32. Catch a flick at Reel Pride, Winnipeg’s 41st Annual 2SLGBTQ+ International Film Festival, from September 16-20, 2026.
33. Celebrate creativity this fall with Culture Days (September 18–October 4, 2026), a month-long series of workshops and performances across Manitoba. Then on September 26, experience Nuit Blanche Winnipeg, when the city’s downtown transforms into an all-night contemporary art festival filled with installations, performances and interactive exhibits.
34. Honour the National Day for Truth and Reconciliation by joining the 6th Annual Orange Shirt Day Healing Walk and Pow Wow starting at Oodena Circle on September 30, 2026. Admission to the Canadian Museum for Human Rights is also free that day.
35. Head out on an art walk of Brandon. Check out all of the downtown murals and then make your way to the Art Gallery of Southwestern Manitoba.
36. Métis Arts & Culture Day – Tales of the Red River (October 3, 2026) invites you to Moon Gate Guest House in Whitemouth for a full day of Métis storytelling, traditional food, music, transportation and arts. In partnership with Borealis Beading, this immersive event celebrates Métis heritage with a spirit of truth and reconciliation.
37. Manitoba AG EX in Brandon (October 28-31, 2026) celebrates the province’s robust cattle industry with a show that’s family-friendly… and free!
38. Attend Winnipeg’s Manito Ahbee, a celebration of Indigenous arts, culture and music this October 30th - November 1st, 2026. Enjoy awards ceremonies, a marketplace, food vendors and the Manito Ahbee Festival Pow Wow, one of the largest gatherings of its kind in Western Canada.
39. Calling all hockey fans! Catch the Manitoba Moose at Canada Life Centre for fast-paced, affordable and family-friendly hockey, or feel the rush of NHL action as the Winnipeg Jets hit the ice for pre-season play. Out in Brandon, cheer on the Wheat Kings for a classic, high-energy night out with the hometown crowd.
40. Check out Prairie Theatre Exchange’s fall performances, including Glory (October 13-25, 2026) and The Incomplete Dictionary of Lexical Gaps (November 17-19, 2026).
41. ’Tis the season for craft markets a-plenty. Check out one of the many craft sales and markets across the province for locally made art, food, jewellery, pottery and so much more.
42. This autumn’s line-up at the Théâtre Cercle Molière is as exciting as ever. Catch Les fourberies de Scapin from October 14-24, 2026, and L'hiver de nos vies from November 18-28, 2026. While the performances are in French, a limited number of smart tablets are available for subtitles.
43. Catch the excitement as the Winnipeg Blue Bombers hit the turf at Princess Auto Stadium. Will 2026 be our year?
44. Spend a fall day exploring Winnipeg’s lively South Osborne neighbourhood. Shop for unique wares at Black Market Provisions and Bear Face General Store, grab a coffee at Little Sister Coffee Maker, stock up on baked goods at Friend Bakery & Pizza, stop in to Nonsuch’s new bottle shop, enjoy dinner at Vera Pizza or Oxbow and then catch a concert at Park Theatre.
45. The Manitoba Opera is showcasing Scott Joplin’s Treemonisha: A Musical Reimagining in late November (November 21, 25 & 27, 2026). Don’t miss out on this Pulitzer Prize-winning story.
Food, Drinks & Weekend Getaways