WIFF: Windsor International Film Festival

Date: Wednesday, October 29, 2025
Time: Various times starting at 9:00 am
Location: Downtown Windsor
Summary: With over 200 films at WIFF 2025, there truly is something for everyone! Discover the full list of...

Game Nights @ Central Library for KIDS!

Date: Wednesday, October 29, 2025
Time: 6:00 pm – 8:00 pm
Location: Windsor Public Library
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.

Scarehouse Windsor

Date: Wednesday, October 29, 2025
Time: 7:00 pm – 10:00 pm
Location: Scarehouse Windsor
Summary: Grab your tickets now to explore Windsor Essex's most haunted attraction!

Wicked Wednesdays: Haunted Heritage Tours

Date: Wednesday, October 29, 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?

WIFF: Windsor International Film Festival – October 30th Screenings

Date: Thursday, October 30, 2025
Time: 9:00 am
Location: Downtown Windsor
Summary: With over 200 films at WIFF 2025, there truly is something for everyone! Discover the full list of movies here, or dive into our program book. Join us Oct 23 - Nov 2 in downtown Windsor!

A Girl’s Night Out in Handbag Heaven

Date: Thursday, October 30, 2025
Time: 5:00 pm – 9:00 pm
Location: Giovanni Caboto Club
Summary: Unleash your inner diva! Come dressed as your favourite Diva! Think Marilyn Monroe, Diana Ross or whoever inspires your inner sparkle!

Scarehouse Windsor Immersive Dinner Experience

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

Check the website for specific times and reservations.

Windsor Singles: Speed Dating (Ages 25-35) — Find Your Boo!

Date: Thursday, October 30, 2025
Time: 6:30 pm – 9:00 pm
Location: The Canadian Brewhouse (Windsor)
Summary: Get ready to mingle and find your potential boo at Windsor Singles' speed dating event - ages 25-35, where love might just be close by!

Windsor Spitfires Skills Competition

Date: Thursday, October 30, 2025
Time: 6:30 pm
Location: WFCU Centre
Summary: Come out and catch all your favourite Windsor Spitfires players in action in this year's edition!

Trivia Night at The Manchester Bar

Date: Thursday, October 30, 2025
Time: 7:00 pm – 9:00 pm
Location: The Manchester, 546 Ouellette Ave, Windsor, N9A 1B3
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!

Korda Artistic Productions – The Woman in Black

Date: Thursday, October 30, 2025
Time: 8:00 pm
Location: Kordazone Theatre
Summary: Don't miss The Woman in Black at Kordazone Theatre

It was nine-thirty on Christmas Eve...” The framework of this spine tingler is unusual: a lawyer hires an actor to tutor him in recounting to family and friends a story that has long troubled him concerning events that transpired when he attended the funeral of an elderly recluse. There he caught sight of THE WOMAN IN BLACK, the mere mention of whom terrifies the locals, for she is a spectre who haunts the neighbourhood where her illegitimate child was accidentally killed. Anyone who is unfortunate enough to see her will suffer a terrible tragedy! The lawyer has invited some friends to watch as he and the actor recreate the events of that dark and stormy night

WIFF: Windsor International Film Festival

Date: Friday, October 31, 2025
Time: 9:00 am
Location: Downtown Windsor
Summary: With over 200 films at WIFF 2025, there truly is something for everyone! Discover the full list of...

Family Fun Night

Date: Friday, October 31, 2025
Time: 6:00 pm – 9:00 pm
Location: Nature Fresh Farms Recreation Centre
Summary: Come bring the whole family out to experience a fun filled day with all sorts of activities!

Dark Spirits Tasting And Seance

Date: Friday, October 31, 2025
Time: 8:00 pm – 10:00 pm
Location: Water's Edge Event Centre
Summary: Sip, sample, and summon spirits (whisky, bourbon, and scotch)at our Dark Spirits Tasting & Seance - a night of mystery awaits!

.Freak [Halloween]

Date: Friday, October 31, 2025
Time: 8:00 pm – 3:00 am
Location: ekō
Summary: .FREAK

A Halloween of proper House and Techno at ekō.

DJVODKASODA, JUSTIN JAMES, MACH X.

Nightmare In Tecumseh II

Date: Friday, October 31, 2025
Time: 9:00 pm – 2:00 am
Location: Wineology
Summary: Costumes heavily encouraged. Prize for the best costume. Winner will be selected by the crowd.

Rave To The Grave - 7th Dynasty Presents

Date: Friday, October 31, 2025
Time: 9:00 pm – 2:00 am
Location: 285 Ouellette Ave
Summary: Get ready for our biggest party of the year! Halloween! Come rave and let loose on a night full of dancing, singing and headbanging.

Glow-In-Dark Halloween Costume Party

Date: Friday, October 31, 2025
Time: 10:00 pm – 2:00 am
Location: Putali Chowk Board Games & Bar
Summary: Exclusive Halloween Glow Party. One Complementary drink and glow stick. 19+event. Limited tickets. Food & drinks available for purchase.

WIFF: Windsor International Film Festival – November 1st Screenings

Date: Saturday, November 01, 2025
Time: 9:00 am
Location: Downtown Windsor
Summary: With over 200 films at WIFF 2025, there truly is something for everyone! Discover the full list of movies here, or dive into our program book. Join us Oct 23 - Nov 2 in downtown Windsor!

Cindy’s Holiday Market

Date: Saturday, November 01, 2025
Time: 10:00 am – 4:00 pm
Location: Cindy’s Home and Garden
Summary: A shopping experience you don't want to miss!

Three Trees Workshop

Date: Saturday, November 01, 2025
Time: 10:00 am – 12:30 pm
Location: Three Trees Workshop
Ticket Price: $75
Summary: Join us to create 3 winter trees.

Sandwich History Walking Tour

Date: Saturday, November 01, 2025
Time: 11:00 am - 1:00 pm
Location: Chimczuk Museum
Ticket Price: $6
Summary: Taking place on November 1st, come join museum staff as we take in historic sites and walk around Windsor's oldest former municipality.

Harvest Festival

Date: Saturday, November 01, 2025
Time: 12:00 pm – 6:00 pm
Location: Pelee Island Winery
Summary: Annual celebration of the bountiful harvest season. Creating an unforgettable day of wine tasting, food trucks, live music, games and more.

Lee Valley Tools Windsor Store - Chip Carving Ornaments

Date: Saturday, November 01, 2025
Time: 1:00 pm – 4:30 pm
Location: Lee Valley Tools
Summary: Our Customer Advisor will guide you through the steps of chip carving ornaments.

Dia De Los Muertos (Day of the Dead)

Date: Saturday, November 01, 2025
Time: 2:00 pm – 10:00 pm
Location: WindsorEats
Summary: Celebrate Día de los Muertos at WindsorEats!

Join us on Saturday, November 1, 2025, as the WindsorEats Food Hall transforms into a vibrant celebration of Día de los Muertos!

This family-friendly event will be filled with music, food, dancing, and activities that honour this beautiful Mexican tradition.

1st Annual W.A.R.P. Festival

Date: Saturday, November 01, 2025
Time: 3:30 pm – midnight
Location: 1520 Chandler Rd
Summary: The first Windsor Arena Rock Party - 4 Tribute Bands: Sweetwood Mac, Just Heart, 80s Gone Wild, and Van Halen Invasion. WSG Hard Candy!

TQLA Dia De Los Muertos

Date: Saturday, November 01, 2025
Time: 6:00 pm – 10:00 pm
Location: TQLA
Summary: Celebra el Día de los Muertos en TQLA Windsor con SheLovesAnthony y Queen Promotions. Música, cultura y fiesta. 19+.

Pumpkin Parade

Date: Saturday, November 01, 2025
Time: 6:30 pm – 8:00 pm
Location: Lakeside Park
Summary: Show off your creativity by donating your jack-o-lanterns to the Pumpkin Parade.

NCG Pro Wrestling: STEEL BOUND

Date: Saturday, November 01, 2025
Time: 7:30 pm – 11:00 pm
Location: Event Centre at LaSalle Landing
Summary: Get ready for the most intense and action-packed night of pro wrestling at NCG Live's STEEL BOUND event!

WIFF: Windsor International Film Festival – November 2nd Screenings

Date: Sunday, November 02, 2025
Time: 9:00 am
Location: Downtown Windsor
Summary: With over 200 films at WIFF 2025, there truly is something for everyone! Discover the full list of movies here, or dive into our program book. Join us Oct 23 - Nov 2 in downtown Windsor!

Closing Day at Leamington Raceway

Date: Sunday, November 02, 2025
Time: 1:00 pm – 4:00 pm
Location: Leamington Raceway
Summary: Come out and support at the Leamington raceway as their season comes to a close.

Board Game Sunday

Date: Sunday, November 02, 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!

Flint Firebirds vs. Windsor Spitfires

Date: Sunday, November 02, 2025
Time: 4:00 pm – 7:00 pm
Location: WFCU Centre
Summary: Come cheer on the Windsor Spitfires as they take on one of their biggest rivals in the Flint Firebirds of the OHL as the Spitfires look to gain a victory!

International Whiskey Tasting at North 42 Degrees Estate Winery

Date: Monday, November 03, 2025
Time: 6:00 pm
Location: North 42 Degrees Estate Winery
Ticket Price: $100
Summary: We’re celebrating Harvest and our International diversity. This is the perfect opportunity to do a side-by-side comparison of the styles and unique flavours of 6 world whiskies.

High Tea Tuesdays at Cindy’s

Date: Tuesday, November 04, 2025
Time: 10:30 am
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 for reservations

Windsoressex Community Foundation 2025 Annual Meeting

Date: Tuesday, November 04, 2025
Time: 4:00 pm – 6:00 pm
Location: Windsor Club
Summary: Join the WindsorEssex Community Foundation at our 2025 Annual Meeting & Grants Award Ceremony!