What's Happening: Windsor

Cosmo Club at Wolfhead Distillery!

Date: Wednesday, September 03, 2025
Time: 5:30 pm - 8:30 pm
Location: Wolfhead Distillery
Summary:
Hey Ladies, Wolfhead Distillery is hosting a monthly Cosmo Club Girl's Night!

Event Details

Seriously Trivia at Walkerville Brewery

Date: Thursday, September 04, 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

Tom Segura “Come Together” Tour comes To Caesars Windsor

Date: Thursday, September 04, 2025
Time: 8:00 pm
Location: The Colosseum at Caesars Windsor
Summary:
One of the biggest touring comedians Tom Segura, announced his latest global stand-up comedy tour Tom Segura: Come Together is coming to The Colosseum stage at Caesars Windsor

Event Details

Galaxy – Windsor Psychic and Crystal Fair

Date: Friday, September 05, 2025
Time: 2:00 pm - 6:00 pm
Location: Giovanni Caboto Club
Summary:
Some of Canada’s Top Psychics, Mediums, Astrologers, New Frequency Healing, Aura Photography, Rune Reading, Healers. Tea Leaf and Palm Readers. Lots of beautiful crystals and handmade jewelry.

Event Details

Tecumseh Twinkling Lights Night Market

Date: Friday, September 05, 2025
Time: 5:00 pm - 9:00 pm
Location: Team Goran’s Courtyard
Summary:
Bringing people together with local businesses, music & artisans - all in the heart of Tecumseh.

Event Details

University Of Windsor Frosh Week Party Buses

Date: Friday, September 05, 2025
Time: 5:00 pm - 10:00 pm
Location: Windsor
Ticket Price: $32.12 – $61.28
Summary:

★ UWindsor FROSH WEEK Party Buses ★

Friday September 5th (17+ to Enter | 19+ to Drink)

Party Buses from University of Windsor to Club TBA

THE BIGGEST FROSH WEEK PARTY IN WINDSOR !

EVERYONE IS WELCOMED ! (Including Non Students)

● Party Bus Pickup: University of Windsor

TRANSPORTATION & CLUB COVER INCLUDED !

● Buses Leave UWindsor @ 9:00PM & Return @ 2:00AM

BUY YOUR TICKETS NOW AS THEY ARE EXTREMELY ***LIMITED***

Event Details

Last Call Before Fall

Date: Friday, September 05, 2025
Time: 6:00 pm - 12:00 am
Location: Event Centre at LaSalle Landing
Summary:
Finish out the summer surrounded by bistro lights, whisky barrels, and a blending of premium spirits, wines, and craft beers featuring some of the finest ales, lagers, stouts, and more!

Event Details

Friday Night Lights Bike Ride

Date: Friday, September 05, 2025
Time: 6:30 pm
Location: Windsor Eats
Summary:
Enjoy the sight of colourfully lit cyclists roll through the streets, bells clacking, as they partake in a pub crawl on two wheels!

Event Details

Enbridge Presents: Live at The Square with Leave Those Kids Alone

Date: Friday, September 05, 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.

Friday - Leave Those Kids Alone

Event Details

Lakeshore Summer Parks Concert Series: Lakeview Park- Jon Brett

Date: Friday, September 05, 2025
Time: 7:00 pm - 8:30 pm
Location: Millen Community Park
Summary:
Join Lakeshore for an incredible lineup of musicians and musical acts, coming to a park near you!

Event Details

Next to Normal- A Musical Production

Date: Friday, September 05, 2025
Time: 7:30 pm
Location: Cardinal Music
Ticket Price: $33.90
Summary:

Join Cardinal Music Productions for their powerful rendition of Next to Normal

Dad’s an architect; Mom rushes to pack lunches and pour cereal; their daughter and son are bright, wise-cracking teens, appearing to be a typical American family. And yet their lives are anything but normal because the mother has been battling bipolar disorder for 16 years. The show takes audiences into the minds and hearts of each character, presenting their family’s story with love, sympathy and heart.

Next to Normal is an emotional powerhouse that addresses such issues as grieving a loss, ethics in modern psychiatry, and suburban life.

Event Details

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Style Your Stride

Date: Saturday, September 06, 2025
Time: 8:15 am - 10:00 am
Location: lululemon
Ticket Price: Free
Summary:

Welcome to Mile Makers Private Shop!

Join us at lululemon for an exclusive event where you can browse and shop the latest fall running gear. Get ready to hit the pavement in style with our high-performance activewear.

Don't miss out on this opportunity to up your running game, enjoy refreshments, sample local small businesses that elevate performance, receive a gift with purchase*, and connect with fellow fitness enthusiasts.

In-store Vendors:

RNF Supplements - Electrolyte Samples

RoseCity Roots - Juice Samples

Lace up your shoes and come on down to our private shop event!

• *minimum purchase required to receive gift

Event Details

Downtown Windsor Farmer’s Market

Date: Saturday, September 06, 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

Pillette Village: Open House

Date: Saturday, September 06, 2025
Time: 10:00 am - 3:00 pm
Location: Pillette Village
Summary:
The Pillette Village BIA is proud to host its inaugural "Pillette Village Open House" on Saturday, September 6th. This event is a prime opportunity to connect with local business owners, showcase your services, and engage with the community.

Event Details

Taste of Walkerville

Date: Saturday, September 06, 2025
Time: 11:00 am - 10:00 pm
Location: Wyandotte St East, from Lincoln Rd. to Devonshire Rd.
Summary:
Taste of Walkerville is back for the second year!

Event Details

Henry's Windsor Aperture & Depth Of Field Workshop

Date: Saturday, September 06, 2025
Time: 11:30 am - 12:30 pm
Location: Henry's
Ticket Price: Free
Summary:

Join us for an immersive workshop that delves into the fascinating world of aperture and depth of field in photography. Whether you're a beginner seeking to understand the basics or an intermediate photographer looking to refine your skills, this workshop is tailored to all levels of expertise.

Event Details

OV Fest – Drouillard Pub Crawl

Date: Saturday, September 06, 2025
Time: 12:00 pm - 11:00 pm
Location: Drouillard Road
Summary:
Five Drouillard bars. Five totally different takes. Some on tap. Some in bottles. Some cocktails. Some… slushies. Because why not?

Event Details

Laughs Of Love - A Night Of Comedy And Speed Dating

Date: Saturday, September 06, 2025
Time: 7:00 pm - 9:30 pm
Location: The Cherry Rock Lounge
Ticket Price: $15.00
Summary:

Laughs of Love – Hosted by Zahan Sigara

Get ready for a night of comedy, connection, and maybe even a little chemistry!

Join us for Laughs of Love, the hilarious new show where stand-up comedy meets real-life dating. The night kicks off with a short set from your host Zahan Sigara, bringing the laughs and setting the mood. Then the spotlight shifts to you—as we invite brave (and single!) audience members on stage for live dating games that mix improv, fun challenges, and just the right amount of awkwardness.

Whether you’re single, taken, or just here to watch the sparks (and roasts) fly, this show is the perfect night out with friends—or maybe even your future match.

Event Details

Ciociaro Club Wine Festival 2025

Date: Saturday, September 06, 2025
Time: 5:00 pm - 11:30 pm
Location: None
Ticket Price: $15
Summary:
Enjoy our selection of wines paired with Ciociaro Club cuisine! $10 online in Advance $15 at the door...

Event Details

Outlaw State of Mind: Chris Stapleton Tribute Band

Date: Saturday, September 06, 2025
Time: 7:00 pm - 9:00 pm
Location: Capitol Theatre Windsor
Summary:
The University of Windsor Men’s Hockey Team proudly presents Outlaw State of Mind—an unforgettable tribute to the music of Chris Stapleton.

Event Details

The Love Boat (Singles Cruise)

Date: Saturday, September 06, 2025
Time: 7:00 pm - 10:00 pm
Location: Windsor Premier Cruises
Summary:
There is no sit down speed dating here. Just a 3 hour sunset cruise onboard the Macassa Bay meeting potential matches.

Event Details

Good Deeds: Drag Show

Date: Saturday, September 06, 2025
Time: 8:00 pm - 10:30 pm
Location: The Barbershop Bar
Ticket Price: $21
Summary:
Join the House of Cures on Saturday September 6 for GOOD DEEDS, a spectacular all ages drag show fundraiser to benefit Trans Wellness Ontario and Paws in Recovery!

Event Details

.Null Ø

Date: Saturday, September 06, 2025
Time: 9:00 pm - 2:00 am
Location: Joywave
Ticket Price: $12.00
Summary:

7th Dynasty Presents: .null ø

Make sure to mark your calendars this event is going to be epic!

Event Details

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Ciociaro Club Annual Golf Classic

Date: Sunday, September 07, 2025
Time: 8:30 am - 11:00 pm
Location: Seven Lakes Golf Course Ltd
Ticket Price: $170
Summary:
Golf, Cart, Games, Lunch on Course & Dinner at the Ciociaro Club

Event Details

Fall Market on The Farm

Date: Sunday, September 07, 2025
Time: 10:00 am - 2:00 pm
Location: Bouchard Gardens
Summary:
Lot's of activities for the whole family with amazing local vendors and a kids table! There will be fresh local vegetables and fruits, pumpkins, corn stalks, bake goods, jewelry, bath bombs, local jam, clothing, local fresh fish, fresh cut flowers and all kinds of other goodies!

Event Details

Amherstburg Farmers Market

Date: Sunday, September 07, 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

Howl at the Moon – Oxley Estate Winery

Date: Sunday, September 07, 2025
Time: 12:00 pm - 7:00 pm
Location: Oxley Estate Winery
Summary:
Our Howl at the Moon dinners are a summer tradition that returning guests count down to—and we’re thrilled to share the 2025 lineup!

Event Details

Bake Club At Circuit In Ford City

Date: Sunday, September 07, 2025
Time: 1:00 pm - 4:00 pm
Location: 1055 Drouillard Rd
Ticket Price: $15.00
Summary:

Whether you're a baking pro or just starting out, this event is perfect for anyone who loves to bake & socialize! Don't miss out on the opportunity to share tips, recipes, and of course, delicious treats!

Each attendee must bring a baked good of their choice. It can be homemade or commisioned by a local small business, as long as it serves a minimum of 6 servings!

Event Details

US Open Tennis Social

Date: Sunday, September 07, 2025
Time: 1:00 pm - 5:00 pm
Location: Stonehill Estates
Ticket Price: $25
Summary:
Join us for an infrequent event, For the second Tennis Social hosted by and at Stonehill Estates.

Event Details

Board Game Sunday

Date: Sunday, September 07, 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

Dki Footsteps For Families 5K Run / Walk In Support Of Rmhc

Date: Sunday, September 07, 2025
Time: 2:30 pm - 6:00 pm
Location: Walkerville Brewery
Ticket Price: $5.00 – $50.00
Summary:

Footsteps for Families is an open 5-kilometre walk/run designed for all ages and fitness levels. Whether you’re a seasoned runner, casual walker, or a family with strollers in tow, this event is about moving with purpose together.

The route starts and finishes at Walkerville Brewery, located in the heart of Windsor’s historic Walkerville district. From the brewery, participants will head west along Riverside Drive, taking in stunning views of the Detroit River waterfront. The course follows the Windsor riverfront trail, passing lush parklands, public art, and gardens en route to the turnaround point.

Participants will then loop back along the same picturesque path, returning to the finish line celebration at Walkerville Brewery, where you and your family can enjoy live music, fun activities, vendors, door prizes, and more!

Event Details

Brewing For Comedy – Tuesdays

Date: Tuesday, September 09, 2025
Time: 8:30 pm - 11:00 pm
Location: Craft Heads Brewing Company
Summary:
Brewing For Comedy is a weekly Stand up comedy show Tuesday's at Craft Heads Brewing Co. Every week a new ensemble of comedians take the stage, sharing their observations, stories and opinions. The show is balanced between new comedians and ones more experienced, with even a few pro touring acts stopping by. No two shows are the same, but there will always be something to remember.

Event Details

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