What's Happening: Windsor

Ovin Funding Programs Information Session, Windsor

Date: Wednesday, January 21, 2026
Time: 9:30 am – 12:00 pm
Location: 167 Ferry St
Summary: Join us for an information session, and learn how Ontario Vehicle Innovation Network can support your company!

Windsor Spitfires vs. Kitchener Rangers

Date: Wednesday, January 21, 2026
Time: 7:05 pm
Location: WFCU Centre
Summary: Catch two top OHL teams in action as the Spitfires face off against the Rangers at the WFCU Centre. Don’t miss the energy, talent, and great hockey.

Innovation Blueprint: Windsor

Date: Thursday, January 22, 2026
Time: 5:30 pm – 7:00 pm
Location: Windsor Hall
Ticket Price: Free
Summary: Join us for an informative hour of entrepreneurial insights and inspiration! Learn about the power of a growth mindset and how it can fuel your entrepreneurial journey. Uncover the key steps to defining the problem your idea solves and describing the value it delivers. .

Wandering Through The Woods, Watercolor Class

Date: Friday, January 23, 2026
Time: 6:30 pm – 8:00 pm
Location: Expressive Brush Art Studio
Ticket Price: $40 + HST
Summary: Learn to paint watercolor trees using simple shapes, flowing washes, and layering techniques to create depth, texture, and nature scenes

Windsor Spitfires vs. Flint Firebirds

Date: Friday, January 23, 2026
Time: 7:05 pm
Location: WFCU Centre
Summary: Catch two top teams in action as the Spitfires face off against the Firebirds at the WFCU Centre. Don’t miss the energy, talent, and great hockey.

Brian Byrne And No Coma. The I Mother Earth Era. Stories And Songs

Date: Friday, January 23, 2026
Time: 8:00 pm – 1:00 am
Location: Lion's Head Tavern
Ticket Price: $25 + HST
Summary: Join Brian Byrne & No Coma for an epic night celebrating I Mother Earth's era with stories & songs live!

Lee Valley Tools Windsor Store - Make A Jewellery Box

Date: Saturday, January 24, 2026
Time: 10:00 am – 3:00 pm
Location: 3009 Howard Ave
Ticket Price: $50
Summary: Learn how to follow a cutting plan, use a handsaw and join sections with glued butt joints as you create a wooden jewellery box.

Wolfhead Distillery Tours

Date: Saturday, January 24, 2026
Time: 1:00 pm & 3:00 pm
Location: Wolfhead Distillery
Summary: Get an exclusive behind-the-scenes look at our den, where we craft award-winning whisky, vodka, and gin.

SOLD OUT The Brand Social

Date: Saturday, January 24, 2026
Time: 11:00 am – 2:00 pm
Location: 3390 Walker Rd
Summary: Level up your brand with Windsor’s pros. Matcha, brunch, music, and meaningful networking. The Brand Social, Jan 24, 11–2 at Jump Realty.

Windsor Express V.S. Kitchener Waterloo Titans

Date: Saturday, January 24, 2026
Time: 4:00 pm – 7:00 pm
Location: WFCU Centre
Summary: Bring out the whole family to see the Express take on one of their top competitors in the Titans at the WFCU Centre!

Dreamgirls: A Tribute to Donna Summer Dinner Show

Date: Saturday, January 24, 2026
Time: 6:00 pm – 11:00 pm
Ticket Price: $75 + fees
Location: Chrysler Theatre
Summary: Karen Durrant is world class entertainer & widely considered the world’s #1 Tina Turner impersonator, and has performed for audiences in excess of 10,000 people, as well as having firmly established herself as one of the most sought-after tribute artists in the world, entertaining in the finer Casino show rooms in North America, sold out Concert venues, and numerous corporate events.

The Refiner's Fire || Youth Prayer Summit

Date: Saturday, January 24, 2026
Time: 6:00 pm – 8:00 pm
Location: African Village Africain
Summary: Ignite your faith and connect with amazing youth at The Refiner’s Fire Prayer Summit—feel the power live!

Windsor Symphony Orchestra presents Beauty and the Beat

Date: Saturday, January 24, 2026
Time: 7:30 pm – 9:30 pm
Location: Capitol Theatre Windsor
Summary: Canadian composer Jordan Pal’s edgy Upwell – described as the natural process that lifts nutrient-rich waters to the surface and fuels new life and growth

Board Game Sunday

Date: Sunday, January 25, 2026
Time: 2:00 pm – 5:00 pm
Location: North 42 Degrees Estate Winery
Summary: Sundays are the ultimate fundays at North 42 Degrees Estate Winery!

Speed Dating In South Windsor

Date: Sunday, January 25, 2026
Time: 5:30 pm – 7:30 pm
Location: Kelseys Original Roadhouse
Summary: Speed Dating. Ages 24-45. Ring in the new year with great energy, real conversations, and make new connections with like minded individuals in a relaxed speed dating event hosted by Real Connections Social. Whether you're new to the dating scene or still looking for the right person, this casual event is the perfect way to connect face-to-face.

Aurora'S Marvel-lous Drag Extravaganza

Date: Sunday, January 25, 2026
Time: 7:30 pm – 10:00 pm
Location: Chapter Two Brewing Company
Summary: Calling all comic nerds for this one night only drag tribute to marvel comics, movies, TV, & more.

Culturally Inappropriate | Stand Up Comedy Tour | 2025

Date: Sunday, January 25, 2026
Time: 8:00 pm – 10:00 pm
Location: Meteor
Ticket Price: $25 + HST
Summary: The “Culturally Inappropriate” Tour hits Windsor! Sharp, silly stand-up on culture & life with comics seen on JFL, CBC & more.

Hamoodi Live Comedy At Tipsy Toucan

Date: Sunday, January 25, 2026
Time: 8:00 pm – 9:30 pm
Location: The Tipsy Toucan
Summary: ONE NIGHT ONLY — Hamoodi (TheFob4), viral favourite with sold-out shows nationwide comes to Windsor! Hamoodi, aka TheFob4, hilarious takes on immigrant life and cultural clashes have resonated with Canadians vaulting him into a standup career where he’s sold-out theatres in major cities. His skits mix humor with relatable insights, especially for diaspora communities

Div/De: A Multipliedbyone Fundraiser

Date: Monday, January 26, 2026
Time: 8:00 pm – 10:00 pm
Location: The Mans Shop - Barbershop Bar
Summary: Join Puppy Love, Majesty the King, Remedy Cures and the newly infected Vyrus for a good, wholesome time fundraising for MultipliedByOneOrg!

The Harlem Globetrotters 100 Year Tour

Date: Tuesday, January 27, 2026
Time: 5:00 pm – 10:00 pm
Location: WFCU Centre
Summary: This is a once-in-a-century celebration of 100 Years of Jaw-Dropping “No Way!” moves, 100 Years of “Wow!” and 100 Years of Heart-Pounding Thrills!

From gravity-defying dunks to game-changing tricks, experience the team that redefined basketball!