Events
Your guide to what’s happening in the Windsor region!
Sat Oct 17 | 12:00 pm - 6:00 pm
The Drawing Clinic | Ongoing
Artcite
Visual Arts
Experience Sarah Mihara Creagen’s The Drawing Clinic, an interactive exploration of chronic illness, medical systems and the experience of receiving an IV infusion. During one-on-one appointments, Creagen creates a sumi ink drawing using IV equipment while speaking with each participant, who receives the finished work afterward. Make your personal appointment at artciteinc.ca
Sun Oct 25 | 12:00 pm - 9:00 pm
Above 2026 | Ongoing
Artspeak Gallery
Visual Arts
Above 2026, featuring a new collection of paintings by local artist Colleen Melody. Author and visual artist Susanna Suchak will lead a poetry workshop inspired by the exhibition, inviting visitors to respond to the artworks through their own writing. Artist Welcome Reception: Oct 25, 4-7pm Closing Reception: Oct 31 6-9pm Poetry Workshops: Oct 25, 4-7pm Oct 28, 2-3:30pm Oct 28, 7-8:30pm
Thu Oct 29 | 8:00 am - 11:30 pm
WIFF Day 1
Capitol Theatre
Film
Some of today's featured WIFF picks include: 9AM - CALLE MÁLAGA 1:15PM - TEST 6PM - PAPER TIGER 8:30PM - JOSEPHINA 9PM - SOMEONE"S DAUGHTER Full film schedule and tickets available at WIFF2026.COM
Sat Oct 31 | 6:00 pm - 8:30 pm
Evil Dead: The Musical
KordaZone Theatre
Theatre
A hilarious and blood-soaked musical adaptation of the cult Evil Dead films, following Ash and a group of college students trapped in a demon-infested cabin in the woods. Featuring outrageous comedy, over-the-top gore, and a live “Splatter Zone,” this horror musical spectacle is directed by Joey Wright.
Sat Oct 17 | 12:30 pm - 9:00 pm
Jazz & Blues Festival
Royal Canadian Legion Branch 644 — Ambassador and Walkerville
Music
Come and enjoy some smooth Jazz and some cool Blues through a Saturday afternoon and support the great programs the Royal Canadian Legion provides for our Canadian veterans! Legion kitchen and bar will be open with food and drink specials. Hope to see you there!
Sat Oct 17 | 1:00 pm - 4:00 pm
Family Studio: Acrylic Pumpkins with Nora Harvey
Art Windsor-Essex (AWE)
Visual Arts
Paint a vibrant fall pumpkin with textured brushstrokes and colour using provided watercolours, acrylic paint and pastels. Drop in between 1–4 p.m.; open to all, with no experience necessary.
Sat Oct 17 | 2:00 pm - 4:00 pm
Sarah Mihara Creagen: The Drawing Clinic Reception
Artcite
Visual Arts
The Drawing Clinic is an interactive public performance drawing from personal experiences of chronic illness through Crohn’s Disease, exploring roles within the medical system, and the container of time created through the emptying of medication IV bags during an infusion appointment. Following this opening reception event, one-on-one appointments will be available during the exhibition run through Nov 21. Attendees of this unique workshop will receive a sumi ink IV drawing in exchange for their participation and conversation. Please note that masks will be required in the gallery, and available for free during your visit.
Sat Oct 17 | 2:00 pm - 4:30 pm
Dear Evan Hansen
Capitol Theatre
Theatre
Arts Collective Theatre presents the musical Dear Evan Hansen, with music and lyrics by Benj Pasek and Justin Paul and book by Steven Levenson.
Sat Oct 17 | 6:00 pm - 7:30 pm
Ben Albert: Live Stand Up Comedy
Tipsy Toucan
Comedy
Ben Albert brings sharp, high-energy stand-up to Windsor Laughs.
Sat Oct 17 | 7:00 pm - 8:30 pm
Hassan Chaudhry Stand-Up Comedy
Meteor
Comedy
Get ready for an unforgettable night of laughter with Hassan Chaudhry at METEOR. Bringing his unique perspective, sharp observations, and energetic storytelling to the stage, Hassan delivers a comedy experience filled with relatable moments, unexpected punchlines, and plenty of laughs. Come out for a fun night of live stand-up, good vibes, and great company.
Sat Oct 17 | 7:00 pm - 10:00 pm
Scholarships in Motion: Hustle for a Cause
Mackenzie Hall Cultural Centre
Dance
A 70s-themed dance celebration led by hustle instructor Kewi Williams, supporting Hour-A-Day Study Club scholarships.
Sat Oct 17 | 7:30 pm - 9:30 pm
Sandwich Town Ghost Tour with Robert Tymec
Sandwich Brewing Co.
Community
Start at Sandwich Brewing Co. for a guided walk through Sandwich Town with storyteller Robert Tymec, blending local history and ghost tales. A drink is included; children attend free with a paid adult.
Sat Oct 17 | 8:00 pm - 10:00 pm
Fleetwood Mac Mania
The Chrysler Theatre (St Clair College of the Arts)
Music
A live concert experience celebrating decades of classic songs and performances, recreating the sound and atmosphere of Fleetwood Mac and Stevie Nicks.
Sat Oct 17 | 8:00 pm - 10:00 pm
Dear Evan Hansen
Capitol Theatre
Theatre
Arts Collective Theatre presents Dear Evan Hansen, the acclaimed contemporary musical exploring loneliness, mental health, and the desire for connection in a disconnected world. Centered on a teenager whose private struggles spiral into a larger situation, the production examines family, grief, honesty, and the complicated need to feel seen and understood.
Sat Oct 17 | 8:00 pm - 10:30 pm
Evil Dead: The Musical
KordaZone Theatre
Theatre
A hilarious and blood-soaked musical adaptation of the cult Evil Dead films, following Ash and a group of college students trapped in a demon-infested cabin in the woods. Featuring outrageous comedy, over-the-top gore, and a live “Splatter Zone,” this horror musical spectacle is directed by Joey Wright.
Sat Oct 17 | 8:00 pm - 2:00 am
Diablerie Vampire Ball
Water’s Edge Event Centre
Dance
Diablerie Vampire Ball is a captivating event where a decommissioned church in Windsor Ontario is transformed into a vampire court. It's a unique experience where venetian masquerade meets rock concert energy and burlesque cabaret elegance. Join us for an unforgettable night and let us bring your wildest fantasies to life.
Sat Oct 17 | 8:00 pm - 10:00 pm
The Pet by Shane Devon Nelson
The Shadowbox Theatre
Theatre
Experience the world premiere of a brand new work of psychological horror this spooky season with 'The Pet' by Shane Devon Nelson, only at The Shadowbox Theatre! Winner of the 2025 Windsor-Essex Playwriting Contest, 'The Pet' is an eerie and atmospheric theatrical endeavour unlike anything ever staged in Windsor-Essex... and an experience you will never forget
Sat Oct 17 | 8:00 pm - 11:00 pm
Windsor Laughs: Murder Mystery at Walkerville Brewery
Walkerville Brewery
Comedy
[SOLD OUT] A stand-up comedy showcase with an interactive whodunit. Doors 7:30 p.m.; show 8 p.m.
Sat Oct 17 | 8:00 pm - 10:00 pm
Standup Comedy at Sidelines
Sidelines Sports Bar & Grill
Comedy
A monthly stand-up comedy show at Sidelines Sports Bar & Grill. Cash admission is available at the door.
Sat Oct 17 | 8:00 pm - 9:30 pm
Ben Albert: Live Stand Up Comedy
Tipsy Toucan
Comedy
Ben Albert brings sharp, high-energy stand-up to Windsor Laughs.
Sat Oct 17 | 9:00 pm - 12:00 am
Soul City Presents: LIVE at Phog Lounge
Phog Heads
Music
Come out and enjoy a night of music brought to you by Soul City Co-Op featuring Mike Hargreaves, DEVES and MzTf (Tiffany Budway).
Sat Oct 17 | 9:00 pm - 2:00 am
Cevilain, Nakedburn & RSD
The Cherry Rock Lounge
Music
Cevilain brings their October Tour to The Cherry Rock Lounge alongside Nakedburn and RSD. Doors 9 p.m.; show 10 p.m. 19+.
Sat Oct 17 | 9:00 pm - 12:00 am
R.Y.O.T. for Charity Pre-Halloween Bash
Meteor
Music
This year we are hosting the event as a Halloween costume party with a cash prize of $100 for the winning audience chosen costume. Join us for the 3rd Annual R.Y.O.T. For Charity, a special community event dedicated to making a difference for families in need. Each year, Ryot for Charity brings people together to raise funds and awareness for the Ronald McDonald House of Windsor, an organization that provides comfort, support, and a home-away-from-home for families with children receiving medical care. This year’s event continues our tradition of community, generosity, and fun, all while supporting an incredible cause. Through donations, activities, and the support of our amazing attendees and sponsors, we aim to raise vital funds that help Ronald McDonald House continue providing meals, lodging, and support services to families during some of their most challenging times.
Sat Oct 17 | 10:00 pm - 11:30 pm
Ben Albert: Live Stand Up Comedy
Tipsy Toucan
Comedy
Ben Albert brings sharp, high-energy stand-up to Windsor Laughs.
Sun Oct 18 | 2:00 pm - 4:00 pm
Dear Evan Hansen
Capitol Theatre
Theatre
Arts Collective Theatre presents Dear Evan Hansen, the acclaimed contemporary musical exploring loneliness, mental health, and the desire for connection in a disconnected world. Centered on a teenager whose private struggles spiral into a larger situation, the production examines family, grief, honesty, and the complicated need to feel seen and understood.
Recurring Events
Be a regular. It’s worth it.
