Brewmaster Dinner: Apple Harvest at the Grove Brewing Co!

Date:Wednesday, October 15, 2025
Time:6:00 pm - 9:00 pm
Location:The Grove Brewing Co.
Summary:
Enjoy a night of good times, freshly brewed beer, and a themed menu created exclusively for this event. Live music with Jake Van Dongen!

Event Details

Game Nights @ Central Library for KIDS!

Date:Wednesday, October 15, 2025
Time:6:00 pm - 8:00 pm
Location:Windsor Public Library, 185 Ouellette Ave, Windsor, Ontario, WindN9A 5S8, Canada
Summary:
Come to the Central branch every Wednesday evening to enjoy our selection of board games! The games will be sitting on a table waiting for you to play with family, friends, and maybe even some new friends! Ages 3 and up. No registration required.

Event Details

Wicked Wednesdays: Haunted Heritage Tours

Date:Wednesday, October 15, 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

Migration Festival

Date:Thursday, October 16, 2025
Time:10:00 am
Location:Town of Kingsville
Summary:
Kingsville welcomes the community to a celebration of migration, heritage, nature conservation and Jack Miner.

There are lots of events being held all weekend. Please check the website for specific times and ticket prices.

• Great Migration Pain Out - Art Competitions
• Great Migration Pain out Art Exhibition "Show and Sale"
• The Great Migration Kick-Off with Bigg Wiggle
• Parade
• Children's Activities
• Migration Market
• Free Community Bike Tours
• Jack Miner Migratory Bird Sanctuary Events

Event Details

AWE at Night

Date:Thursday, October 16, 2025
Time:5:00 pm - 9:00 pm
Location:Art Windsor Essex
Summary:
Be sure to join us for this month’s AWE at Night on October 16! AWE is open for an evening filled with art activities, community discussions, guided tours, and great vibes.

Event Details

Brews and Board Games

Date:Thursday, October 16, 2025
Time:5:00 pm - 9:00 pm
Location:Walkerville Brewery
Summary:
Don't miss out on this chance to socialize, have a few laughs, and maybe even discover a new favorite game. See you there!

Event Details

Scarehouse Windsor Immersive Dinner Experience

Date:Thursday, October 16, 2025
Time:6:30pm
Location:Scarehouse Windsor
Summary:
Enjoy a 90 minute VIP private themed immersive dining experience.

Reservations required. Please see the website for available times and dinner prices.

Event Details

Scarehouse Windsor

Date:Thursday, October 16, 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

Trivia Night at The Manchester Bar

Date:Thursday, October 16, 2025
Time:7:00 pm - 9:00 pm
Location:The Manchester
Summary:
Thursdays are better with trivia! Join your host, BRN Trivia, at The Manchester Bar every Thursday at 7pm for free trivia with prizes for the winning teams. We’ll have drink specials and three rounds of trivia to keep you and your friends entertained and enjoying the evening!

Event Details

Support Windsor's local scene.

SUBSCRIBE

Harvest Dinner at North 42!

Date:Friday, October 17, 2025
Time:5:00 pm - 8:00 pm
Location:North 42 Degrees Estate Winery
Summary:
These simple pleasures make fall a memrable time of year. It’s also a time when our culinary team bask in the flavours and aromas from our Bistro garden.

Event Details

Oxley Estate Winery – Fall Fire Fridays

Date:Friday, October 17, 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

Enbridge Presents: Live at The Square

Date:Friday, October 17, 2025
Time:5:00 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

Miss Conception 25th Anniversary Tour - Canada's Own

Date:Friday, October 17, 2025
Time:7:00 pm - 10:00 pm
Location:The Well Windsor
Ticket Price:$35.00 – $45.00
Summary:

Get ready for a mind blowing show full of dazzling illusions and fierce performaces by the one and only Miss Conception. Sold out shows year after year in Puerto Vallarta, Provience town and all over Canada.

Event Details

Hartt And The Gold – Live at The Fort

Date:Friday, October 17, 2025
Time:7:00 pm - 10:00 pm
Location:The Fort Family Fun Center
Summary:
Come experience Hartt and The Gold at the Fort Fun Centre! A fun filled night filled with great entertainment, good food and great drinks!

Event Details

Sip & Paint Night

Date:Friday, October 17, 2025
Time:7:00 pm - 9:00 pm
Location:Leamington Arts Center
Ticket Price:$65
Summary:
Check out the poster to see the design that will be painted!

Event Details

Bank Theatre Presents: Young Frankenstein

Date:Friday, October 17, 2025
Time:7:30 pm
Location:The Bank Theatre
Summary:
Grandson of the infamous Victor Frankenstein, Frederick Frankenstein (pronounced “Fronk-en-steen”) inherits his family’s estate in Transylvania.

Event Details

Korda Artistic Productions – The Woman in Black

Date:Friday, October 17, 2025
Time:8:00 pm
Location:Kordazone Theatre
Summary:
Don't miss The Woman in Black at the Kordazone Theatre

Event Details

Hello From the Other Side with Medium Bella Silva Cacilhas

Date:Friday, October 17, 2025
Time:8:00 pm - 10:00 pm
Location:Chrysler Theatre
Summary:
Get ready for a fascinating and emotional journey as Bella shares her gift with the audience. Don't miss out on this unique opportunity to connect with the other side.

Event Details

Gerry Dee: Funny You Should Say That

Date:Friday, October 17, 2025
Time:8:00 pm - 10:00 pm
Location:The Colosseum at Caesars Windsor
Summary:
Acclaimed comedian Gerry Dee is bringing the laughs to The Colosseum stage

Event Details

Art at The Otentiks

Date:Saturday, October 18, 2025
Time:7:00 am to Dusk
Location:Point Pelee National Park
Summary:
Take a walk through the Camp Henry oTENTik village and visit local artisans at work. Entrance to show included with park admission and parking is available at West Beach and the Visitor Centre.

Event Details

Downtown Windsor Farmer’s Market

Date:Saturday, October 18, 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

Bike Kingsville

Date:Saturday, October 18, 2025
Time:9:15 am - 11:15 am
Location:Carnegie Arts and Visitor Centre
Summary:
The Town of Kingsville and Bike Windsor Essex invite residents to come enjoy free community bike tours!

Event Details

Built To Perform: How Lots Shape Opportunity

Date:Saturday, October 18, 2025
Time:9:30 am - 11:30 am
Location:926 Giles Blvd E
Ticket Price:Free
Summary:
Built to Perform: How Lots Shape Opportunity

Last time, we walked you through theframing stageof our duplex-to-sixplex conversion. Now, we’re opening the doors again—this time to showcase thefully finished project.

This on-site workshop goes beyond just the walkthrough. You’ll gain real-world insights into howzoning, planning, and design decisions shape opportunity—and why choosing the right lot can make or break a project. Plus, we’ll share details about ourupcoming double triplex projectand what makes it a one-of-a-kind development.

Event Details

SOLD OUTLeaf Windsor: Building The Bar Student Series: Part 2

Date:Saturday, October 18, 2025
Time:9:30 am - 1:00 am
Location:200 Chatham St E
Ticket Price:$5.00
Summary:

LEAF Windsor - Building the Bar: Student Series

Interested in Criminal or Family law? Looking for your next networking opportunity?

Join LEAF Windsor on Saturday, September 18, 2025 from 9:30 AM to 1:00 PM for thesecondpart of our ✨Building the Bar✨Student Series! Hear from current Justice’s, and retired OCJ Gerri L. Wong. This event will be one you don’t want to miss!

Event Details

LaSalle – Family Fun Fall Market

Date:Saturday, October 18, 2025
Time:10:00 am - 3:00 pm
Location:Event Centre at LaSalle Landing
Summary:
Shop local from over 60+ unique local vendors! From yummy baked goods, to thrifted clothes for the kids and a variety of locally made items – you will be sure to find something special at this market!

Event Details

Beauty Is Me - Curls, Culture & Creativity – Autumn Brunch

Date:Saturday, October 18, 2025
Time:11:30 am - 12:45 pm
Location:Windsor West Indian Association - Caribbean Centre
Ticket Price:Free
Summary:

We’re so excited to invite our parents, caregivers, and guardians to theCurls, Culture & Creativity Autumn Brunch! This will be a warm and informal time to connect, share, and celebrate together. Over brunch, we’ll look back at how farBeauty is Mehas come over the past four years, share the results from the surveys and evaluations you’ve been part of, and talk about the next steps for the year ahead. This gathering is all about community, growth, and staying connected as we continue building together. We can’t wait to see you at theCurls, Culture & Creativity Autumn Brunch!

Event Details

Pumpkin Paint & Sip Event

Date:Saturday, October 18, 2025
Time:12:00 pm - 2:00 pm
Location:Windsor Crossing Premium Outlet Mall - inside empty unit beside Tommy Hilfiger
Ticket Price:Unknown
Summary:

We’re back with another Paint & Sip - but this time, it’s pumpkins! 🎨🥂🎃

Join us Saturday, October 18th at Windsor Crossing Premium Outlets for the ultimate fall + spooky season vibes.

Dress in your Halloween costume or something festive and get ready for pumpkins, paint, and a season sip! 👻🍂

Event Details

Weekends in the Studio! Colorful Marathon Posters with Kirstie Montague

Date:Saturday, October 18, 2025
Time:1:00 pm - 4:00 pm
Location:Art Windsor Essex
Summary:
Join us in the Education Studio for a high-energy poster and sign-making workshop to cheer on the runners of the Detroit Free Press Marathon on October 19!

Event Details

Threads By Farah: Pop-Up Shop

Date:Saturday, October 18, 2025
Time:4:00 pm - 8:00 pm
Location:Eastern Flavours - Pakistani, Indian and Arabic Restaurant and Banquet Hall
Ticket Price:Free
Summary:

Registration is free!

There will be refreshments for everyone to enjoy <3

Drop in at any time and shop our hijabs + get access to exclusive discounts!

Event Details

CREW Winery Harvest Dinner

Date:Saturday, October 18, 2025
Time:6:00 pm - 8:30 pm
Location:CREW: Colchester Ridge Estate Winery
Ticket Price:$100.00
Summary:
Join us at CREW Winery for a special Harvest Dinner!

Join us at CREW Winery for a special Harvest Dinner showcasing the bounty of the season. This elegant evening features four courses highlighting local ingredients, each paired with award-winning CREW wines.

Event Details

Sarnia Sting vs. Windsor Spitfires

Date:Saturday, October 18, 2025
Time:7:00 pm - 10:00 pm
Location:WFCU Centre
Summary:
Two powerhouses of the OHL clash as the Sarnia Sting come into town and take on the Windsor Spitfires in a fierce rivalry matchup!

Event Details

Ghost Ship Cruise

Date:Saturday, October 18, 2025
Time:7:00 pm - 10:00 pm
Location:Windsor Premier Cruises
Summary:
Don't miss Ghost Ship Cruise!

Event Details

Sinatra & Diamond Tribute Show and Dinner

Date:Saturday, October 18, 2025
Time:7:00 pm - 10:00 pm
Location:Giovanni Caboto Club
Ticket Price:$75
Summary:
Frank Sinatra & Neil Diamond Tribute Night

Event Details

Windsor Symphony Orchestra: The Music of Star Wars

Date:Saturday, October 18, 2025
Time:7:30 pm - 9:00 pm
Location:The Capitol Theatre
Summary:
The Music of Star Wars will transport you into that iconic galaxy far, far away. The WSO brings the thrilling music from the great John Williams‘ legendary scores to life.

Event Details

Dreamer: The Supertramp Experience

Date:Saturday, October 18, 2025
Time:8:00 pm - 10:00 pm
Location:Chrysler Theatre
Summary:
A concert not-to-be-missed that is guaranteed to leave a lasting impression, along with an uplifting sense of joy and satisfaction, to all fans of this iconic musical group!

Event Details

Rocktoberfest

Date:Saturday, October 18, 2025
Time:8:00 pm
Location:Heimat
Summary:
Get ready to rock your taste buds and your spirit at Heimat Windsor's Rocktoberfest!

Event Details

Sidelines Comedy Show (The Take 2 Takeover)

Date:Saturday, October 18, 2025
Time:8:30 pm - 10:30 pm
Location:Sidelines Sports Bar & Grill
Ticket Price:$15.00 – $20.00
Summary:

Welcome toSidelines Comedy Show & Take 2 Takeover!

Get ready for a night filled with laughter and music atSidelines Sports Bar & Grill.

Our lineup of talented comedians and musicians are sure to keep you entertained all evening! Grab your friends, grab a drink, and get ready for some hilarious stand-up performances with a mini concert on the side to finish the night!

Don't miss out on this epic night with local comedians and musicians who are garunteed to put on a great show!

Event Details

The Fort After Dark Comedy Night

Date:Saturday, October 18, 2025
Time:9:00 pm - 10:30 pm
Location:The Fort Fun Center
Summary:
Get ready for a night filled with laughter at The Fort After Dark Comedy Night!

Event Details

Triple X Oh!

Date:Saturday, October 18, 2025
Time:9:30 pm - 12:30 pm
Location:The Barbershop Bar
Ticket Price:$10.00
Summary:

✨️ One Night Only! ✨️

The House of Cures presents Windsor-Essex premier adult drag show,Triple X OH!
Join your hosts from the House of Cures for an adult drag show featuring the talents of Angelina Lepore, Belle Vyra, Hudson Bae, Remedy, and Venom Von Snaps!

You can expect performances that are fun and flirty, sexy and sultry! You won't want to miss out on this erotically charged night of drag!

Event Details

Naughty By Nature

Date:Saturday, October 18, 2025
Time:10:00 pm - 2:00 am
Location:Blanche Restaurant & Lounge
Ticket Price:$20.00 – $30.00
Summary:

Welcome toNaughty By Nature! Get ready to let loose and have a wild night at Blanche Restaurant & Lounge. Join us for an evening filled with music, dancing, and good vibes. This in-person event features Music by DJ Snoopy with Special Guests - Hot Strippers from Toronto. Jerk Chicken & Rice & Pease by Chef Luke. Don't miss out on the chance to experience the naughty side of life. Come dressed to impress and get ready to party all night long!

Event Details

Or you could just keep hearing about events after they happen. Totally your call.

SUBSCRIBE

Detroit Free Press International Marathon

Date:Sunday, October 19, 2025
Time:7:00 am - 11:00 am
Location:Various Locations
Summary:
The City of Windsor is gearing up to join in the excitement of the Detroit International Free Press Marathon!

Event Details

The Keg Steakhouse – Detroit Free Press International Marathon Breakfast Patio Party

Date:Sunday, October 19, 2025
Time:7:00 am - 11:00 am
Location:The Keg Steakhouse + Bar – Windsor Riverside
Summary:
Join us at the Riverside Keg, before or after the marathon for a delicious brunch offering

Event Details

GPR Workshop

Date:Sunday, October 19, 2025
Time:9:00 am - 12:00 pm
Location:2730 University Ave W
Ticket Price:$20.00
Summary:
Join Dr. Maria Cioppa with the University of Windsor for a morning of learn how to use a GPR!

Event Details

Tecumseh Farmer’s Markets

Date:Sunday, October 19, 2025
Time:9:00 am - 12:00 pm
Location:Lacasse Park
Summary:
Join us this summer to connect, support local artisans, and celebrate the talents and spirit of the Town of Tecumseh.

Event Details

Fall Wellness Fair

Date:Sunday, October 19, 2025
Time:10:00 am - 4:00 pm
Location:Maryvale Children’s Mental Health Centre
Ticket Price:FREE
Summary:
Awaken Your Spirit at Unity Spiritual Centre of Windsor’s 3rd Annual Wellness Fair!

Event Details

SOLD OUT:Rum Runners Tour

Date:Sunday, October 19, 2025
Time:11:00 am - 3:00 pm
Location:Rockstar Music Hall
Summary:
The Rum Runners Tour is currently sold out through October.

Event Details

Amherstburg Farmers Market

Date:Sunday, October 19, 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

Fan Appreciation Day at Leamington Raceway

Date:Sunday, October 19, 2025
Time:1:00 pm - 4:00 pm
Location:Leamington Raceway
Summary:
Come out and support as the Leamington Raceway hosts their fan appreciation day!

Event Details

South End’s Annual Car show

Date:Sunday, October 19, 2025
Time:1:00 pm - 4:00 pm
Location:South End Auto Body
Summary:
Come out and check out all the cool cars on display at The South End Auto Body Shop Car Show!

Event Details

Spooky Jane's Walk: Spirits In The Sky Of Windsor Grove

Date:Sunday, October 19, 2025
Time:1:00 pm - 2:00 pm
Location:Windsor Grove Cemetery
Ticket Price:$25.00
Summary:

Spirits in the Sky of Windsor Grove -1 Hour Historical Cemetery Walking Tour

Windsor-Essex Jane's Walk Fundraiser

A cemetery is a place where every death had a life, and every life has a story. Windsor Grove Cemetery is over 160 years old, and has lots of stories to tell. Tour this historic gem with the Cemetery Team of the Essex Branch, Ontario Genealogical Society, which has been working here for over 5 years, unearthing and photographing markers, and documenting those interred here in order to assist individuals researching their ancestors. Many stories about both famous and infamous residents of Windsor have been uncovered during their work. Learn about Windsor Grove's history, and the stories of many individuals interred here. There is a story under every headstone, just waiting to be uncovered. Join us for Jane's Walk to find out much more.

Event Details

Board Game Sunday

Date:Sunday, October 19, 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

Windsor Symphony Orchestra: The Music of Star Wars

Date:Sunday, October 19, 2025
Time:2:30 pm - 4:00 pm
Location:The Capitol Theatre
Summary:
The Music of Star Wars will transport you into that iconic galaxy far, far away. The WSO brings the thrilling music from the great John Williams‘ legendary scores to life.

Event Details

Piano Concert With Mike Karloff

Date:Sunday, October 19, 2025
Time:3:00 pm - 5:30 pm
Location:Sho Art, Spirit & Performance
Ticket Price:$30.00
Summary:

Mike Karloff, a talented pianist, will take you on a musical journey with his exceptional skills and passion for music. Get ready to be mesmerized by his performance!

Come and immerse yourself in the enchanting atmosphere created by the power of music. This event promises to be a delightful experience for all music lovers.

Mark your calendars and don't miss out on this unforgettable concert!

Proceeds from this event will benefit Windsor Endowment for the Arts - supporting the local Windsor/Essex arts community for 30 years.

Event Details

Music Bingo Trivia

Date:Sunday, October 19, 2025
Time:5:00 pm - 7:00 pm
Location:Walkerville Brewery
Summary:
Music Bingo Trivia is always free to play and great prizes to be won! Participation is first come, first serve.

Event Details

The Windsor Zombie Walk and Parade

Date:Sunday, October 19, 2025
Time:6:00 pm - 9:00 pm
Location:Ouellette Ave
Summary:
Get ready for a spooktacular evening as Downtown Windsor transforms into a zombie haven! Dress up, bring your best zombie walk, and march down Ouellette Avenue with the undead.

Event Details

High Tea Tuesdays at Cindy’s

Date:Tuesday, October 21, 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.

Please call to reserve your table.

Event Details

Paint Party at Colasanti’s Tropical Gardens

Date:Tuesday, October 21, 2025
Time:10:30 am - 1:00 pm
Location:Colasanti’s Tropical Gardens
Summary:
Follow a painting workshop led by Shelley Anne Roung and create your own beautiful piece to bring home.

Event Details

Tech Connect Meetup: Haunted Piston Edition

Date:Tuesday, October 21, 2025
Time:5:30 pm - 8:00 pm
Location:Red Piston Inc.
Ticket Price:$5.00 – $10.00
Summary:

Are you involved (or looking to get involved) in Windsor-Essex’s tech community?

OnOctober 21st, WEtech Alliance, in partnership with Windsor-based tech companyRed Pistonand local artist Jeff Denomme ofThe Haunted Zoo, will hostTech Connect Meetup: Haunted Piston Edition; a special evening celebrating the intersection of technology, creativity, and community.

This unique edition of Tech Connect will mark the unveiling of a bold newWindsor-tech themed muralon the side of Red Piston’s downtown building at Glengarry Avenue and Chatham Street. Red Piston, a proud WEtech AllianceScaleUP Acceleratoralumni, has been a regional leader inweb development, social media, app design, and software programmingfor more than 14 years.

The event will celebrate Windsor’s growing tech community by bringing togetherindustry leaders, community partners, post-secondary students, artists, and the general public.

Event Details

WRSA'S Climate Action Con. Ed. Session - Hosted By Soprema

Date:Tuesday, October 21, 2025
Time:5:30 pm - 7:30 pm
Location:Cucina 360
Ticket Price:Free
Summary:

Join us for a Continuing Education session provided by SOPREMA.

Please RSVP, as this allows us to plan accordingly.

Event Details

This newsletter grows because of readers like you.

SUBSCRIBE