Keep up with all the Windsor teams!

SUBSCRIBE

Oktoberfest at Wolfhead!

Date: Wednesday, October 01, 2025
Time: 12:00 pm - 8:00 pm
Location: Wolfhead Distillery
Summary:
Come on out to Wolfhead to celebrate Oktoberfest! Featuring all the classics such as beer, pretzels and brats!

Event Details

Wicked Wednesdays: Haunted Heritage Tours

Date: Wednesday, October 01, 2025
Time: 8:30 pm - 10:30 pm
Location: Canadian Transportation Museum & Heritage Village
Summary:
A ghost tour steeped in haunted history. The village remembers… do you dare to listen?

Event Details

Seriously Trivia at Walkerville Brewery

Date: Thursday, October 02, 2025
Time: 6:30 pm - 8:30 pm
Location: Walkerville Brewery
Ticket Price: FREE
Summary:
Grab your team and head to Walkerville Brewery for some SERIOUSLY TRIVIA on the first Thursday of every month!

Event Details

Booktoberfest: Biblioasis Bash in Windsor!

Date: Thursday, October 02, 2025
Time: 7:00 pm - 9:00 pm
Location: Windsor Eats
Ticket Price: FREE
Summary:
Join us in Windsor as we celebrate with four of our authors and their 2025 releases!

Event Details

Niagara Ice Dogs V.S. Windsor Spitfires

Date: Thursday, October 02, 2025
Time: 7:00 pm - 10:00 pm
Location: WFCU Centre
Summary:
Come see the Windsor Spitfires in action as they play Lake Erie rivals the Niagara Ice Dogs!

Event Details

Oktoberfest at Heimat

Date: Friday, October 03, 2025
Time: 5:00 pm - 10:00 pm
Location: Heimat Banquet Centre
Summary:
The worlds biggest beer festival is at the Heimat once again

Event Details

Oxley Estate Winery – Fall Fire Fridays

Date: Friday, October 03, 2025
Time: 5:00 pm - 7:30 pm
Location: Oxley Estate Winery
Summary:
Our long awaited Fall Fire Fridays are back next week! We cannot wait to enjoy the beautiful fall weather with all of you!

Event Details

Marvels of Migration

Date: Friday, October 03, 2025
Time: 5:30 pm - 6:30 pm
Location: Point Pelee National Park
Summary:
This presentation discusses species that are on the move through Point Pelee National Park.

Event Details

Ademolu Soccer Skills Training

Date: Friday, October 03, 2025
Time: 6:00 pm - 8:00 pm
Location: Westview Freedom Academy
Ticket Price: $400.00
Summary:

FRIDAYS | AGE & SKILL-BASED GROUPS
🕕 6:00–7:00 PM (U5–U8)
🕖 7:00–8:00 PM (U9–U13)
Groups may adjust based on registration.

Take your game to the next level with elite coaching from Stephen Ademolu—former pro, Canadian national team player, and Windsor’s first athlete to publish an autobiography.

Event Details

Core For Cure

Date: Friday, October 03, 2025
Time: 6:00 pm - 8:30 pm
Location: Toldo Lancer Centre
Ticket Price: $19.17
Summary:

Core for Cure

Empowerment Through Movement invites you to join us at the Toldo Lancer Centre for an evening dedicated to strengthening our core muscles for a good cause! This in-person event will feature a fun pilates class, expert trainers, and a chance to connect with others who are passionate about fitness and supporting a cure. There will be refreshments, raffles, and a photobooth for you and your friends! Don't miss out on this opportunity to sweat it out and make a difference!

Event Details

Scarehouse Windsor Immersive Dinner Experience

Date: Friday, October 03, 2025
Time: Various times starting at 6:30 pm
Location: Scarehouse Windsor
Summary:
Enjoy a 90 minute VIP private themed immersive dining experience.

Event Details

Enbridge Presents: Live at The Square

Date: Friday, October 03, 2025
Time: 7:00 pm - 9:00 pm
Location: City Hall Square
Summary:
Every Friday evening from July through October 2025, Windsor’s new City Hall Square plaza will transform into a hub of music, culture, and community with Live at The Square.

Event Details

Scarehouse Windsor

Date: Friday, October 03, 2025
Time: 7:00 pm - 10:00 pm
Location: Scarehouse Windsor
Summary:
Grab your tickets now to explore Windsor Essex's most haunted attraction!

Event Details

Tarot Foundations 101: Unlocking the Language of the Cards — Sip & Learn

Date: Friday, October 03, 2025
Time: 7:30 pm - 9:00 pm
Location: Shanti Yogis
Ticket Price: $65
Summary:
Step into the mystical world of tarot in this immersive, beginner-friendly workshop led by Sarah McGregor.

Event Details

Calendar Girls

Date: Friday, October 03, 2025
Time: 7:30 pm - 2:00 pm
Location: The Bank Theatre
Summary:
Based on the Miramax motion picture By Juliette Towhidi and Tim Firth.

Event Details

Hadestown: Teen Edition

Date: Friday, October 03, 2025
Time: 7:30 pm - 10:00 pm
Location: Masonic Temple Ballroom
Summary:
Step into the hauntingly beautiful world of Hadestown — where jazz, folk, blues, and Broadway collide in a bold, unforgettable score.

Event Details

Walk Right Back: The Everly Brother's Story

Date: Friday, October 03, 2025
Time: 7:30 pm
Location: Chrysler Theatre
Ticket Price: Mainfloor & Balcony: $53.75+taxes & fees, Boxes: $63.75+taxes & fees
Summary:
Join the Chrysler Theatre for a showing of Walk Right Back: The Everly Brothers Story!None

Event Details

Arts Collective Theatre presents: EVITA

Date: Friday, October 03, 2025
Time: 8:00 pm
Location: All Saints’ Anglican Church
Ticket Price: $42 – $60
Summary:
Watch EVITA, reinvented on the Windsor stage this October.

Event Details

Johnny Reid at Caesars Windsor

Date: Friday, October 03, 2025
Time: 8:00 pm
Location: The Colosseum at Caesars Windsor
Summary:
Critically acclaimed songwriter, producer, recording artist, and entertainer Johnny Reid hits Caesars Windsor.

Event Details

Lee Valley Tools Windsor Store - Turn A Pen

Date: Saturday, October 04, 2025
Time: 9:00 am - 5:00 pm
Location: 3009 Howard Ave
Ticket Price: $65.00
Summary:

Spend the day with us and learn to turn your own pen. Our Lee Valley Advisor will teach you the fundamentals of woodturning.

All materials and supplies are included.

Event Details

Downtown Windsor Farmer’s Market

Date: Saturday, October 04, 2025
Time: 9:00 am - 2:00 pm
Location: Downtown Windsor
Summary:
At the Downtown Windsor Farmers’ Market you’ll find farm fresh fruit, vegetables, produce and unique artisan food products from the best our area has to offer.

Event Details

Walker Homesites Fall Market

Date: Saturday, October 04, 2025
Time: 9:00 am - 2:00 pm
Location: Walker Homesites
Summary:
Come on out to the annual Walker Homesites Fall Market!

Event Details

YQG Green Expo

Date: Saturday, October 04, 2025
Time: 9:00 am - 4:00 pm
Location: WFCU Centre
Summary:
Come learn, participate, and help make a difference in our community at the YQG Green Expo!

Event Details

Light Your Business On Fire

Date: Saturday, October 04, 2025
Time: 9:30 am - 3:00 pm
Location: 3850 Dougall Ave
Ticket Price: $80.00
Summary:

USE THE PROMO CODE Earlybird

Light Your Business on Fire is a one-day Growth Arena event designed for business owners and leaders who are ready to level up. You’ll gain practical insights into business growth, operational efficiency, people management, and leadership—all delivered in a way that’s simple, actionable, and energizing.

Event Details

Leaf Windsor X Trailblazers Pickleball Tournament

Date: Saturday, October 04, 2025
Time: 10:00 am - 1:00 pm
Location: Forest Glade Optimist Park
Ticket Price: $5.00
Summary:

LEAF Windsor x Trailblazers Pickleball Tournament

Come join us for the ultimate Pickleball Tournament hosted by LEAF Windsor and Trailblazers! Whether you're a seasoned pro or just starting out, this event is perfect for players of all levels. The tournament will be held at 3215 Forest Glade Dr, so mark your calendars and get ready for some friendly competition and lots of fun. Don't miss out on this exciting event!

Event Details

Shaping Stories: Clay Workshop Series With Jenny Santos

Date: Saturday, October 04, 2025
Time: 10:30 am - 12:30 am
Location: Art Windsor-Essex
Ticket Price: $130.00 – $150.00
Summary:

In this three-part workshop series, participants will learn basic handbuilding techniques using air-dry clay while experimenting with form and texture.

Each session draws on themes inspired by the current exhibition Mary Anne Barkhouse: Ndishnikaaz | Nugwa’am | My Name Is, encouraging participants to shape stories through clay while experimenting with new techniques.

Event Details

The Windsor Card Show

Date: Saturday, October 04, 2025
Time: 10:00 am - 3:00 pm
Location: Giovanni Caboto Club
Summary:
Come support all your favourite card vendors attending the Windsor Card Show whether your looking to buy, sell or trade!

Event Details

Bike Tour of Windsor’s Waterfront

Date: Saturday, October 04, 2025
Time: 11:00 am - 1:00 pm
Location: Windsor Waterfront
Summary:
Museum Windsor presents: Cycling Tour Along Windsor's Waterfront.

Event Details

2nd Annual Kingsville Exotic Car Show

Date: Saturday, October 04, 2025
Time: 11:00 am - 2:00 pm
Location: 21 Chestnut St
Summary:
Join us for our 2nd Annual Prince Adventures Kingsville Exotic Car Show!

Event Details

Retros & Records Night

Date: Saturday, October 04, 2025
Time: 4:00 pm - 10:00 pm
Location: Walkerville Brewery
Summary:
We're bringing together the best local curated vendors offering a treasure trove of vintage clothing, vinyl records, and retro collectibles.

Event Details

Cooking with Vanessa at CREW

Date: Saturday, October 04, 2025
Time: 5:00 pm
Location: CREW: Colchester Ridge Estate Winery
Summary:
Skip the takeout and bring bold Chinese flavours into your own kitchen!

Event Details

Moonlight Gala 2025 – Together for Tomorrow

Date: Saturday, October 04, 2025
Time: 5:00 pm - 10:00 pm
Location: 1420 Tecumseh Rd E Windsor ON
Ticket Price: $30 – $80
Summary:
Join us for an unforgettable evening under the stars in support of the Fancsy Family Hospital.

Event Details

Destroyer Kiss Tribute with special guest Hard Candy

Date: Saturday, October 04, 2025
Time: 6:00 pm - 11:00 pm
Location: The Fort Family Fun Centre
Ticket Price: $20 – $25
Summary:
Celebrate 31 years of Canada's favorite Kiss Tribute band Destroyer as they rock Amherstburg's the Fort Fun Center!

Event Details

Hotel California

Date: Saturday, October 04, 2025
Time: 7:30 pm
Location: Chrysler Theatre
Ticket Price: $52.21+taxes & fees
Summary:
Check out Hotel California live at the Chrysler Theatre!

Event Details

Sai Kit Lo Live Comedy at The Tipsy Toucan

Date: Saturday, October 04, 2025
Time: 8:00 pm - 10:00 pm
Location: The Tipsy Toucan
Summary:
Come on out to The Tipsy Toucan to see comedian Sai Kit Lo preform!

Event Details

Don’t rely on your group chat for weekend plans.

SUBSCRIBE

Walkathon 2025

Date: Sunday, October 05, 2025
Time: 10:00 am - 2:00 pm
Location: Malden Park
Ticket Price: Free
Summary:

Join us on Sunday, October 5, 2025, for the South Asian Centre of Windsor’s Walkathon at the beautiful Malden Park, Windsor.

Event Details

Full Moon Restorative Yoga

Date: Sunday, October 05, 2025
Time: 11:00 am - 1:00 pm
Location: Valero Wellness
Summary:
Join us for journaling and restorative yoga.

Event Details

Harvest & Horses Festival

Date: Sunday, October 05, 2025
Time: 11:00 am - 5:00 pm
Location: Harvest & Horses Festival
Summary:
Save the date for Harvest & Horses Festival!

Event Details

Tart & Soul Butter Tart Festival

Date: Sunday, October 05, 2025
Time: 11:00 am - 3:00 pm
Location: WindsorEats
Summary:
This one-day, butter tart–filled bash will feature some of the Ontario’s top “Tartisans” offering their tasty creations for sale and sampling.

Event Details

Amherstburg Farmers Market

Date: Sunday, October 05, 2025
Time: 12:00 pm - 4:30 pm
Location: GL Heritage Brewing Company
Summary:
The Amherstburg Farmers Market is a welcoming, outdoor space offering a deliberate and diverse, hand-selected lineup of farmers, makers and creators.

Event Details

Weiner Dog Races at Leamington Raceway

Date: Sunday, October 05, 2025
Time: 1:00 pm - 5:00 pm
Location: Leamington Raceway
Summary:
Come out and support at The Leamington Raceway for their Wiener Dog Races!

Event Details

Board Game Sunday

Date: Sunday, October 05, 2025
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!

Event Details

Buzzed Spelling Bee

Date: Sunday, October 05, 2025
Time: 5:00 pm - 7:00 pm
Location: Walkerville Brewery
Summary:
Think you can spell under pressure? Well, what if you throw in a pint (or two)? Test your word skills, sip on your favorite brews, and see if you can take home the title of Spelling Bee Champ!

Event Details

Bryan Adams Returns to The Colosseum on Roll With The Punches Tour

Date: Sunday, October 05, 2025
Time: 7:30 pm
Location: The Colosseum at Caesars Windsor
Summary:
Canadian Multi-Platinum recording artist and global rock icon Bryan Adams has announced that he is hitting the road this fall with his massive Roll With The Punches North America 2025 tour.

Event Details

Queers For Community: Drag Fundraiser

Date: Sunday, October 05, 2025
Time: 8:00 pm - 10:30 pm
Location: 138 University Ave W
Ticket Price: $12.00
Summary:

All ticket sales will benefit The Downtown Mission of Windsor and The Windsor Youth Centre

Event Details

Scarehouse – Black Light Paint Nights

Date: Monday, October 06, 2025
Time: 7:00 pm
Location: Scarehouse
Summary:
Grab your friends and spend a fun evening with us. Unleash your creativity and take a home a spooky piece of art created by.... You!

Event Details

High Tea Tuesdays at Cindy’s

Date: Tuesday, October 07, 2025
Time: 10:00 am - 5:00 pm
Location: Cindy’s Home and Garden
Summary:
Step into a little bit of charm every Tuesday afternoon with our High Tea at Cindy’s.

Call to reserve your table!

Event Details

Stay informed, stay interesting — subscribe today!

SUBSCRIBE