Midweek check-in, Winnipeg 💙
Okay, is this rain ever going to take a break? It's been grey and wet for days now, and by the looks of it, we're not quite done yet.
But a little rain never stopped a Winnipegger. We're not about to let some clouds get in the way, and there's plenty worth getting excited about this week.
So grab your coffee, settle in, and let's dive into everything happening around the city.
Now, in today’s edition:
Up to 1,400 New Jobs Expected as Winnipeg's Air Force Base Expands
A New Youth Mental Health Hub Just Opened
Free Football Program Expanding to Two More Winnipeg High Schools
The Free Music Festival Taking Over Osborne This Saturday
Multiple events this week & more
— Jas Singh

News
Up to 1,400 New Jobs Expected as Winnipeg's Air Force Base Expands

Source: Government of Canada
It's not every day we hear about a project that could bring hundreds of jobs to the city. But that's exactly what's in the works right here in Winnipeg.
A major expansion is being planned at 17 Wing Winnipeg, the city's air force base, which could bring up to 1,400 new jobs once everything is up and running.
The project will receive priority access to Manitoba's hydro grid, allowing critical upgrades and future expansion plans to move forward.
Here's what the expansion includes:
A new substation to power upgrades across the base
Electrification of the base's light-duty vehicle fleet
Critical upgrades to training facilities, operations, and base infrastructure
Premier Wab Kinew said the province's decision to say no to large AI data centre projects has helped make room for investments like this one.
He called the expansion a "nation-building project" that strengthens both Manitoba's economy and Canada's defence network.
While planning is still underway, officials say the project could bring new investment, new jobs, and long-term growth to the city.

A Message From Modo Yoga

Exclusive Winnipeg Digest Discount to Finally Put Yourself First
Be honest. When was the last time you did something just for yourself?
Summer was supposed to be the season you finally got to it.
But the patios, the lake weekends, and a calendar that fills itself had other plans, and the one promise that keeps slipping is the one you made to yourself…
You'll start next week. Next month. Once things slow down.
But that quieter week never comes, and you stay sitting at the bottom of your own list.
So here's a better idea. Don't wait for the perfect time, and don't commit to a whole new routine. Just move when you can.
For a limited time, Modo Yoga is giving Winnipeg Digest readers a 5-class pass for just $50, good for 30 days.
No membership, no pressure, and it works at either Winnipeg studio. With more than 85 classes a week, you fit it around your life instead of the other way around.
Here's what you get:
45 to 60 minute Hot Yoga, Hot Pilates, and Athletic Conditioning classes
Classes running from 6 AM to 8 PM
Support for strength, flexibility, stress relief, and recovery
Your pick of the Waverley or Donald Street studio
Five classes are enough to try a few instructors, find a style you like, and see what fits your week.
So if you've been putting yourself last, this is your chance to change that. Grab your pass before it's gone.
P.S. Know someone who's been talking about getting more active? Share this with them and make a plan to go together!

Community Spotlight
A New Youth Mental Health Hub Just Opened in Portage la Prairie
As Men's Mental Health Month shines a spotlight on the importance of asking for help, Manitoba is expanding a resource designed to make that help easier to access for young people.
Portage la Prairie officially opened its new Huddle youth hub this week at 1200 Saskatchewan Ave. W., a fully renovated space offering free mental health, wellness, and social supports for anyone aged 12 to 29.
The hub is now open Tuesday through Friday from 9 a.m. to 8 p.m., and Saturdays from 11 a.m. to 7 p.m. Youth can self-refer, no referral needed.
Here's what youth can access:
Mental health support and primary care, with a nurse practitioner and counsellor on site
Peer and wellness coaches available for drop-in visits or scheduled appointments
Cultural programming, including Indigenous-led activities that reconnect youth with their heritage
Food, transportation assistance, and wraparound services for those who need practical support too
The Portage la Prairie location joins a growing network of Huddle youth hubs across Manitoba, all designed to give young people easier access to support, connection, and care in their own communities.
It's a big deal for Portage la Prairie, and another step toward making sure more young Manitobans have somewhere to turn when they need support.

City Updates
Free Football Program Expanding to Two More Winnipeg High Schools
Anyone with kids in sports knows how quickly the costs can add up…
Registration fees, equipment, transportation, and coaching can put organized sports out of reach for many families.
That's why the Manitoba government is investing $180,000 to expand a free youth football and mentorship program to more Winnipeg students.
After a successful pilot at Elmwood High School, the Blue Bomber Youth Football Initiative is now expanding to General Wolfe and Churchill high schools.
Here's what the program covers:
Up to 120 spots for boys and girls aged 13 to 14
All costs covered, including registration, equipment, coaching, and transportation
Mentorship and life skills built into the program alongside structured football training
The expansion builds on strong results from the pilot program, where more than 85% of participants had never stepped onto a football field before. By the end, organizers saw improvements in school attendance, student engagement, and confidence.
Football was the way in, but the skills they walked away with go far beyond the game.
Community Digest
Direct Flights From Winnipeg to Jamaica Are Coming This Winter
It hasn't exactly felt like summer lately. Between the rain and the cool days, a warm beach trip sounds pretty good right now.
And here’s good news: you can already start planning one to Jamaica.
Air Canada is bringing back nonstop flights between Winnipeg and Montego Bay, Jamaica this December, and if you're the type who likes to have a trip locked in before the cold even arrives, now's the time to look.
Here's what to know:
Route: Winnipeg (YWG) to Montego Bay (MBJ), nonstop
Start date: December 7, 2026
Flights operate: Sundays and Mondays
Season runs until: April 5, 2027
No connections, no layovers, just a straight shot to the Caribbean.
And winter travel dates tend to fill up quickly once booking season ramps up.
So if you or someone you know likes to start planning their winter escape months in advance, click the link below to check flight schedules as the seats won’t last long!
Click here: To check flights and book your winter getaway!
16 Events Happening in Winnipeg Worth Making Time for This Week

One of the best parts of summer in Winnipeg is how quickly the calendar fills up.
There's always something going on, and this week is no exception.
From concerts and festivals to markets, sports, and family-friendly events, we put together a list of some of the biggest events happening around Winnipeg this week.
A few highlights from the list:
Sakihiwe Festival takes over various venues across the city June 25 to 28 with performances, block parties, and cultural programming
Alleyways in the Exchange returns with local vendors, live performances, food, and community programming on June 26
Loveville Music Festival brings live cultural performances, workshops, and community programming to The Forks on June 26 and 27
WonderShow Carnival at IKEA Winnipeg runs June 26 to 28 featuring rides, games, food, and family fun
Plus 12 more events happening across Winnipeg this week!
Whether you're looking for something to do with the kids, a night out, or just a reason to get outside and see what's going on in the city, there's something on this list for you.
So don't let the week go by without making plans!

The Free Music Festival Taking Over Osborne This Saturday
It's free. Every last bit of it.
This Saturday, June 27, Osborne Village turns into one big party for Canadian Multiculturalism Day.
You can wander from stage to stage all day, follow whatever sound pulls you in, and never spend a dollar.
It all runs from noon until late, rain or shine, across 12+ venues, with 30+ artists from all over the world.
Here's a taste of what’s happening:
Live music from The OBGMS, Zrada, The Haileys, and 25+ more acts
Drumming, Bollywood, and salsa dance lessons for all ages at the Bell Tower
Live painting, basket weaving, a poetry slam, and craft workshops all over the Village
With this much packed into one day, the smart move is to map out your route first. See who's playing where, when, and what you don't want to miss.
📍 Osborne Village
📅 Sat, June 27
🎟 FREE
Click the link below to plan out one of the best FREE summer days in the heart of Winnipeg!
Events coming up this week:
This section includes only the major events happening soon. For a complete list of all events, you'll have to wait for future editions!
Alleyways in the Exchange | 6PM-10PM, June 26 (More Info)
Location: Artspace Drayway
Description: Explore curated markets, live performances, and hidden gems in the alleys of the Exchange District. Audio performances, an art lounge, and dance performances all against the backdrop of a National Historic Site in Winnipeg’s most walkable urban neighbourhood
Winnipeg Jets Draft Party | 6PM, June 26 (Tickets)
Location: Canada Life Centre
Description: Fans can be a part of the excitement of the 2026 NHL Draft at the Winnipeg Jets Draft Party at Canada Life Centre on Friday, June 26 when the Jets select the eighth overall pick.
Wondershow Carnival at IKEA Winnipeg | June 26-28 (Tickets)
Location: IKEA Parking Lot
Description: Rides, Games & Tons of Family Carnival Fun await you at the 2026 IKEA Family Fun Fair!
2026 Corydon Avenue Concert Series | June 26-27 (FREE)
Location: Cockburn St. South & Hugo St. North
Description: People come from all over Winnipeg to dance under the stars in Little Italy. Every night there will be live music by talented local musicians.
Loveville Music Festival 2026 | June 26-27 (Tickets)
Location: The Forks, CN Stage & Field
Description: Loveville brings together diverse communities to experience live cultural performances, interactive activities, workshops, and shared spaces that encourage learning, inclusion, and intercultural understanding.
Downtown Winnipeg Night Market | 2PM-10PM, June 26-27 (FREE)
Location: True North Square and Graham Ave.
Description: The Winnipeg Night Market is lighting up True North Square & Graham Ave. with bold street eats, local makers, music, and nonstop night vibes with a new cultural theme every week!
B2BCARSHOW & Off-Road Show | June 27 (More Info)
Location: Outlet Collection Winnipeg
Description: Get ready for a BIGGER and BETTER weekend in WINNIPEG! Bumper 2 Bumper Carshow and the Off-Road Show are coming in full force!
Bonnie Raitt: Live 2026 with Special Guest Jon Cleary | 7:30PM, June 27 (Tickets)
Location: Centennial Concert Hall
Description: Bonnie Raitt and her band will headline concerts on the West Coast of the US and across Canada performing songs from her enduring catalog.
Monster Trucks All Out | June 27 (Tickets)
Location: The Plaza at Red River Exhibition Park
Description: Experience all the high-flying, ground-pounding action as iconic Canadian Monster Trucks battle it out in nonstop competition. ROBOSHARK, BUCKING BRONCO, OUTFOXED, and the Canadian debut of T-REX!
Current Events: June 24th - 25th
Events marked with (Tickets / $) require advance purchase. Double-check dates before heading out!
Sports 🏀
Live Racing | 7:30PM, June 24 ($)
Location: Assiniboia Downs
Description: To the Downs! Horse racing, 140 VLTs and fabulous dining - it’s fun you can bet on!
Winnipeg Blue Bombers vs Edmonton Elks | 7:30PM, June 25 ($)
Location: Princess Auto Stadium
Victory Lane Speedway | June 25 ($)
Location: Victory Lane Speedway
Description: Victory Lane Speedway is a WISSOTA sanctioned track less than 10 minutes south of Winnipeg on Highway 75.
Community Fun🎆
WAG Wednesday Nights: Leonard Sumner Live | 5PM-9PM, June 24 (FREE)
Location: Winnipeg Art Gallery—Qaumajuq
Description: On stage he poetically sings awake the consciousness of audiences who may have been unaware of their slumber.
South Osborne Farmer’s Market | 4PM-8PM, June 24 (More Info)
Location: Lord Roberts Community Centre
Description: Join us for our weekly outdoor markets featuring 40+ food and craft vendors, food trucks, children’s activities, live music, local beer and more.
Jeudis Franco Thursdays | 5:30PM-11PM, June 25 (FREE)
Location: Saint-Boniface
Description: Jeudis Franco Thursdays is a vibrant cultural event series that takes place every Thursday from June to August in the St. Boniface quarter of Winnipeg, Manitoba.
Performance 🎭
Jesus Christ Superstar | June 24 - July 12 (Tickets)
Location: Rainbow Stage
Description: Having wowed audiences for over 50 years this rock opera follows the last week of Jesus’s life through the eyes of Judas Iscariot. Originally a 1970 concept album, the show is sung-through, meaning there is no spoken dialogue. It explores themes of fame, betrayal, and power, and is known for its contemporary approach to the biblical story.
Shakespeare in the Ruins presents - An Iliad | June 24 - July 5 ($)
Location: Trappist Monastery Provincial Heritage Park
Description: This searing, cheeky and moving adaptation of Homer’s epic poem The Iliad brings the ancient story of the Trojan War vividly into our time. A single poet conjures the fury of Achilles, the grief of Priam, the stolen Helen - whose beauty launched a thousand ships.
Shakespeare in the Ruins presents - As You Like It | June 24 - July 5 ($)
Location: Trappist Monastery Park
Description: One of Shakespeare’s greatest comedies; in As You Like It, you get love-at-first-sight, banishment, an incognito heroine, and a groovy jazz bar where all the cool cats hang!
WSO - Symphony in the City Series | June 24-28 (FREE)
Location: Various Venues
Description: From June 24th-28th, WSO musicians will be popping up across the city in small ensembles for casual, outdoor performances.
Can’t Buy me Love – The Beatles Forever | June 25, 27 & 28 ($)
Location: Destination Dinner Stage
Description: It’s the swinging ’60s! Step back into the halls of “Liverpool High”, where four lads with mop-top dreams are about to shake up the school talent show. Four students form a band to impress their crushes, two exchange students, all the way from Winnipeg Manitoba, Canada.
Comedy❗
Ola Dada | June 24-27 ($)
Location: Rumor's Restaurant and Comedy Club
Description: Nigerian-born and Vancouver-based comedian Ola Dada has made quite the name for himself across Canada as one of its most sought out rising stars.
Special Events🥂
Downtown Farmers’ Market | 10AM-2PM, June 25 (FREE)
Location: Along Graham Avenue
Description: The Downtown Winnipeg BIZ’s popular Outdoor Farmers’ Market has been bringing local food and goods downtown for more than 13 years.
sākihiwē festival 2026 | June 25-28 (More Info)
Location: Various venues
Description: The 17th annual sākihiwē festival, set for June 25 - 28, will include a ticketed concert at The Park Theatre on Thursday night.
Broadway Pop Up Market | 10AM-2PM, June 25-26 (FREE)
Location: 387 Broadway Ave
Description: Pop Up Market coming to Broadway! Come shop for baked goods, food truck yummies, clothing, jewelry, toys, house decor, and more! We will be inside and outdoors.
Music 🎵


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

