Happy Monday, Winnipeg!

The holidays are kicking off around the city this week, and you can already feel that cozy Christmas buzz in the air. Local markets are setting up, holiday plays are taking the stage, and lights are starting to twinkle across Winnipeg. It’s the start of one of the most special stretches of the year: the season of giving, gathering, and good food.

And with Black Friday coming up this week, a lot of folks are starting their Christmas shopping early. As you check off your lists, try to support local whenever you can. Every market vendor, artist, and small shop you visit keeps Winnipeg’s holiday spirit alive.

So grab your coffee, settle in, and let’s get into what’s happening around the city this week, from festive events to new stories lighting up Winnipeg.

Now, in today’s edition:

— Jas Singh

Winnipeg winters can feel pretty long, so it’s nice when something comes along that brings a bit of fun into the season.

This year, the City is asking families to help name the snow-clearing machines we watch push through our streets after every snowfall.

It’s open to all Winnipeggers, with a special category made just for classrooms. And if you’re looking for inspiration, other cities have gone with names like Buzz Iceclear and Snowbi-Gone Kenobi, so there’s plenty of room to get creative.

It’s a simple way to get kids and grandkids involved in something the whole city will get to enjoy. If you’ve got a clever name in mind, or want to make one up with the kids, click the link below to send your ideas!

Click here: To learn more about the contest and send in your plow name ideas!

For the first time ever, The Red River Exhibition Park is joining the Black Friday fun, and it’s your chance to grab the best deal of the year on Winnipeg’s favourite summer tradition.

Every year, The EX brings people together for thrilling rides, great food, and a whole lot of memories.

It’s the smell of cotton candy, the sound of laughter, and that feeling of finally being at summer’s biggest event. For so many families, it’s a tradition that never gets old, and this year, you can gift that feeling.

Perfect for your grandkids, best friend, or anyone who loves The EX.

You can save up to $33 this Black Friday!

Mark your calendars for Nov 28 to Dec 1 and click the link below to see all the sale prices and details!

Tito Boy Restaurant on St. Anne’s Road is the kind of place that feels like someone invited you over for a big family meal and made sure you left full.

Every dish on the menu is shaped by both tradition and experience: Filipino staples from Southern Leyte, Philippines, and the decades one father spent working in Winnipeg as a baker, healthcare aide, and chef.

What started as a dream to one day open his own restaurant now lives on in every plate served: simple, hearty, and made with care.

📍 M-730 St. Anne’s Road, Winnipeg
🕓 Tues–Fri: 11:30AM–2:30PM / 5PM–8:30PM
🕓 Sat: 10AM–8:30PM | Sun: 10AM–7PM | Mon: Closed

If you're craving something that feels home-cooked, or want to explore Filipino flavours for the first time, Tito Boy is well worth the visit.

Click Here: To view the full menu and plan your visit!

If you’ve ever wondered what it’s like inside the Manitoba Legislative Building, here’s your chance to take a peek with no tour booking required. The province is holding its annual Holiday Open House, and everyone’s welcome.

It’s a relaxed, family-friendly afternoon that gives you a chance to explore the building while enjoying a little seasonal cheer.

Visitors are also encouraged to bring a non-perishable item in support of the Christmas Cheer Board. And if you can’t make it in person, the whole event will be livestreamed so you can still be part of it from home.

It’s the perfect opportunity to step inside, wander through the halls, and take in the history of a building that’s been part of our city for over a century.

Click Here: To learn more about the Holiday Open House!

After six years on the pitch, Valour FC is officially suspending operations, marking a tough goodbye for Winnipeg’s soccer fans.

The team announced the decision shortly after the end of the 2025 season. Owned by the Winnipeg Football Club, Valour had been operating on shaky ground for a few years.

Despite a passionate fanbase and support from the Canadian Premier League to stay afloat in 2024 and 2025, the club faced mounting financial losses, with a reported $1.25 million shortfall in 2023 alone.

Many still believe Winnipeg can be home to pro soccer, with the right backing and venue.

But for now, it’s a moment to look back and remember the matchday energy, the chants, and the shared pride that made Valour more than just a team.

Click Here: To read Valour FC’s official announcement.

It’s the kind of news no Jets fan wants to hear, especially this early in the season. Connor Hellebuyck, the anchor in net and one of the most consistent players this city’s seen, is stepping away for a few weeks to recover from a knee issue.

He’s been pushing through since training camp, but the team and medical staff agreed now’s the time to take care of it.

It’s a big gap to fill, no doubt. But if there’s one thing this group has shown over the past few seasons, it’s that they know how to rally. For now, all eyes are on Comrie, and all hopes are on Helly resting up and coming back strong.

Click Here: To read more on Hellebuyck’s injury and recovery.

Manitoba roads saw some big changes this year, and even more are coming in 2026. At the Manitoba Heavy Construction Association awards, the province shared its upcoming project lineup, alongside a heartfelt thank you to the workers keeping things moving across the province.

From highways and bridges to small-town crossings, these projects help keep communities together, making everyday travel smoother and supporting local jobs in the process.

It’s a promising sign for Manitobans: knowing that safer roads, better infrastructure, and long-overdue fixes are on the way in every corner of the province.

If you want to see the full list of upcoming projects, click the link below.

Click Here: To view the full list of 2026 Road and Infrastructure projects.

This section includes only the major events happening soon. For a complete list of all events, you'll have to wait for future editions!

Thanks for reading The Winnipeg Digest! Let’s chat again on Wednesday!