What's Happening: Windsor

Executor Workshop

Date: Wednesday, September 09
Time: 10:00 am – 3:00 pm
Location: Windsor Chapel Funeral Home (Banwell Location)
Tickets: Free
Summary: Join our FREE seminar to learn about final wills and Power of Attorney, Estate and Cemetery Planning and much more.

On the Wall, Off the Wall 3

Date: Thursday, September 10 – Sunday, September 27
Time: 8:00 am
Location: Gibson Gallery
Summary:

Thiessen Orchards Opening Day

Date: Thursday, September 10
Time: 10:00 am
Location: Thiessen Apple Orchards
Summary: Mark your calendars, Thiessen Orchards opens on September 10th!

Roots and Routes: A History of Serbian Migration to Windsor

Date: Thursday, September 10
Time: 6:00 pm
Location: Serbian Heritage Museum
Summary: The Serbian Heritage Museum is proud to present our newest exhibit, “Roots and Routes: A History of Serbian Migration to Windsor”.

Nelly Returns to The Colosseum Stage

Date: Thursday, September 10
Time: 8:00 pm
Location: The Colosseum at Caesars Windsor
Summary: Don’t miss Nelly as he returns to the Colosseum Stage at Caesars Windsor!

216th Anniversary of Mexico’s Independence Celebration

Date: Friday, September 11
Time: 2:00 pm
Location: Pelee Island Winery
Summary: Join us on September 11th for an unforgettable afternoon as we celebrate the 216th Anniversary of Mexico’s Independence with the traditional “Grito” civic ceremony presided over by the Consul of Mexico in Leamington!

Halloween Event Guide

Date: Friday, September 11 – Sunday, November 01
Time: 5:00 pm
Location: None
Summary: Get ready for a thrilling Halloween season in Windsor Essex!

Leamington Waterfront Market Nights

Date: Friday, September 11
Time: 5:00 pm
Location: Leamington Waterfront Market Plaza
Summary: Enjoy an evening by Lake Erie as Waterfront Market Nights makes its debut

Impact 2.0

Date: Friday, September 11 – Saturday, September 12
Time: 6:00 pm – 9:30 pm
Location: 405 Victoria Ave
Tickets: Free
Summary: Get ready to level up your game and make some serious moves at IMPACT 2.0!

Last Call Before Fall – Local Food & Drink Festival

Date: Friday, September 11 – Saturday, September 12
Time: 6:00 pm – 12:00 am
Location: Event Centre at LaSalle Landing
Summary: This end-of-summer celebration invites guests to enjoy locally crafted beverages, live entertainment, and a lively atmosphere under bistro lights.

Stroll the Street

Date: Friday, September 11
Time: 6:00 pm
Location: Notre Dame Street
Summary: Back to School Stroll the Street: Kick off the school year with an evening of fun and shopping tailored for families.

Tecumseh BIA Twinkling Lights Night Market

Date: Friday, September 11
Time: 6:00 pm
Location: Tecumseh Royal Canadian Legion
Summary: A date night our with live music, games, unique vendors, food, fun & libations, you won’t want to miss out!

AM800 Fright Night!

Date: Friday, September 11
Time: 7:00 pm
Location: Scarehouse Windsor
Summary: Kick off spooky season with ScareHouse Windsor and AM800 at the second annual AM800 Fright Night!

Scarehouse Windsor Haunted Experiences

Date: Friday, September 11 – Saturday, October 31
Time: 7:00 pm
Location: Scarehouse Windsor
Summary: Scarehouse Windsor is back for another season, and it’s more haunting than ever!

Check website for available days and times

Mean Girls

Date: Friday, September 11 – Sunday, September 13
Time: 7:30 pm
Location: Sho Art Studios
Summary: Come Experience ‘Mean Girls’ based on the Paramount Pictures film!

All My Sons at Kordazone Theatre

Date: Friday, September 11 – Sunday, September 13
Time: 8:00 pm
Location: Kordazone Theatre
Summary: In 1947, Arthur Miller exploded onto Broadway with his first major work, ALL MY SONS, winning both the New York Drama Critics’ Circle Award for Best New Play and the Tony Award® for Best Author.

Jim Jefferies: Son Of A Carpenter at Caesars Windsor

Date: Friday, September 11
Time: 8:00 pm
Location: The Colosseum at Caesars Windsor
Summary: The world-renowned Jim Jefferies takes The Colosseum stage on his Son of a Carpenter Tour.

Dark Sky Nights – Point Pelee National Park

Date: Saturday, September 12
Time: 7:00 am – 12:00 am
Location: Point Pelee National Park
Summary: Explore the park after dark and experience the dark skies of Point Pelee National Park.

W.E. Heart Local Open Farms Day – Saturday September 12th

Date: Saturday, September 12
Time: 9:00 am
Location: None
Summary: Bring your curiosity and come and explore Open Farms!

Lee Valley Tools Windsor Store - Turn A Pen

Date: Saturday, September 12
Time: 9:30 am – 4:30 pm
Location: 3009 Howard Ave
Tickets: $50.00
Summary: Spend the day with us and learn to turn your own pen.

Children’s Fest

Date: Saturday, September 12 – Sunday, September 13
Time: 10:00 am
Location: Central Park Athletics
Tickets: $5.00
Summary: Where kids get to be kids!

Music Man JR.

Date: Saturday, September 12 – Sunday, September 20
Time: 10:00 am
Location: Chrysler Theatre
Tickets: $595 + HST
Summary: Chrysler Theatre Youth Program Presents:

Ground Before Giving: A Somatic Community Circle For Healers

Date: Saturday, September 12
Time: 10:30 am – 12:30 pm
Location: Willistead Manor
Summary: Join our community circle to drop into the body, ground and connect with one another before the busy holiday season ahead.

Taste of Walkerville

Date: Saturday, September 12
Time: 11:00 am
Location: Wyandotte St. E from Lincoln Rd. to Argyle Rd.
Summary: Get ready to indulge in all the flavours Walkerville has to offer!

WECHS 100th Birthday Party Open House

Date: Saturday, September 12
Time: 11:00 am
Location: None
Summary: Join us as we celebrate our 100th birthday with a fun-filled open house for the whole family!

2nd Annual OV Fest – Drouillard Pub Crawl

Date: Saturday, September 12
Time: 12:00 pm
Location: Drouillard Road
Summary: A Windsor classic — OV — is getting the glow-up it never asked for.

Atwood-Gibson Bird Centre Ribbon-Cutting Ceremony

Date: Saturday, September 12
Time: 12:00 pm
Location: Pelee Island Bird Observatory
Tickets: Free
Summary: Take a first look at the new Atwood-Gibson Bird Centre, learn more about the vision behind the project, and help us celebrate this exciting new chapter for the Pelee Island Bird Observatory.

Duff-Bâby House – Open Days

Date: Saturday, September 12
Time: 12:00 pm
Location: Duff-Baby House
Summary: Following extensive restoration work by the Ontario Heritage Trust and the installation of new exhibits the Duff-Bâby House is ready to welcome visitors back

Fall Into Autumn Drag Brunch

Date: Saturday, September 12
Time: 12:00 pm – 2:00 pm
Location: Chapter Two Brewing Company
Tickets: $5.00
Summary: Come down to Chapter Two Brewing Company and witness a wonderful cast of drag artists from the Windsor area

Evil Eye Mandala Painting Workshop

Date: Saturday, September 12
Time: 1:00 pm – 3:30 pm
Location: Céleste’s Café
Tickets: $45
Summary: Join us for a relaxing and creative afternoon as we paint a beautiful Evil Eye Mandala using acrylic dot painting techniques.

Wolfhead Distillery Tour and Tasting Experience

Date: Saturday, September 12
Time: 1:00 pm
Location: Wolfhead Distillery
Summary: Get an exclusive behind-the-scenes look at our den, where we craft award-winning whisky, vodka, and gin.

Sljivofest

Date: Saturday, September 12
Time: 4:00 pm
Location: Serbian Centre
Summary: Expect usual Serbian favourites including Knedle (Plum Dumplings), Live music by Mystique Band and a special performance by Opanak Folklore!

Lakhwinder Wadali: Lajpalan Live in Windsor

Date: Saturday, September 12
Time: 6:00 pm
Location: Chrysler Theatre
Tickets: Mainfloor: $79.00-$169.00 (+ Taxes & Fees) Balcony: $39.00-49.00 (+ Taxes & Fees)
Summary: For the first time ever in Windsor, experience the soulful voice of Lakhwinder Wadali live in concert.

W.A.R.P. Fest 2026

Date: Saturday, September 12 – Sunday, September 13
Time: 6:00 pm – 11:59 pm
Location: St. Cyril's Slovak Centre
Tickets: $45.00
Summary: The 2nd Annual W.A.R.P. Fest is Sat. Sept. 12th 2026. With tributes to POISON, MOTLEY CRUE & JOURNEY!! Wsg / Crack The Whip.

Ghost Tours in Sandwich Town

Date: Saturday, September 12
Time: 7:30 pm
Location: Sandwich Brewing Co.
Summary: With decades of research and storytelling experience, Robert brings the past to life in a way that’s intriguing, atmospheric, and welcoming for everyone who loves a good ghost story.

The Bridge: DETROIT Edition LIVE Comedy At Tipsy Toucan

Date: Saturday, September 12
Time: 7:30 pm
Location: The Tipsy Toucan
Summary: Josh Adams is crossing the border with 2 of his funniest friends for his bi-monthly Detroit takeover of the Windsor Laughs Comedy Club!

Leamington’s Music Onthe42 Summer Concert Series – Keep The Faith: Bon Jovi Tribute

Date: Saturday, September 12
Time: 8:30 pm
Location: SUNSET® Amphitheatre
Summary: The Municipality of Leamington is excited to announce the full lineup for the 2026 Music Onthe42 Summer Concert Series, returning to the SUNSET® Amphitheatre at Seacliff Park with free live music all summer long!

St Clair College Frosh Week Party Buses

Date: Saturday, September 12
Time: 9:00 pm – 2:00 am
Location: Windsor
Tickets: $19.61 – $32.12
Summary: WE'RE OFFICIALLY BACK!!!

Windsor Waterfront Half Marathon

Date: Sunday, September 13
Time: 7:00 am
Location: Windsor Waterfront
Summary: Experience an energy-filled race along Windsor’s stunning waterfront with the Windsor Waterfront Half Marathon & 5K!

Lakewood Mini Market

Date: Sunday, September 13
Time: 11:00 am
Location: Lakewood Park
Summary: Join us on the Plaza for a vibrant mini market featuring local vendors, handmade goods, delicious treats and so much more! The Plaza is in Lakewood Park South, is free to attend, and is family and pet friendly.

Raise the Roar – Detroit Lions vs. New Orleans Saints Watch Party

Date: Sunday, September 13
Time: 11:00 am
Location: Factory House
Summary: The Detroit Lions Raise the Roar Canadian Bar Tour opens the 2026 season at Factory House in Windsor!

Sunday Farmers Market

Date: Sunday, September 13
Time: 11:00 am
Location: WindsorEats Food Hall
Summary: This isn’t a grab-and-go parking lot market. It’s designed for people to browse, snack, sip, and stay awhile.

Baking Series Workshop: Cake Pop Creations

Date: Sunday, September 13
Time: 1:00 pm
Location: St Clair College
Summary: This workshop will guide you through preparing and crumbling cake to achieve the perfect cake pop texture.

Music Bingo Trivia at Walkerville Brewery

Date: Sunday, September 13
Time: 5:00 pm
Location: Walkerville Brewery
Summary: A night filled with a little bit of bingo, a little bit of trivia and a whole lot of music!

The Bridge: Detroit Edition Live Comedy At Tipsy Toucan (Sep 12Th)

Date: Sunday, September 13
Time: 8:00 pm – 9:30 pm
Location: The Tipsy Toucan
Tickets: $22.00
Summary: Where Windsor Laughs Every Weekend With Professional Stand-Up Comedy

Triple X Oh! An Adult Drag Show

Date: Sunday, September 13
Time: 9:00 pm – 11:00 pm
Location: The Man's Shop & Barbershop Bar
Tickets: $15.00
Summary: Come get flirty with The House of Cures at Triple X Oh! An Adult Drag Show

Back To School Jam

Date: Sunday, September 13
Time: 10:00 pm – 11:59 pm
Location: 2333 University Ave W
Tickets: $8.00
Summary: Get ready to kick off the school year with music, food, and fun at the Back To School Jam!

Stone and Sky Music & Presents: Coming Together – A Collaborative Arts-Based Reconciliation Celebration

Date: Monday, September 14 – Sunday, September 20
Time: 8:00 am
Location: The Quarry on Pelee Island
Summary: Come experience all the sights and sounds at the Stone and Sky Music & Art Series!