A list of festivals in Manitoba in September – Check out gigantic pumpkins and scarecrows and enjoy an all-night art party celebrating contemporary art before you get ready for Thanksgiving and Halloween!
For festivals that started in August last weekend and continue into September, see Festivals in August
Fall on the Farm
An annual festival reliving the life of early Mennonite settlers to Manitoba. Details
Mennonite Heritage Village, Steinbach
September 7, 2026
TBA
2025 – $8 – $15
Maryland Music Fest
Enjoy a lineup of Winnipeg’s most exciting emerging artists, a vintage street market, a beer garden and more fun. Details
West Broadway, Winnipeg
TBA
September 6, 2025 | 6:00 PM – 11:00 PM
Free
Gimli Blues Festival
Gimli Blues Festival features some of Manitoba’s best blues artists. Details
Lineup: TBA
Gimli Park, 1 4th Avenue, Gimli
September 11 – 12, 2026
Free; Tin for the Bin
The Myriad Frolic
This is a family-friendly festival of music, movement & wellness. Details
106063 Darowany Road 6E, Malonton
TBA
September 5 – 7, 2025
TBA
Myriad Frolic Day Pass $80
Reunion Days
Enjoy tons of great old-fashioned fun like threshing, sawmill, blacksmith, rope making & spinning demos, antique tractor parades, ‘kiddie’ activities and more. Details
Pembina Threshermen’s Museum, Stanley
TBA
September 5 – 6, 2025
Free and ticketed
Manitoba Fibre Festival
The Festival is a gathering of all things fibre-related, including vendors, workshops, and demonstrations. Details
Red River Exhibition Park, Winnipeg
September 11 – 12, 2026
Admission $10
Honey, Garlic & Maple Syrup Festival
Enjoy a “Taste of the Pembina Valley” with a pancake breakfast, craft shows, a Farmer’s market, display booths, entertainment, cooking Demos, historic town tours, a soap box Derby, a gourmet alley, and more. Details
Manitou Fairgrounds
September 12, 2026
Free admission
Dawson Trail Days
This is a community festival that celebrates a mix of music, history, multicultural roots, family, and friends! Enjoy pancake breakfast, parade, free entertainment, cornhole tournament, teen dance, fireworks and more· Details
Sainte-Anne
TBA
September 12 – 13, 2025
Free
Harvest Moon Festival
Enjoy fabulous music, food, artisans and workshops at the Perennial Harvest Moon Festival. Details
Clearwater, MB
TBA
September 12 – 14, 2025
TBA
2024 rates: $100 – $115 plus taxes
Pineridge Hollow Fall Fair
Join us for a weekend of fall fun! Enjoy live entertainment on our Fall Fair mainstage, the outdoor Pop-up Pub, a weekend-long Farmer’s Market, food trucks, hay rides through the forest, carnival games, photo ops & more! Details
Pineridge Hollow, Oakbank
September 11 – 13, 2026
TBA
2025 rates – $14 + tax for ages 2+, children under 2 years old are free
Red River Paddle Challenge
The Red River Paddle Challenge is a 45-kilometer long-distance paddling race on the Red River beginning in Winnipeg and ending downriver in Lockport. Details
Starts at St. Vital Park, 190 River Road, Winnipeg
September 19 – 20, 2026
$80 – $175
Thin Air Winnipeg
Thin Air is an annual fall celebration of books and writing. Discover some of the most exciting new books, both English and French, from writers across Canada. Details
Winnipeg
TBA
September 20 – 28, 2025
Free and ticketed
Teulon Pumpkinfest
Every September, pumpkin patches and gardens across the Interlake and beyond are picked of their finest and most unique bounty and showcased at Teulon’s signature fall celebration, the Pumpkinfest. Other events include ‘Gigantic Pumpkin’ contest, the agricultural fair, farmers market, kids activity tent, big games, Robin Chestnut juggling, demonstrations, Lions canteen, food trucks, clowns & face painters. Details
Teulon Rockwood Centennial Centre, Teulon
TBA
September 20, 2025
TBA
2025 rates – $5.00/person or $20.00/Family; Children under 2 years Free
Culture Days
This three-day cross-Canadian celebration of arts and culture features free activities at numerous cultural venues that engage visitors with interactive displays, hands-on experiences, and a discovery of artists and their works. Details
Across Manitoba
September 18 – October 4, 2026
Free
Souris Scarecrow Days
An annual celebration with entertainment, scarecrow competitions, and more! Details
Souris
TBA
September 26 – 28, 2025
Free
Nuit Blanche
An all-night art party celebrating contemporary art attracts thousands of people to the downtown area. Culture Days Manitoba supports Nuit Blanche Winnipeg. Details
Downtown, The Exchange District, and St. Boniface
September 26, 2026
Free
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The Morris Prairie Pioneer days are held in Morris Minnesota. I double checked my maps and sure enough Minnesota is still part of USA. Seems not to be very "To do in Canada" LMAO