brampton!!

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Roc'n'Docs

Friday, May 29 @ 9:00PMFri, May 29 @ 9:00PM

Roc N Docs, 105 Lakeshore Road East, Port Credit

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Timothy's Pub

Friday, June 5 @ 9:00PMFri, Jun 5 @ 9:00PM

Timothy's Pub, 344 Browns Line, Toronto, ON M8W 3T7

Call (416) 201-9515 to reserve!

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Private Event

Saturday, June 6Sat, Jun 6

Cayuga

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The 50th Annual Dunnville Mudcat Festival

Friday, June 12 @ 9:00PMFri, Jun 12 @ 9:00PM

Station 9 - Dunnville ON, 111 Tamarac St, Dunnville, Dunnville, ON N1A 2C1

https://dunnvillemudcatfestival.com/fireman-hall-street-dance/ Doors at 7pm (Opener til 9pm) Admission: $20 at the door | 19+ Event | Licensed Area | Please bring valid ID – security will be present. There’s nothing quite like Friday night at the Dunnville Mudcat Festival—and this one’s for the grown-ups.

Join us under the stars for a night of unforgettable music, dancing, and community spirit as the Haldimand County Fire Department presents their annual Friday Night Street Dance. It’s one of the most anticipated nights of the entire festival, and the town shows up ready to celebrate.