Winnipeg 
Events Description
A free holiday market run by local kid entrepreneurs aged 8–14, plus free photos with Santa! Sunday, November 29 in Winnipeg.
Shop local. Shop small. Shop really small! 🎄
Join us on Sunday, November 29 for the Kid Boss Market, a holiday market where every vendor is a young entrepreneur between the ages of 8 and 14. These kids have dreamed up their own businesses. They’ve made their products, set their prices, designed their booths, and they’re ready to meet their first customers. That could be you!
Admission is FREE. Just grab your free ticket here so we know you’re coming.
🎅 Free photos with Santa!
Santa is making a special stop at the Kid Boss Market, and photos with him are completely free. Bring the whole family, wear your festive best, and take home a holiday memory without spending a dime.
Why come out and support?
You’re building confidence. For many of these kids, it’s their first time selling to the public. Every purchase, kind word and question tells them their hard work matters.
You’re investing in Winnipeg’s future. Today’s kid boss could be tomorrow’s local business owner. Supporting them now helps grow the next generation of entrepreneurs in our community.
You’ll find one-of-a-kind gifts. Skip the mall and cross names off your holiday list with handmade, creative gifts you won’t find anywhere else.
It’s a family day out. Free admission, free Santa photos and a room full of inspiring young makers make it an easy, feel-good outing for all ages.
HOW MUCH
Tickets:
Free
WHEN & WHERE
Date & Time:
Sunday, November 29, 2026 | 10:00 AM – 2:00 PM
Venue:
Dakota Community Centre, 1188 Dakota Street, Winnipeg
More to Do:
Fun Things to do during Winter in Winnipeg
Winter Events & Festivals in Manitoba
13 Provincial Parks to Visit During Winter in Manitoba
Snowboarding & Downhill Skiing in Manitoba
50 Things to Do in Manitoba During Winter
Day Trips and Weekend Getaways to Manitoba Provincial Parks
Weekend Getaways from Winnipeg
Indoor Family Attractions in Winnipeg
