Two of Nova Scotia’s finest songwriters and storytellers, Terra Spencer & Ian Sherwood, bring their intoxicating blend of musical genius and whimsical storytelling to the Chester Playhouse. . Raised on the mud banks of the Avon River, award-winning Nova Scotian funeral director-turned-songwriter Terra Spencer charms audiences with her deft guitar, gospel piano, butterscotch voice, crackling […]

Hoist the mainsail and set course for fun with The Sea Shanty Show, a charming musical review paying tribute to the wonder and majesty of the sea! . What started as a TikTok trend has become a worldwide awakening and renewed appreciation for the haunting and harmonious melodies of the sea shanty. Honouring both traditional […]

Nova Scotia’s folk/pop princess Jenn Grant makes her Chester Playhouse return, with award-winning songs that will move, excite, and inspire! . There is an undeniably ethereal quality to Grant’s voice and her music, described by Australia’s The Age as that of “dreamy, harp-and woodwinds folk, the work of a painter born in paradise” Consequence of […]

Strap in for Punch Up, a comic misadventure that will have you rolling in the aisles as “The Funniest Man Alive” tries to make the “Most Pathetic Man That Ever Existed” make the “Saddest Girl in the World” laugh. . Synopsis:Duncan has always been a pretty boring guy, leading a simple life while working at […]

Celebrate the summer sun with this Pay-What-You-Wish outdoors concert in Lordly Park, combining fiery fiddling and ancient wisdom, with Juno-nominated, 3-time ECMA winner Morgan Toney! . Music is an almost alchemical force to Canadian Mi’kmaq fiddler and singer Morgan Toney. In just a short amount of time, Toney has invigorated both the Atlantic music communities […]

What better way to celebrate summer than with drag superstar Steph Peaks at Steph’s Summertime Shindig! . That’s right, Chester, the incredible Steph Peaks is coming back to Chester Playhouse for another iconic night of laughs and lip syncs! Gather all your 19+ friends and come on out for another unforgettable night of incredible performances! […]

Chester’s favourite folk musician Old Man Luedecke plays his first show in the rebuilt Playhouse theatre and is joined by an exciting up and coming opening act! . Old Man Luedecke is the recording name of two time JUNO award winning and Polaris prize nominated singer songwriter, Chester’s own Chris Luedecke. A multiple East Coast […]

A Chester favourite returns, in a concert paying tribute to the country legend behind Hey Good Lookin’, Your Cheatin’ Heart, and Lost Highway, Hank Williams. . Ryan Cook began performing as Hank Williams in 2009 when he performed consecutive sold-out weeks of the Maynard Collins play The Show He Never Gave in Sackville, New Brunswick. […]