Here are some of the events taking place over the May Long Weekend in Manitoba. Keycon 42 Hilton Winnipeg Airport Suites May 15–17 Manitoba’s longest-running fan run science fiction and fantasy convention includes special guests, themed hospitality suites, gaming and more. Pine Falls Spring Fair Pine Falls May 14-16 Canuck Amusements provides the midway for this spring fair. Winnipeg International Jewish Film Festival Berney Theatre, Rady JCC May 6-May 23 Winnipeg International Jewish Film Festival marks 25-years with documentaries, dramas, comedies and more. Flying Season Launch Commonwealth Air Training Plan Museum, Brandon May 16-17 Register for a heritage ride on a historic aircraft as flying season takes flight. Retro Silent Disco Winnipeg Art Gallery May 16, 5 p.m. & 8:30 p.m. Hit the dance floor for a unique disco experience featuring 3 DJs spinning tunes for the 80s, 90s and 2000s. Rippin’ & Roarin’ Bull Riding Shamrock Centre, Killarney May 16, 7 p.m. Killarney Ag Society presents a Rippin’ and Roarin’ Bull Riding event. Oak Lake Rodeo Oak Lake May 16-17 Oak Lake hosts its own rodeo. Family Space Mission Royal Aviation Museum of Western Canada May 18 The STEM Education Program opens a limited number of spots to the public for a family team-building mission from space. A Place to Land Juried Birdhouse Exhibition Winnipeg River Heritage Museum, St-Georges May 17-July 11 A juried birdhouse exhibition bringing together art, craft and care for local birdlife. Presented as part of the grand opening of the community butterfly garden. Free Family Fishing Weekend FortWhyte Alive May 16-17 Cast a line to catch a northern pike, yellow perch or carp on the FortWhyte Alive lakes. Get Into Wetlands Oak Hammock Marsh May 16 & 18 Uncover the science behind biodiversity as you explore the wetlands. Turn Your Own Rolling Pin – Intro to Lathe Turning FortWhyte Alive May 16 & 17 (2 day course) Learn the basics of spindle turning in this two-day long course. Predators and Presence: Awe and Adrenaline in African Wildlife Photography FortWhyte Alive May 17, 1 p.m. Learn how preparation, presence and respect for wildlife can help you capture dramatic scenes. View the Blooms Wooden Gate Cider, Pilot Mound May 17-24 Take a walk through the apple blossoms while sipping some cider. Springfest IKEA parking lot May 16-17 Celebrate spring with some local food, a farmer’s market, pet-friendly fun, live entertainment and bouncy castles. Family Fun Spring Fair Assiniboia Downs May 1-24 (Weekends) The Annual Family Fun Spring Fair returns to Assiniboia Downs with a bigger midway and more family fun. Select Shows Garden City Community Centre May 15-17 Enjoy a travelling midway with rides and more. Teddy Bear Tea Party Portage la Prairie Regional Library May 16, 1:30 p.m. Put on a fancy dress and grab your stuffie for a tea party featuring Iced Tea and Teddy Grahams. Winnipeg Beach Farmers Market Winnipeg Beach May 15-17 The opening weekend of the 2026 season includes an Indigenous Market, special performances and appearances. Indoor Spring Market Winnipeg Beach Community Centre May 16 Shop local and support community in this indoor market. Sandy Lake Main Street Vendors Market Sandy Lake May 15-17 Shop the Main Street market featuring a variety of businesses, artisans and baked goods. Spring Market Onanole Recreation Centre May 16 Riding Mountain Biosphere Reserve presents their Spring Market. Rubaboo - A Métis Cabaret RMTC John Hirsch Mainstage April 29-May 23 A blend of storytelling, music, dance and visual art from Métis singer-songwriter Andrea Menard. Otosan Manitoba Theatre for Young People April 24-May 17 The playwright’s real-life experiences trying to connect with her father are dramatized using puppets and real wildlife footage projections. The Little Mermaid Jr. Western Manitoba Centennial Auditorium, Brandon May 14-16, 2026 Mecca Productions presents Disney’s Little Mermaid Jr, featuring more than 100 performers in grades 4-12 from across Manitoba. The Murder of Wild Rose William Glesby Centre, Portage la Prairie May 16, 6:30 p.m. A murder mystery written by Prairie Youth Productions students. Shrek the Musical Ste. Rose Middle School May 15, 7 p.m. Presented by Ste. Rose Middle School Drama Production. Blippi - Be Like Blippi Tour Burton Cummings Theatre May 16, 1 & 5 p.m. Candlelight Concerts: Tribute to The Weeknd Fort Garry Hotel Concert Hall May 17, 8:45 p.m. Candlelight: The Best of Hans Zimmer Fort Garry Hotel Concert Hall May 17, 6:30 p.m. https://feverup.com/m/590156 Zachary Lucky Harley House, Swan River May 16, 7:30 p.m. Guitar Night III: The Trilogy West End Cultural Centre May 16, 8p.m. Crafts & Ceilidh 2 West End Cultural Centre May 17 Brittany Lyseng Rumor’s Restaurant & Comedy Club May 12-16 Dale Ward The Basement Comedy Lounge May 15-16 Winnipeg Sea Bears vs Saskatoon Mamba Canada Life Centre May 16, 7 p.m.
