Winnipeg 
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
Ashern Rodeo
Annual Ashern Rodeo is a fun-filled weekend with rodeo and also includes a parade, fireworks, dance, and cowboy church service on the Sunday morning. Details
Ashern Rodeo Grounds
Held annually during Labor Day weekend; 2024 TBA
September 2 – 3, 2023
Free Kids Entertainment
The Fall Fair
Local food trucks, music, performers, and a Manitoba midway! Details
Winnipeg
2024 dates TBA
September 1 – 4, 2023
2024 rates TBA
2023 – $12.50 & up
Fall on the Farm
An annual festival reliving the life of early Mennonite settlers to Manitoba. Details
Mennonite Heritage Village, Steinbach
2024 dates TBA
September 4, 2023
Free
IRAL Summer JamFest
End the summer with live music. Details
Riverbank Discovery Centre, Brandon
2024 dates TBA
September 15 – 16, 2023
$0.00-$20.00
SOS Festival
A festival of Punk Rock and Hardcore. Details
The Park Theatre, 698 Osborne St, Winnipeg
2024 TBA
September 8 – 9, 2023
2024 rates TBA;
2023 – $40.07 – $46.25
Dawson Trail Days
Labour Day weekend community festival celebrating a mix of music, history, multicultural roots, family and friends! Details
Sainte-Anne
September 13 – 14, 2024
Free
ManyFest
There are many activities that make up Manyfest including food truck wars, wine & beer garden, movies in the park, live music, farmers markets, kids zone, lights on broadway, ciclovia and much more! Details
Broadway
2024 TBA
September 9 – 11, 2022
Free
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
Rembina Thresherman’s Museum, Stanley
2024 TBA
September 8 & 9, 2023
Free and ticketed
Honey, Garlic & Maple Syrup Festival
Enjoy a “Taste of the Pembina Valley” with pancake breakfast, craft shows, Farmer’s market, display booths, entertainments, cooking Demos, historic town tours, soap box Derby, gourmet alley, and more. Details
Manitou Fairgrounds
September 7, 2024
Free admission
Asham Stomperfest
A family friendly weekend of music and dance in the beautiful setting of Reedy Creek. Details
Reedy Creek/Kinosota, MB
2024 TBA
September 1 – 3, 2023
Free and ticketed events
Food Truck Warz
Food trucks from all over Manitoba, big midway rides, live DJs and lots of fun. Details
Keystone Centre in Brandon
2024 TBA
September 15 – 17, 2023
2024 TBA
2023 – $5 per person Children 12 & under FREE
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 6 – 7, 2024
2024 rates TBA
2023 – Admission: $5.00 (age 14 and under free)
Harvest Moon Festival
Enjoy fabulous music, food, artisans and workshops at the Perennial Harvest Moon Festival. Details
Clearwater
September 13 – 15, 2024
2024 rates TBA
2023 – $43.86 – $122.86
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 St. Vital Park, 190 River Road, Winnipeg
September 21, 2024
$80 to $100 to participate
Winnipeg International Writers Festival
Winnipeg’s annual week-long literary festival with readings, school shows, and book signings for readers of all ages! Details
Online and In-person
2024 TBA
September 20 – October 18, 2023
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
2024 TBA
September 16, 2023
2024 rates TBA
2023 – $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 culture venues that engage visitors with interactive displays, hands-on experiences, and a discovery of artists and their works. Details
Across Manitoba
September 20 – October 23, 2024
Free
Souris Scarecrow Days
An annual celebration with entertainment, scarecrow competitions, and more! Details
Souris
September 27 – 29, 2024
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 20 – October 23, 2024
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