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  • J.P Cormier

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

    J.P Cormier performs at the Trailside Music Hall on June 19 at 8 pm. People still leave his shows confused, amazed and wondering what they just saw. Did they see a storyteller? A songwriter? Arguably one of the best guitar players in the business today? Someone who crosses the lines between different instruments like there…

  • Got Blues Matinee Season Finale

    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…

  • Route 225 with Craig Fair

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

    Route 225 and Craig Fair performs at the Trailside Music Hall on June 20 at 8 pm. PEI premier backup band Route 225 has backed standout artists including Amanda Jackson, Kelley Mooney, Lawrence Maxwell, Brooke MacArthur, Anica (Canada’s Got Talent), and Trinity Bradshaw. Their reputation for professionalism and excellence has secured them three consecutive years…

  • Route 225 with Alyssa Harper

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

    Route 225 and Alyssa Harper performs at the Trailside Music Hall on June 21 at 12:30 pm. PEI premier backup band Route 225 has backed standout artists including Amanda Jackson, Kelley Mooney, Lawrence Maxwell, Brooke MacArthur, Anica (Canada’s Got Talent), and Trinity Bradshaw. Their reputation for professionalism and excellence has secured them three consecutive years…

  • isletunes Season Finale LIVE Show For Democracy

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

    The Music PEI Award-nominated podcast isletunes Season Finale Show takes place at the Trailside Music Hall on June 23 at 7 pm. Featuring performances from Island fiddler Richard Wood, Indigenous rapper Jay Diss, Karen Pyra from Aging Disgracefully, Lefunk guitarist Nico Romero, bilingual vocalist Paula Arsenault, and PEI Black history songwriter Scott Parsons. Host Adam-Michael…

  • The Bug Club with The Boojums

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

    The Bug Club with The Boojums perform at the Trailside Music Hall on June 24 at 8 pm. The Bug Club are Welsh duo Sam Willmett (guitar/vocals) and Tilly Harris (bass/vocals). Their fifth LP, Every Single Muscle, was released May 29 via Sub Pop Records. Known for uploading fuzzed-out live VHS tapes to Reddit and…

  • Sheila Ann Smith: Eva Cassidy Tribute

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

    Sheila Ann Smith will pay tribute to Eva Cassidy at the Trailside Music Hall on June 25 at 8 pm. PEI singer and guitarist Sheila Ann Smith will pay tribute to Eva Cassidy, an American singer-songwriter who was known for her vocal ability. Eva’s renditions of songs like “Fields of Gold,” “Over the Rainbow,” and…

  • After Hours Band

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

    After Hours Band performs at the Trailside Music Hall on June 26–27 at 8 pm.  

  • After Hours Band

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

    After Hours Band performs at the Trailside Music Hall on June 26–27 at 8 pm.  

  • Big Love: The Music of Fleetwood Mac

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

    Big Love: The Music of Fleetwood Mac by Craig Fair Productions will be onstage at the Trailside Music Hall on July 2–4 at 8 pm.  

  • Big Love: The Music of Fleetwood Mac

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

    Big Love: The Music of Fleetwood Mac by Craig Fair Productions will be onstage at the Trailside Music Hall on July 2–4 at 8 pm.  

  • Big Love: The Music of Fleetwood Mac

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

    Big Love: The Music of Fleetwood Mac by Craig Fair Productions will be onstage at the Trailside Music Hall on July 2–4 at 8 pm.  

  • Gordie Sampson

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

    Gordie Sampson will be onstage at the Trailside Music Hall on July 5 at 8 pm.  

  • Nashville Nights Live Music

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

    Nashville Nights Live Music will be performed at the Trailside Music Hall on July 8, 16, 22, and 29 at 7 pm. Featuring a lineup of Island musicians including Roland Beaulieu, Kelly Mooney, Ryan P, and Mat Hannah, this talented quartet promises powerhouse performances of popular country anthems and storytelling gems.

  • The Summer Side Of Lightfoot – A Celebration Of The Man & His Music

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

    An evening celebrating the music of Canadian troubadour Gordon Lightfoot at the Trailside. Nudie & The Sundowners will take the stage to perform the iconic songs that have defined generations. From the heartbreaking "If You Could Read My Mind" to the epic "Wreck Of The Edmund Fitzgerald," the evening will be a heartfelt celebration of…

  • Sidewalk and Arrows In The Air

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

    Sidewalk and Arrows In The Air will perform onstage at the Trailside Music Hall on July 15 at 8 pm.  

  • Nashville Nights Live Music

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

    Nashville Nights Live Music will be performed at the Trailside Music Hall on July 8, 16, 22, and 29 at 7 pm. Featuring a lineup of Island musicians including Roland Beaulieu, Kelly Mooney, Ryan P, and Mat Hannah, this talented quartet promises powerhouse performances of popular country anthems and storytelling gems.

  • Whose Line Is It Anyway? PEI Edition

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

    Whose Line Is It Anyway? PEI Edition with comedian Jalen MacLeod and Friends takes place at the Trailside Music Hall on July 17 at 8 pm.