Windsor Arts Events

Dave Merheje-Summer Edition LIVE Comedy At Tipsy Toucan (July 31st)

The Tipsy Toucan 31 Jul 2026

Taylor - A Tribute to the Eras Of Taylor Swift

Chrysler Theatre 10 Jul 2026

LiUNA!625 Family Father's Day Extravaganza

SportsPlex Fitness St. Clair College 20 Jun 2026

2026 Electric Avenue International Jazz Festival

WindsorEats 3 Jul 2026

Rock the Walk Fashion & Live Music Celebration

St. Clair College Centre for the Arts 13 Jun 2026

Windsor International Black Film Festival

353 Freedom Way, Windsor, ON N9A 0C7, Canada 13 Aug 2026

Keesha Brownie LIVE Comedy At Tipsy Toucan (June 27th)

The Tipsy Toucan 27 Jun 2026

Walkerville Art Walk

Wyandotte Street East 18 Jul 2026

13th Annual Handmade Christmas Extravaganza "THE BIG ONE”

Events Held At: 8787 McHugh Ave, Windsor, ON, Canada, Ontario N8S 0A1 27 Nov 2026

Mystic Garden Music Festival 2026

1250 Langlois Ave, Windsor, ON, Canada 11 Jul 2026

SYNC

Festival Plaza Park 17 Jul 2026

1999 The Ultimate Prince Experience

The Chrysler Theatre 10 Jul 2026

Taste of Walkerville

Wyandotte St E, Windsor, ON, Canada 12 Sep 2026

Foreign Journey in Windsor

The Chrysler Theatre 19 Sep 2026

Jeremy Dobski LIVE Comedy At Tipsy Toucan (July 25th)

The Tipsy Toucan 25 Jul 2026

Night Fever & Forever Young in Windsor

Capitol Theatre Windsor 4 Jul 2026

The Bridge: DETROIT Edition LIVE Comedy At Tipsy Toucan (July 11th)

The Tipsy Toucan 11 Jul 2026

1999 - The Ultimate Prince Experience

Chrysler Theatre 9 Jul 2026

WIFF Under the Stars - FREE Outdoor Movies

421 Riverside Dr W, Windsor, ON N9A 7J1, Canada 12 Jun 2026

Armin Arbabi LIVE Comedy At Tipsy Toucan (Aug 22nd)

The Tipsy Toucan 22 Aug 2026

Hassan Phills: Live in Windsor

Windsor Laughs Comedy Club at The Tipsy Toucan 20 Nov 2026

Opportunity Bridal - Wedding Dress Sale - Windsor

Giovanni Caboto Club 14 Mar 2026

Beatlemania at Chrysler Theatre

Chrysler Theatre 3 Oct 2026

The Summoning 2026

St. Clair College 18 Jul 2026

PRIDElesque

The Well Windsor 26 Jun 2026

Jeff Leeson at Chrysler Theatre

Chrysler Theatre 23 Oct 2026

Strings: A Marionette's Tale

Capitol Theatre 19 Jun 2026

Julie Doiron / Carson McHone at Meteor

Meteor 22 Jun 2026

Summer Nights Paint & Sip

Art Windsor-Essex 30 Jul 2026

TULUM VIBES!

ekō 2 Aug 2026

Week 3: 2026 Summer Art Camp

Art Windsor-Essex 17 Aug 2026

Summer Nights Paint and Sip

Art Windsor-Essex 2 Jul 2026

RIDE THE CYCLONE by Korda

2520 Seminole St, Windsor, ON, Canada, Ontario N8Y 1X4 12 Jun 2026

Breakthrough T1D Walk - Windsor

Malden Park Windsor 14 Jun 2026

Henry Sir: Live In Windsor

Windsor Laughs Comedy Club at The Tipsy Toucan 24 Sep 2026

Windsor Pop Up Wedding Dress Sale

Giovanni Caboto Club 2175 Parent Ave, Windsor, ON 28 Jun 2026

AWE Summer Day Camps

Art Windsor-Essex 21 Jul 2026

Week 1: 2026 Summer Art Camp

Art Windsor-Essex 27 Jul 2026

Bed By 10pm - Windsor

Prototype 19 Sep 2026

UWindsor’s Head Start Orientation | Summer 2026

401 Sunset Ave, Windsor, ON, Canada, Ontario N9B 3P4 3 Jul 2026

Summer Solstice Drum Circle 2026

Lanspeary Park 21 Jun 2026

The Bridge: DETROIT Edition LIVE Comedy At Tipsy Toucan (Nov 14th)

The Tipsy Toucan 14 Nov 2026

WINDSOR HIP HOP FESTIVAL 2026

Atkinson Park 8 Aug 2026

SUMMER CODING CAMP

3200 Woodland Ave, Windsor, ON, Canada, Ontario N9E1Z5 29 Jun 2026

Week 2: 2026 Summer Art Camp

Art Windsor-Essex 10 Aug 2026

AWE Summer Nights - Sip & Paint 🎨🖌️🍸

401 Riverside Dr. W., Windsor, ON, Canada, Ontario N9A 7J1 2 Jul 2026

20s & 30s - Paint Your Match Speed Dating Event

1009 Drouillard Rd #2 24 Jun 2026

Drawing with Charcoal with Talysha Bujold-Abu

Art Windsor-Essex 23 Jul 2026

Foxwarren at Meteor

Meteor 7 Jul 2026

Glow Up — A Pride Paint Night ✨

1009 Drouillard Rd #2 10 Jun 2026

The House Party: HipHop O.G's and NEXGEN Legends

JJ's 31 Jul 2026

MOSAIC CLASSES IN WINDSOR: TURKISH MOSAIC LAMP WORKSHOP

Best Western Plus Waterfront Hotel- Ontario Room 17 Jan 2026

O Re Piya Semi-Classical Dance Workshop with Shubhu

Cathy's Dance Studio Inc 18 Jul 2026

The Pet by Shane Nelson

The Shadowbox Theatre 2 Oct 2026

Lost Charm / Sunforger / No Saviors at Meteor

Meteor 10 Jul 2026

True North Voices

Capitol Theatre Windsor 3 Jul 2026

Summer Art Camp Week of July 27 - 31

Expressive Brush Art Studio 27 Jul 2026

Wildflower Wine Glasses Sip & Paint

Eastwood’s Grill & Lounge 30 Jun 2026

Summer Art Camp Week of July 13-17

Expressive Brush Art Studio 13 Jul 2026

Summer Art Camp Week of August 10 -14

Expressive Brush Art Studio 10 Aug 2026

Pottery Summer Art Camp Week of August 17-21

Expressive Brush Art Studio 17 Aug 2026

Windsor-Rainbow Harmony Dot-Painting Workshop

Walkerville Brewery 28 Jun 2026

Blue Skies: Acrylic Painting Workshop

Expressive Brush Art Studio 1 May 2026

Glass Vase Painting Workshop

Expressive Brush Art Studio 10 Jun 2026

Fairy Door Wall Art Workshop Mixed Media Nature Craft

Expressive Brush Art Studio 2 May 2026

Windsor Author Event with Sadiqa de Meijer, Blair Trewartha, & Andre Narbonne

Biblioasis Bookshop 10 Jun 2026

Tales of the Screaming Tunnel - Windsor Launch

Storytellers Book Store 20 Jun 2026

Painting on wine glasses

The Bistro At The River 30 Jul 2026

ABBA Revisited

Chrysler Theatre 25 Sep 2026

Broadway Night / BRC Theatre Co. Fundraiser

Sho Art, Spirit & Performance 13 Jun 2026

M**der Mystery Paint Night

1009 Drouillard Rd #2 16 Jun 2026

Improv for Youth

The Shadowbox Theatre 14 Jun 2026

Ya Gotta Have Art 4

Sho Art, Spirit & Performance 12 Jun 2026

Spring Green Trees Landscape Acrylic Painting Class

Expressive Brush Art Studio 13 Mar 2026

Summer Art Camp 2026 July 6-10, Ages 5 to 12

Expressive Brush Art Studio 6 Jul 2026

Card Board Game Night

103B - 1501 Howard Ave (Howard and Shepherd), Windsor, ON, Canada, Ontario N8X3T5 15 Jun 2026

Mermaid Under the Water, Acrylic and Mixed Media on Canvas

Expressive Brush Art Studio 18 Apr 2026

Mandala Mirrorwork Painting

Sandwich Brewing Company 13 Jun 2026

'Because I'm A Photographer' - A Photo Exhibition

Arts Speak 18 Jun 2026

Wit by Margaret Edson

The Shadowbox Theatre 4 Dec 2026

Reiki Level I (Usui First Degree)

White Feather Holistic Arts 12 Jul 2026

An Echo of the Soul by Barry T. Brodie

The Shadowbox Theatre 19 Jun 2026

Improv: Next Steps

The Shadowbox Theatre 14 Jun 2026

Countryside Landscape Acrylic Painting Class

Expressive Brush Art Studio 3 Apr 2026

Textured Green Tree Acrylic Painting Workshop

Expressive Brush Art Studio 14 Mar 2026

Greedy Gallery Gals

Sho Art, Spirit & Performance 24 Jun 2026

Walking Through the Cherry Blossoms – Acrylic Painting Class

Expressive Brush Art Studio 14 Mar 2026

Spirit Animal Connections: Turtle

1350 Ottawa Street, Windsor, ON, Canada, Ontario N8X 2E8 8 Jul 2026

Resurrection: Recent Works by Gene Lotz

Sho Art, Spirit & Performance 20 Jun 2026

Grant Writing® 1 Day Expert-Led Masterclass in Windsor | Wisdom Hub

Venue will be announced shortly. 23 Jun 2026

Plaster Molding and Clay Class - for Teens and Adults

Expressive Brush Art Studio 17 Apr 2026

Textured Pink Roses, Acrylic and Mixed Media on Canvas

Expressive Brush Art Studio 6 Feb 2026

Splatter Paint - Abstract Expressionism Painting Class for Adults

Expressive Brush Art Studio 19 Aug 2022

Zentangle®-Inspired Art (ZIA) Class - Zentangle PrintZ

#2-1156 Wyandotte Street East, Windsor, ON, Canada, Ontario N9A 3K2 22 Jun 2026

Laurel Storey, CZT®'s 10th CZT Anniversary Celebration!

#2-1156 Wyandotte Street East, Windsor, ON, Canada, Ontario N9A 3K2 29 Jun 2026

Textured White Flower, Acrylic and Mixed Media on Canvas

Expressive Brush Art Studio 11 Dec 2025

Tarot Readings With Psychic-Intuitive Tracey Rogers

1350 Ottawa Street, Windsor, ON, Canada, Ontario N8X 2E8 28 May 2026

Textured Abstract Painting Class

Expressive Brush Art Studio 18 Oct 2025

Playwriting 2: Creating Memorable Scenes

The Shadowbox Theatre 4 Oct 2026

Reiki Share Facilitated by Tracey Rogers

White Feather Holistic Arts 10 Jun 2026