Skip to content

Trailside Music Hall

Address
155 Kent St
Charlottetown, PE C1A 1N5 Canada Get Directions
Phone 902-367-3311
Website https://trailside.ca

Events at this venue

Today

  • Photo by Joshua Hanson [Unsplash.com]

    Wild World: A Tribute to Cat Stevens/Yusuf

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    This tribute makes its debut with an evening dedicated to some of the most iconic songs of the 1970s. Performed by five accomplished musicians, the show celebrates the timeless music and remarkable journey of the artist known as Cat Stevens, later Yusuf, through a thoughtful blend of live performance and storytelling. The lineup features Mario…

  • Garrett Mason

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    Garrett Mason was raised in Truro, Nova Scotia, by his mother, Pam, and his father, veteran Canadian bluesman Dutch Mason. His path to becoming a blues musician began at an early age; surrounded by blues music, his favourite tapes at three were Canned Heat and Buddy Rich. Although his father stopped playing guitar before Garrett…

  • Got Blues Matinee

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    Got Blues, led by Chris Roumbanis with friends Mike Robicheau and Alan Dowling, hosts a weekly Saturday matinee from 2–4 pm, now at Trailside Music Hall. Each week, a special guest joins the first set, followed by an electric blues jam in the second. There is no cover charge; they pass the hat.  The upcoming…

  • Brother’s MacPhee: Nirvana Unplugged in New York

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    Curtis, Adam, Cory, Laurie, Dave and Kev celebrate Nirvana’s MTV Unplugged in New York. They perform their rendition of the full-length album front to back. The album was released on November 1, 1994. Bonus Nirvana tracks, alongside a mash-up of ’90s grunge and alternative songs, round out the nostalgic evening.  

  • Charlottetown Jazz Ensemble

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    Recipient of the 2026 Music PEI Achievement in Jazz Award, the band performs a mix of contemporary and classic big band charts, including standards by legends like Basie and Ellington, alongside contemporary swing, funk, Latin, and rock numbers. Doors open at 6 pm. Visit trailside.ca for tickets and follow @charlottetownjazz on FB for updates.

  • The Charlottetown Jazz Ensemble

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    Recent winner of the 2026 Music PEI Award for Jazz, the Charlottetown Jazz Ensemble is a big band with full horn sections—five trumpets, four trombones, and five saxes—plus piano, guitar, bass, and drums. Formed in 1996, the ensemble is celebrating its 30th anniversary and features Island musicians with a range of backgrounds. For 30 years,…

  • Ben Caplan

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    Ben Caplan at the Trailside on June 2 at 8 pm. With his deep, commanding baritone and electrifying stage presence, Caplan merges the raw energy of diverse folk traditions with modern innovation. His music isn’t just performed; it’s experienced. Now, with The Flood, Caplan takes his artistry to new depths, crafting an album that meditates…

  • Photo by Gift Habeshaw [Unsplash.com]

    Mama’s Broke

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    Mama’s Broke performs at the Trailside on June 3 at 8 pm.  

  • Lady Soul

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    Lady Soul performs at the Trailside on June 5 at 8 pm.  

  • blink-902

    Trailside Music Hall 155 Kent St, Charlottetown, PE, Canada

    blink-902 kicks off the summer at the Trailside Music Hall on June 6 at 8 pm. Celebrating the 25th anniversary of Take Off Your Pants And Jacket, blink-902 will kick off the night by playing the 2001 pop-punk classic from front to back. After that, they've got a second set of other favourites from the…