What's Happening: Windsor

Windsor Symphony Orchestra Guild Spring Fantasy Fashion Show

Date: Wednesday, May 13
Time: 11:00 am
Location: Beach Grove Golf & Country Club
Summary: An elegant afternoon of fashion, food, and philanthropy by the water—supporting music in our community.

Wednesday Wisdom Networking Event

Date: Wednesday, May 13
Time: 5:00 pm – 7:00 pm
Location: The Thirsty Butler Sports Bar & Restaurant
Tickets: Free
Summary: Big things start with small connections — come spark one this Wednesday at our networking event.

Amherstburg’s Battle of The Hors D’Oeuvres

Date: Wednesday, May 13
Time: 6:00 pm
Location: Downtown Amherstburg
Summary: Head on out to Downtown Amherstburg for the Battle of The Hors D’Oeuvres: Savour History One Bite At a Time!

Reserved Seating For The Smart Money Session On May 13Th

Date: Wednesday, May 13
Time: 6:00 pm – 7:30 pm
Location: Signature Tributes Event Centre
Tickets: Free
Summary: Be part of a powerful event designed to help you build generational wealth, minimize taxes, and gain control of your financial future.

Tera May Celebrations

Date: Wednesday, May 13 – Thursday, May 14
Time: 6:00 pm – 10:00 pm
Location: Hindu Temple and Cultural Center
Tickets: Free
Summary: Join us for a serene and joyful evening featuring satsang, soulful bhajans, dance, and guided meditation.

Windsor International Film Festival Screenings

Date: Wednesday, May 13 – Thursday, May 14
Time: 7:00 pm
Location: Capitol Theatre Windsor
Summary: Dreams

Fernando, a young ballet dancer from Mexico, dreams of international recognition and a life in the US. Believing his lover, Jennifer, a socialite and philanthropist, will support him, he leaves everything behind - narrowly escaping death in the process. However, his arrival disrupts Jennifer’s carefully curated world. She will do anything to protect both their futures - and the life she has built.

7:00 pm - May 13, 3:00 pm - May 14

Haunted Heritage Tours: Summer Edition

Date: Wednesday, May 13
Time: 8:30 pm
Location: Canadian Transportation Museum & Heritage Village
Tickets: $20
Summary: Get your spooky on this summer with The Purple Theatre Company’s Haunted Heritage Tours: Summer Edition! A walking ghost tour steeped in haunted history!

Drcc Celebration For Bui #5

Date: Thursday, May 14
Time: 5:00 pm – 7:00 pm
Location: Ojibway Nature Centre
Tickets: Free
Summary: Join the DRCC for an environmental milestone celebration!

Business Networking Mix - May 2026

Date: Thursday, May 14 – Friday, May 15
Time: 6:00 pm – 8:30 pm
Location: Oven 360 Tecumseh
Tickets: Free
Summary: Join Windsor Business Hub Network for an evening of connection and industry insights at our networking events, panels and workshops.

Brass Camel Live In Windsor

Date: Thursday, May 14
Time: 8:00 pm – 11:30 pm
Location: Meteor
Tickets: $17.50
Summary: Brass Camel returns to Meteor for a hump-day howler, on their fifth national tour.

Jamaican Texas BBQ Mashup

Date: Friday, May 15 – Sunday, May 17
Time: 12:00 pm
Location: 1000 Drouillard Rd, Windsor, ON, Canada, N8Y 2P8
Summary: A smoky weekend BBQ takeover at Sawyer’s, featuring a Jamaican x Texas-style menu and a lively Pitmaster Party finale.

Amore & Applause

Date: Friday, May 15
Time: 6:30 pm
Location: Mezzo Ristorante & Lounge
Tickets: $125 + tax & gratuity
Summary: Step into your perfect night out at Mezzo. We’re proud to introduce Amore & Applause

See website for available reservation times

The Prince of Egypt

Date: Friday, May 15 – Sunday, May 17
Time: 7:00 pm
Location: The Capitol Theatre
Summary: The Prince of Egypt is a sweeping epic musical featuring music and lyrics by Grammy and Academy Award winner Stephen Schwartz, a book by Philip LaZebnik, and ten new songs written by Schwartz in addition to five songs from the original DreamWorks Animation film.

Stand-Up Comedian Mo Amer

Date: Friday, May 15
Time: 8:00 pm
Location: The Colosseum at Caesars Windsor
Summary: Caesars Windsor is excited to announce stand-up comedian Mo Amer is taking The Colosseum stage

Standup Comedy at Sidelines!

Date: Friday, May 15
Time: 8:00 pm
Location: Sidelines Sports Bar & Grill
Tickets: $10 – $15
Summary: It’s that time of the month! On May 15th, Get ready to laugh out loud with hilarious standup acts live at Sidelines!

Community Garage Sale

Date: Saturday, May 16
Time: 9:00 am – 12:00 pm
Location: 355 Church St
Tickets: Free
Summary: Hidden treasures await. Join our Community Garage Sale on May 16, 10 AM–3 PM at our parking lot, 355 Church St. Family fun and great finds.

Downtown Windsor Farmers’ Market

Date: Saturday, May 16
Time: 9:00 am
Location: Pelissier Street (between Wyandotte & Park)
Summary: Discover fresh local produce, artisan foods, family fun, and community events at the Downtown Windsor Farmers’ Market.

Lee Valley Tools Windsor Store - Turn An Acrylic Pen

Date: Saturday, May 16
Time: 9:30 am – 4:30 pm
Location: 3009 Howard Ave
Tickets: $50.00
Summary: Our Customer Advisor will teach you the fundamentals of turning an acrylic pen.

Hike 42 – A Wildflower Discovery

Date: Saturday, May 16
Time: 10:00 am
Location: North 42 Degrees Estate Winery
Summary: You’ll embark on a guided three-mile hike, complete with wine tasting and a gourmet camp-style lunch crafted from local ingredients by our Culinary team, prepared fireside.

Pressure Point 2026 – Gaming Event

Date: Saturday, May 16
Time: 10:00 am
Location: St Clair College
Tickets: $15
Summary: Hosted by No Style Esports, this event features multiple fighting game titles, professionally run brackets, live-streamed matches, and a high-energy atmosphere designed for both competitors and spectators.

A Decade of Distilling | Complimentary Guided Tours at Wolfhead

Date: Saturday, May 16
Time: 11:00 am
Location: Wolfhead Distillery
Summary: Join us this May as we celebrate 10 years of distilling in Amherstburg with a special thank you to our guests.

Weekends in the Studio! Pool Noodle Printing with Nora Harvey

Date: Saturday, May 16
Time: 1:00 pm
Location: Art Windsor Essex
Summary: Artist educator Nora Harvey draws inspiration from Vanessa Dion Fletcher’s BIG Doll exhibition, inviting participants to create bold, vibrant sun artworks through hands-on, active learning.

Victoria Day Fireworks

Date: Saturday, May 16
Time: 6:00 pm
Location: Green Acres Optimist Park
Summary: Join the Optimist Club of St. Clair Beach for an exciting evening of food, music, and fireworks at Green Acres Optimist Park as the community comes together to celebrate Victoria Day

Anaconda Movie Night

Date: Saturday, May 16
Time: 7:00 pm
Location: Chrysler Theatre
Tickets: $10 plus taxes and fees
Summary: St. Clair College Alumni Presents:

“Supervillains Of Comedy May Edition” “Supervillains Of Comedy May Edition”

Date: Saturday, May 16 – Sunday, May 17
Time: 7:30 pm – 10:30 pm
Location: 256 Pelissier St
Tickets: $10.00
Summary: here we go: Once again We are BACK for round 4 the “Supervillains of Comedy May Edition” @ Villians Beastro!

Standup Comedy At Sidelines!

Date: Saturday, May 16
Time: 8:00 pm – 9:30 pm
Location: Sidelines Sports Bar & Grill
Tickets: $4.99 – $10.00
Summary: It's that time of the month! On May 15th, Get ready to laugh out loud with hilarious standup acts live at Sidelines!

Techno on Tap: A Walkerville Brewery Experience

Date: Saturday, May 16 – Sunday, May 17
Time: 8:00 pm
Location: Walkerville Brewery
Tickets: $20
Summary: SOTC Productions is excited to once again partner with Walkerville Brewery this time for 2 nights in a row!

Electro on Erie

Date: Saturday, May 16
Time: 9:00 pm
Location: Erie St GastroPub
Summary: Electro lounge beats all night long with resident DJ, Greg Gnyp + new DJs every week.

Live Rock Music @ Meteor Windsor

Date: Saturday, May 16
Time: 9:00 pm
Location: None
Tickets: $5
Summary: Live music featuring London based Hard Rock band Kill Effect (killeffect.com), and Windsor talents Hey Man and Obsidian City.

Ashes To Anthems

Date: Saturday, May 16
Time: 10:00 pm – 11:30 pm
Location: 63 Pitt St E
Tickets: $12.00
Summary: Ashes to Anthems is an immersive live music experience where raw energy, underground culture, and rising talent collide.

Heimat Sunday Brunch Buffets

Date: Sunday, May 17
Time: 10:30 am – 2:30 pm
Location: Heimat
Tickets: $25.50 Adult/$22.50 Senior/$15.50 Child/Free Under 5
Summary: A whole spread of all the breakfast and lunch foods you could imagine with some of Heimat’s speciality food items!

Yesterday and Today Car Show

Date: Sunday, May 17
Time: 11:00 am – 4:00 pm
Location: Colasanti’s Tropical Gardens
Summary: Take a stroll through time and compare makes and models of cars through the decades.

Golden Girls Pub Crawl

Date: Sunday, May 17
Time: 12:00 pm
Location: Windsor Eats
Summary: Start assigning roles now. The sarcastic one. The sweet one. The spicy one. The chaotic storyteller. Windsor… thank you for being a friend.

Sunday Sounds At Oxley Estate Winery

Date: Sunday, May 17
Time: 1:00 pm
Location: Oxley Estate Winery
Summary: Join us every Sunday all summer long for live music, great food and wine, and good company right here on the estate.

Weekends in the Studio! Birch Trees Landscapes with Suela Prendi

Date: Sunday, May 17
Time: 1:00 pm
Location: Art Windsor Essex
Summary: Join us for a fun, family-friendly drop-in studio activity this weekend at the gallery! Create your own artwork with hands-on crafts and guidance from artist, Suela Prendi.

Windsor Multicultural Concerts presents: Music from China

Date: Sunday, May 17
Time: 3:00 pm
Location: Mackenzie Hall Cultural Centre
Tickets: $25
Summary: Experience an afternoon of traditional Chinese folk music featuring guzheng, erhu, pipa, hulusi, piano, percussion, and a male voice quartet.

Summer Sundays with Cherry Rock Lounge & 89X

Date: Sunday, May 17
Time: 7:30 pm
Location: Cherry Rock Lounge
Summary: Celebrate with Cold Drinks, Great Vibes, and LIVE Music! Keep the good times rolling … head to Cherry Rock Lounge and Summer It UP!!

Leo Dufour Live Comedy At Tipsy Toucan (May 16Th)

Date: Sunday, May 17
Time: 8:00 pm – 9:30 pm
Location: The Tipsy Toucan
Tickets: $27.00
Summary: Windsor! Nonstop laughs every Saturday—pro stand-up with nationwide touring headliners!

Sunday Farmers Market

Date: Sunday, May 17
Time: 8:00 pm
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.

Techno On Tap

Date: Sunday, May 17
Time: 8:00 pm – 1:00 am
Location: Walkerville Brewery
Tickets: $15.00 – $25.00
Summary: SOTC is taking over for Walkerville Brewery for 2 nights starting with Techno on Tap

Card Board Game Night

Date: Monday, May 18
Time: 5:00 pm
Location: The Shadowbox Theatre
Summary: Only at The Shadowbox Theatre on the 3rd Monday of every month: Card Board Game Night!

House On Tap

Date: Monday, May 18
Time: 8:00 pm – 1:00 am
Location: Walkerville Brewery
Tickets: $15.00 – $25.00
Summary: SOTC is taking over Walkerville Brewery for House on Tap

519 Day Comedy Show

Date: Tuesday, May 19
Time: 8:00 pm
Location: Windsor Eats
Tickets: Free
Summary: Spend 519 Day the right way — good drinks, good people, and a full night of stand-up.

Phogheads Comedy Showcase

Date: Tuesday, May 19
Time: 8:30 pm
Location: Phog Lounge
Tickets: Free
Summary: Looking for something to do Tuesday night? Skip the scrolling and come laugh.