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Gordie Sampson at Trailside

A Grammy award-winning songwriter, he resides and writes in Nashville where his songs have been covered by Carrie Underwood and many more.

Al Tuck at Trailside ranked Tuck at 12 in their list of Best Canadian Musicians - 25 icons from the Great White North.

Absolute Losers Single Release at Trailside

Join Absolute Losers for there single release party at the Trailside with special guests Sisters opening the show.

Music for the Soul with Kierrah at Trailside!

A night of soul, blues, pop, rock and hip-hop covers from one of the islands best entertainers. Kierrah & Friends will deliver a beautful night "Music for the Soul".

Ryan Doucette – Stand Up Comedy at the Trailside!

In his first ever English stand up show, Ryan takes the stage and hits hard truths about drinking, stand up and growing up in small towns.

The Love Junkies at Trailside

Love Junkies at the Trailside! A-wop-bop-a-loo-bop-a-lop-bam-boom of a good time so don't miss out on a fun night on the town folks.

Haunted Hearts at Trailside

Dennis Ellsworth lead roots rockers the Haunted Hearts return to the Trailside for 2 shows after their last sold out show this past fall.

Paper Lions at Trailside

One of Canada's top pop rock groups the Paper Lions will be playing two rare island shows at the Trailside so don't miss out!

May Long Weekend

While we’re disappointed that our bubble isn't open, we are super grateful to be able to explore our gorgeous capital safety. And to amp things up, we’re adding some fun, Covid-friendly programming for locals around Charlottetown May 20-24.

Spring Staycation

Starting at $150 Includes: 1-Night in a traditional room • Hot Plated Breakfast • 2 Beer or 2 Rewind Coolers • 2 COWS Coupons • $50 Gift Card for John Brown, Hunters or Beer Garden