Here are some of the events taking place this weekend in Winnipeg and across Manitoba from May 22-24, 2026. MB Food Truck Battles Assiniboia Downs May 23-24 Enjoy food, fun and entertainment as Manitoba’s food trucks battle it out for the championship title. Prairie Con XLII 2026 Brandon Curling Club May 22-24 Tabletop games are the focus of this annual gaming convention. Pop Culture Expo Access Event Centre, Morden May 23-24 Shop the vendors, take part in a tournament or grab a bite at this celebration of pop culture. Children’s Country Fair Keystone Centre Grounds May 24, 10 a.m.-4 p.m. Westman Dreams for Kids hosts a day of inflatables, wagon rides, a petting zoo and more. Royal Winnipeg Ballet presents ‘Spotlight’ Manitoba Theatre for Young People May 21-23 The RWB’s Professional Division’s Ballet Academic Program takes centre stage in this year-end performance. ¡Viva España! - Raíces y Tradiciones Rachel Browne Theatre May 23-24 Estilización Aflamencada Dance Company showcases Flamenco and Spanish classical and folk dance. 2026 Agassiz Chamber Music Festival Various Venues May 24-30 This festival features a blend of string quartets, jazz improvisation, baroque and heavy metal. Winnipeg International Jewish Film Festival Berney Theatre, Rady JCC May 6-May 23 The Winnipeg International Jewish Film Festival marks 25 years with documentaries, dramas, comedies and more. Flora’s Walk Ukrainian Pavillon Island Park, Portage la Prairie May 23, 10:30 a.m. Take a walk around the island in support of perinatal mental health. The event is named after a Canadian mother who lost her life to undiagnosed and untreated postpartum psychosis. Morning Birding Walk & Breakfast Oak Hammock Marsh May 23, 7 a.m. Enjoy a hot breakfast and explore the marsh with an interpreter in the search for birds. Spring in the Dunes Spirit Sands Trailhead, Spruce Woods Provincial Park May 23, 10 a.m. Join a park interpreter on a four-kilometre hike in the Spirit Sands. Please wear sturdy footwear and bring drinking water. Westman Naturalists Warbler Trek Riding Mountain National Park May 24, 8 a.m. Join a bird expert on this annual spring warbler trek. Opening Festival and Vintage Tractor Show & Shine Swan River Historical Museum May 24, 1 p.m. The Spring Opening Festival includes demonstrations, mini train and wagon rides and a vintage tractor show and shine. KDCC Home and Leisure Show Moncrief Construction Sports Centre, Kenora May 22-24 Cottage and homeowners can find inspiration and ask the experts about their renovation and refreshing plans. Spring Indoor Market Gimli Rec Centre May 23 Shop handmade products, clothing and baked goods. Neepawa Chamber Fair Stride Exhibition Grounds May 22-24 Neepawa & District Chamber of Commerce presents their 11th annual fair with a Select Shows midway, food trucks and more. Spring Fling Vendor & Craft Market Lowe Farm Friendship Center May 22, 3 p.m. Support local crafters and vendors while finding something new for your home. Ebb and Flow Craft Sale Community Complex Hall, Ebb and Flow First Nation May 23 Proceeds from this craft sale will benefit KoKo’s Pantry, an organization that provides food to families in the community. Spring Fling Farmers’ Market Jarnel Contracting Pavilion, Kenora May 23 The first Matiowski specialty Market of the 2026 season. PBR Credit Union Place, Dauphin May 23, 7 p.m. Grab a bite or brew and then enjoy some high-energy bull riding action. 2026 Canadian Rhythmic Gymnastics Championships Sport Manitoba May 20-24 Canada’s best rhythmic gymnasts compete for national titles in a program that features individual and group routines with ribbon, hoop, ball and clubs. Manitoba Motocross Racing Madesa MX Track, Virden May 23-24 Manitoba motocross racing hits the track in Virden. Mud Bog and Car Show Miami Fair Grounds May 24 The Miami Power Toboggan Club hosts their annual mud bog and car show with high-horsepower competition and bouncy castles for the kids. Neepawa Colour Run Rotary Park, Neepawa May 23 Rotary Club Neepawa holds their Colour Run in support of the Playground Enhancement Fund. West End Citizens Cooperative Old Tyme Dance Herman Prior Centre, Portage la Prairie May 24, 1 p.m. Dance the afternoon away to the tunes of Northern Reflections while supporting Central Plains Cancer Services. 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 birds. Presented as part of the grand opening of the community butterfly garden. View the Blooms Wooden Gate Cider, Pilot Mound May 17-24 Take a walk through the apple blossoms while sipping some cider. Spring Curbside Giveaway Gimli May 23-24 Find a new treasure or rehome an item you no longer need. Curbside Giveaway Weekend Swan River May 23-24 Place items you no longer need on the curb for someone else to treasure. Please make sure uncollected items are put away Sunday evening. Portage Farmers Market PCI Parking Lot, Portage la Prairie May 23 Shop Portage’s original Farmers’ Market for fresh baking, home decor, local seasonal vegetables and more. 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. Summer Midway Gordon Lathin Memorial Centre, OCN May 22-24 Midway fun comes to Opaskwayak Cree Nation. Neepawa Choir Concert Knox Presbyterian Church, Neepawa May 24, 2 & 7 p.m. Neepawa area choirs provide a celebration of song. 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. Theatre of the Beat presents Invisible Threads The Community Exchange, Altona May 23, 7 p.m. When a factory worker’s handwritten note is found in a pair of jeans, a retail employee finds himself entwined in an overseas network in this show that touches on workplace exploitation, human trafficking and ethics. Tim Hicks Going Somewhere Tour 2026 Club Regent Event Centre May 23, 7 p.m. The Michael Jackson HIStory Show Club Regent Event Centre May 22, 8 p.m. The Ron Paley Tribute Concert Burton Cummings Theatre May 23, 8 p.m. Doc Walker Spring Fling w/Quinton Blair Riverton Community Hall May 23, 8 p.m. A fundraising event for Riverton’s recreation facility improvements. Brandi Vezina Highways & Wildflower Tour Gwen Fox Gallery, Selkirk May 23, 6 p.m. Suncatch Sounds Suncatch Plaza, Morden May 22, 7 p.m. Band: Lowstake Affection On the Road Single Release - Ben Notes The Park Theatre May 22, 9 p.m. K-Pop Takeover The Park Theatre May 24, 12 p.m. Winnipeg Pro Wrestling presents WPW Sup, Bud? West End Cultural Centre May 22, 7 p.m. Lev Fer Rumor’s Restaurant and Comedy Club May 19-23 Leonard Chan The Basement Comedy Lounge May 22-23, 8:30 p.m. Winnipeg Sea Bears vs Niagara River Lions Canada Life Centre May 22, 7 p.m. Winnipeg Goldeyes vs Milwaukee Milkmen Blue Cross Park May 22-24
