St. Clair Culinary Program – Soup Kitchen

Date: Wednesday, January 14, 2026
Time: 11:00 am – 2:00 pm
Location: Chrysler Theatre
Summary: Come join us for a wonderful lunch of exquisite soups prepared by our St Clair Chefs and the Culinary Program students. Program students.

Trivia League at Banded Goose Brewing Co.

Date: Wednesday, January 14, 2026
Time: 7:00 pm
Location: Banded Goose Brewing Co.
Summary: Gather your flock for the Winter Trivia League at Banded Goose!

SOLD OUT OnStage: A Taste of Italy

Date: Thursday, January 15, 2026
Time: 7:30 pm – 8:30 pm
Location: Capitol Theatre Windsor
Summary: The works of Albinoni, Vivaldi, Torelli, and Scarlatti offer a delightful taste of Italy!

SOLD OUT OnStage: A Taste of Italy

Date: Friday, January 16, 2026
Time: 11:00 am – 12:00 pm
Location: Capitol Theatre Windsor
Summary: Enjoy your morning coffee on stage with music and the WSO!

Wedding Extravaganza Show 2026

Date: Friday, January 16, 2026
Time: 5:00 pm – 9:00 pm
Location: Caboto Club
Summary: Get ready for the ultimate Wedding Show in Windsor Ontario in January 2026. Saving gas, time & money is the icing on the cake.

Bingo, Burlesque, Trivia, Rope @ Meteor

Date: Friday, January 16, 2026
Time: 6:30 pm – 9:30 pm
Location: Meteor
Summary: Flex your mental muscles to win advlt toys for all bodies and parts. It's the sx education you wish you got in sch0ol... with a twist. Wink!

Learn how to Paint with Watercolors, Adults and Teens Classes

Date: Friday, January 16, 2026
Time: 6:30 pm – 8:00 pm
Location: Expressive Brush Art Studio
Ticket Price: $42.39
Summary: Watercolor painting is a great hobby to boost your creativity and artistic skills. Great option for beginners. No experience necessary.

Invite your Friends & Family for a Creative Friday Night out.Learn to paint expressive watercolor trees using simple shapes, flowing washes, and layering techniques to create depth, texture, and natura

Windsor Express V.S. Sudbury Five

Date: Friday, January 16, 2026
Time: 7:00 pm – 10:00 pm
Location: WFCU Centre
Summary: Come show your support at the WFCU Centre as the Express look to take a big victory over the Sudbury Five!

Andrew Santino: Live

Date: Friday, January 16, 2026
Time: 8:00 pm – 10:00 pm
Location: The Colosseum at Caesars Windsor
Summary: Don't miss Andrew Santino, live at Caesars Windsor

Mosaic Classes In Windsor: Turkish Mosaic Lamp Workshop

Date: Saturday, January 17, 2026
Time: 10:00 am – 8:30 pm
Location: Best Western Plus Waterfront Hotel- Ontario Room
Summary: Join our 2.5-hour Windsor Turkish Lamp Workshop for a unique craft experience. Create your own lamp and take it home. Book Now!

Check website for available time slots.

Wolfhead Distillery Tours

Date: Saturday, January 17, 2026
Time: 1:00 & 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.

$uper $tars

Date: Saturday, January 17, 2026
Time: 2:00 pm
Location: The Bank Theatre
Ticket Price: $15
Summary: A tribute to the world's best performers by some of the best loved and local performers in Essex County!

Concerts by Candlelight – Coldplay & Imagine Dragons / Taylor Swift

Date: Saturday, January 17, 2026
Time: 6:30 & 8:30 pm
Location: Our Lady of Assumption Church
Summary: Candlelight concerts bring the magic of a live, multi-sensory musical experience to awe-inspiring locations like never seen before in Windsor.

• 6:30pm - Coldplay & Imagine Dragons
• 8:30pm - Taylor Swift

$uper $tarz

Date: Sunday, January 18, 2026
Time: 2:00 pm
Location: The Bank Theatre
Ticket Price: $15
Summary: A tribute to the world's best performers by some of the best loved and local performers in Essex County!

Board Game Sunday

Date: Sunday, January 18, 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!

No More A Stranger

Date: Sunday, January 18, 2026
Time: 3:00 pm – 4:00 pm
Location: Mackenzie Hall Cultural Centre
Summary: A Recital of Spiritual Folksongs

SOLD OUT Brutal Comedy Tour Live At Tipsy Toucan (Jan 17Th)

Date: Sunday, January 18, 2026
Time: 8:00 pm – 9:30 pm
Location: The Tipsy Toucan
Summary: The Brutal Comedy Tour delivers unfiltered, painfully funny stand-up across Canada co-headlined by Greg Palone and Ben Albert.

Headlined by Greg Palone (YukYuks, CBS, JFL, SiriusXM) & Ben Albert (40M+ Views on Tiktok, Kill Tony). Canada's most unfiltered stand-up. High-energy, brutally honest, and zero boundaries. Get ready to laugh until it hurts!

Montreal Comedy Takeover - Windsor

Date: Sunday, January 18, 2026
Time: 8:00 pm – 9:30 pm
Location: The Manchester Bar
Ticket Price: $20 online - $25 at the door
Summary: Windsor! Come laugh with some of the best comics coming out from Montreal! Live at The Manchester Bar!

Windsor, get ready to laugh! Montreal’s comedy scene is invading The Manchester Bar on Saturday January 17 with a power-packed lineup of comedians who know how to bring the house down. Join us for a night filled with sharp wit, hilarious stories, and all the good vibes you can handle.

One Helluva Drag Show

Date: Sunday, January 18, 2026
Time: 8:00 pm – 10:00 pm
Location: Chapter Two Brewing Company
Summary: Subrina Kink & Aurora Boré Alice bring you an incredible drag tribute to the world of Hazbin Hotel & Helluva Boss