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  • Where’s Master Will?

    St Mark's Presbyterian 7 Tamarac Ave, Charlottetown, PE, Canada

    Where’s Master Will? will be presented at St. Mark’s Presbyterian in Charlottetown on May 21, 22, and 23 at 7 pm. This three-act comedy-mystery is written and directed by Barb…

  • Bonshaw Hall Open Mic

    Bonshaw Hall 9 Green Road, Bonshaw, PE, Canada

    Hosted by Aaron Stevenson, Open Mic Night at Bonshaw Hall on May 22 offers an opportunity for local talent to share a song, story, poem, or comedy with the community.…

  • Photo by Adi Goldstein [Unsplash.com]

    The Alan Jackson Experience

    Sobey Family Theatre 130 Queen St, Charlottetown, PE, Canada

    The Alan Jackson Experience comes to the Sobey Family Theatre on May 22 at 7:30 pm.    

  • Friday Night Ceilidh: The Fiddlers’ Sons

    Irish Hall 582 North River Rd, Charlottetown, PE, Canada

    The Benevolent Irish Society (BIS) will welcome established and emerging PEI talent to this year’s season of Friday night ceilidhs. The weekly series features 18 family-friendly shows running from May…

  • Montague Legion Karaoke

    Montague Legion 15 Douses Rd, Montague, PE, Canada

    Karaoke on Fridays from 8 pm–1 am downstairs with Gloria.  

  • Amanda Jackson & Route 225

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

    Amanda Jackson and Route 225 return to Trailside on May 22 at 8 pm.  

  • Neon Dreamscape Fae Ball

    19+
    The Arts Guild 111 Queen St, Charlottetown, PE, Canada

    Drawstring Productions is hosting a Neon Dreamscape Fae Ball at The Arts Guild in Charlottetown on May 22 at 8 pm.  This immersive, fantasy-themed, costumed event features the close-up magic…

  • Photo by Daniil Zameshaev [Unsplash.com]

    Food Truck Festival

    Family Friendly
    EastLink Centre 46 Kensington Rd, Charlottetown, PE, Canada

    A new festival of food, family, and fun is coming to Charlottetown in May. The Rotary Club of Charlottetown Royalty has announced that the first annual Charlottetown Food Truck Festival…

  • Summerside Farmers Market

    Family Friendly
    Free event
    Summerside Farmers Market 250 Water St, Summerside, PE, Canada

    Find local produce, baked goods, meat, fish, prepared food, cheese, artisans and more at the Summerside Farmers Market. Open weekly on Saturdays from 9 am–1 pm.

  • Photo by Dan Cristian Padure [Unsplash.com]

    Charlottetown Fix-it Fair

    Free event
    Charlottetown Library Learning Centre 97 Queen St, Charlottetown, PE, Canada

    The City of Charlottetown’s annual Fix-it Fair will be held at the Charlottetown Library on May 23 from 10 am–2 pm. Talented volunteer Fixers will be on hand to assist…

  • WoHeLo/QEH Auxiliary Spring Clothing Sale

    144 Dorchester 144 Dorchester St, Charlottetown, PE, Canada

    The WoHeLo/QEH Auxiliary will host its three-day spring sale at 144 Dorchester Street in Charlottetown on May 21 from 12–8 pm, May 22 from 10 am–7 pm, and May 23…

  • Choose Your Own Knitting Adventure with Jane Whitten

    Confederation Centre Art Gallery 145 Richmond St, Charlottetown, PE C1A 1J1, Charlottetown, PE, Canada

    Choose your own knitting adventure with Jane Whitten at the Confederation Centre Art Gallery in Charlottetown on May 23 at 12:30 pm. Pre-registration is required. Inspired by the playful format…

  • Photo by Robinson Recalde [Unsplash.com]

    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…

  • Summerside Kitchen Party with Back in Tyme

    Summerside Legion 340 Notre Dame St, Summerside, PE, Canada

    A matinee kitchen party featuring classic country and old rock ‘n’ roll with Back in Tyme (Blair Coughlin, Peter Burke, George MacPhee, Bob Gagnon) is held at the Summerside Legion…

  • Trivia at Churchill Arms

    Churchill Arms 75 Queen St, Charlottetown, PE

    Trivia on Saturdays at 2 pm with Wade Babineau. Reserve by calling 902-367-3450.

  • PEI Legion Choir: Edges of the Mosaic

    St Andrew's United Church 7679 Trans-Canada Hwy, Vernon Bridge, PE, Canada

    For the Royal Canadian Legion Centennial Celebration 2026, the PEI Legion Choir will present the concert Edges of the Mosaic on May 23 at 2 pm at St. Andrew’s United…

  • Photo by Julius Drost [Unsplash.com]

    Dogs Do Magic ft. Magician Aaron Matthews

    Sobey Family Theatre 130 Queen St, Charlottetown, PE, Canada

    Magician Aaron Matthews will blend magic, comedy, and canines at the Sobey Family Theatre on May 23 at 2:30 pm.    

  • Music Bingo at The Factory

    The Factory 189 Kent St, Charlottetown, PE, Canada

    Music Bingo with Darcy Campbell on Saturdays at 7 pm.

  • Anne & Gilbert, The Musical

    Florence Simmons Performance Hall 140 Weymouth Street, Charlottetown, PE, Canada

    Anne & Gilbert, The Musical returns for its 22nd season this spring with a milestone debut: Island performer Holly Perry will take on the role of Anne Shirley for the…