Here is a list of some of the events taking place in Winnipeg and across Manitoba between June 26 and 28, 2026. Dauphin’s Countryfest Selo Ukraina, Dauphin June 25-28Jelly Roll, Nate Smith and Tyler Hubbard headline Canada’s longest-running country music festival. Sākihiwē Festival 2026 The Forks, Turtle Island Neighbourhood Centre & Central Park June 25-28 Concerts, block parties, a marketplace and more highlight Indigenous culture and art. 134th Annual Dauphin Agricultural Fair Dauphin Fair Grounds June 26-28 Enjoy a midway, chucks and chariot races, a parade and more. 144th Killarney Fair Killarney Ag Grounds June 26-28 Chuckwagon races, kids’ activities, a parade, live entertainment and more. MacGregor Fair MacGregor Fair Grounds June 26-28 Horse fun, a truck and tractor show and live entertainment highlight this fair that traces its roots back to 1885. Loveville Music Festival 2026 The Forks CN Stage & Field June 26-27 Connect with live cultural performances, interactive activities, music, magic and more. Village Music Fest Osborne Village June 27 A free all-ages festival featuring more than 30 live performances, cultural workshops, art experiences and more. WSO Symphony in the City Series Devil May Care Brewing Company June 26, 7 p.m. St. Norbert Farmers’ Market June 27, 10 a.m. Small Mercies Courtyard (Osborne Village) June 27, 12 p.m. The Beer Can June 28, 2 p.m. WSO musicians pop up in small ensembles for free casual performances. Winnipeg Graffiti Boat Tour The Forks June 28, 4 p.m. Join graffiti pioneer Pat Lazo on a boat tour of the hidden history of graffiti in Winnipeg. Ashern Pride Celebration Lakeshore Family Resource Centre, Ashern June 26, 11 a.m. A fun-filled afternoon of music, games, vendors and more. Kelwood Summer Kickoff Kelwood Legion June 27, 6 p.m. This Kelwood Volunteer Fire Department fundraiser includes live music, a meal, a meat draw and more. Multicultural Picnic in the Park Tyndall Park Community Centre Grounds June 27 The Philippine Heritage Council of Manitoba hosts a day of food, fun and friendship for the while community. Mango Festival Jinnah Park June 27 A celebration of the sweet fruit with food, fun and live entertainment. Winnipeg Night Market True North Square & Graham Ave. June 26-27 Hargrave comes to life with street eats, local makers and music. This week’s Foodtrip Market features Winnipeg’s biggest piñata and soccer watch parties. Selkirk Summer Days Market Selkirk Park June 27 Selkirk’s newest summer market features Manitoba makers, live music and more. 80th Anniversary of Libraries Celebration Western Manitoba Regional Library, Brandon June 27, 2 p.m. Brandon celebrates its libraries with a scavenger hunt, story time, facepainting and a performance by Al Simmons. Kenora and District Dog Club Show Kenora June 26-28 Puppies and veteran show dogs take part in confirmation, obedience and rally trials. The Multicultural Snack of Our Childhoods Patio 340 June 27, 3:30 p.m. Take a step back into your childhood with food booths, games, a dance and more. Monster Trucks All Out Red River Exhibition Park June 27-28 Monster trucks, including Roboshark, Bucking Bronco, Outfoxed, and T-Rex, roar into Winnipeg for an epic showdown. Winnipeg Jets Draft Party Canada Life Centre June 26, 6 p.m. Join Jets prospects, alumni and friends as the team makes its pick at the NHL Entry Draft. Boat Jam St. Vital Park to Manitoba Canoe & Kayak Centre June 27, 2 p.m. Paddle down the Red River while DJ The Kaptain spins the tunes. Bumper 2 Bumper Car and Off-Road Show Outlet Collection Mall Winnipeg June 28, 10 a.m. Epic builds and good vibes for car and off-road enthusiasts. Westman Naturalists - Wild Rare Flowers Lauder Sandhills June 28, 8 a.m. An annual trip to an MHC property near Lauder to spot a rare Western Spiderwort, other native wildflowers and native birds. Wear appropriate clothing and footwear and bring water and lunch. Wondershows Carnival IKEA Winnipeg June 26-28 Enjoy rides, treats and fun as Wondershows makes a stop in the IKEA parking lot. Canuck Amusements Cross Lake Recreation Centre June 4-7 Midway fun. Jesus Christ Superstar Rainbow Stage June 25-July 12 Andrew Lloyd Webber’s first professionally staged show comes to life in Kildonan Park. The rock opera follows the last week of Jesus’s life as seen through the eyes of Judas Iscariot. Shakespeare in the Ruins presents ‘An Iliad’ Trappist Monastery, St. Norbert June 18-July 5 A cheeky adaptation of Homer’s epic poem. Shakespeare in the Ruins presents “As You Like It” Trappist Monastery, St. Norbert June 4-July 5 Shakespeare’s beloved pastoral comedy returns to Trappist Monastery Park for the first time since 2004. Corydon Avenue Concert Series Cockburn St. South June 26, 7 p.m. Band: Tater & The Tots Hugo St. North June 27, 7 p.m. Band: Sam Singer Band Rockin’ Gimli Harbour Gimli Harbour June 27, 1 p.m. Band: The InClines Gimli Park Pavilion June 27, 7:30 p.m. Band: B Side Champs Winnipeg Beach Concert Series Winnipeg Beach Bandstand June 27, 7 p.m. Band: Geoff Erickson Band & RXL Bonnie Raitt: Live 2026 with Special Guest Jon Cleary Centennial Concert Hall June 27, 7:30 p.m. The Unofficial Tribute Show - Taylor: A Tribute to the Eras of Taylor Swift Music Western Manitoba Centennial Auditorium June 28, 3 p.m. Soirée Bachata Night Centre Culturel Franco-Manitobain June 28, 6 p.m. Off Campus Night Park Theatre June 27, 10 p.m. Ola Dada Rumor’s Restaurant and Comedy Club June 23-27 Winnipeg Comedy Showcase Park Theatre June 26, 7 p.m. Kymbra Li The Basement Speakeasy and Comedy Lounge June 26, 8:30 p.m. Shy Sapp The Basement Speakeasy and Comedy Lounge June 27, 8 p.m.
