What's Happening: Windsor
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It feels like Spring outside! It's time to quack open a beer and take a walk down by the water.
Our Windsor Spitfires lost in third round to the Kitchner Rangers. Thanks for a great season, boys!
I had a little technical problem this morning so I'm running a little behind, but we have a lot of great events this week. Let's get into it!
WEATHER
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Wed
14°C
7°C
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Thu
14°C
3°C
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Fri
14°C
5°C
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Sat
18°C
8°C
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Sun
16°C
11°C
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Based on Environment and Climate Change Canada data
EVENTS
Date On Purpose (45–60): Better Conversations. Better Dates.
Date: Thursday, May 07 – Friday, May 08
Time: 7:00 pm – 9:00 pm
Location: Cookie Bar
Tickets: $50.00 – $55.00
Summary: An Intentional Dating Experience for Singles Who Date Like They Mean It.
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Destroyer (solo) at Meteor
Date: Thursday, May 07
Time: 7:30 pm
Location: Meteor
Summary: Destroyer (solo) brings his immersive, genre-blurring sound to Meteor, with Fortunato Durutti Marinetti opening the night.
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25th Annual Springsong Weekend– A Celebration of Birds and Birding
Date: Friday, May 08 – Sunday, May 10
Time: 12:00 am
Location: Pelee Island Heritage Centre
Summary: Celebrate Springsong Weekend with award-winning authors, world-class birding, and a legendary 24-hour bird race on Pelee Island!
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Farce of Nature
Date: Friday, May 08 – Sunday, May 10
Time: 12:00 am
Location: The Bank Theatre
Summary: Farce of Nature is a true southern-fried farce filled with hilarity, taking place during one day at the Reel Em Inn Fishing Lodge in Mayhew Arkansas.
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Sip & Thrift Vintage Market
Date: Friday, May 08
Time: 5:00 pm
Location: Windsor Eats
Summary: Part vintage market, part night market, all vibes. If you love hunting for thrifted gems, handmade treasures, or just want to sip a drink while discovering one-of-a-kind finds, Sip & Thrift is made for you!
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Mother’s Day Stroll The Street
Date: Friday, May 08
Time: 6:00 pm
Location: Notre Dame Street
Summary: Mother’s Day Stroll the Street: Celebrate the special women in your life with an afternoon of shopping, dining, and live entertainment.
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Sail Away with Remedy
Date: Friday, May 08
Time: 8:00 pm
Location: The Barbershop Bar
Summary: The House of Cures hosts Sail Away With Remedy, a one night only farewell celebration featuring dynamic performances and a heartfelt send off.
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Twitch
Date: Friday, May 08
Time: 9:00 pm
Location: Cherry Rock Lounge
Summary: Twitch makes their debut at The Cherry with an electrifying, interactive party band experience driven by high energy rock hits and immersive live entertainment.
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Rocking the Cherry Rock Lounge in Windsor
Date: Friday, May 08
Time: 10:00 pm
Location: Cherry Rock Lounge
Summary: Twitch makes its Rock and Roll party experience debut at the Cherry Rock Lounge.
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ACT Presents: Six: Teen Edition
Date: Friday, May 08 – Sunday, May 10
Time: TBD
Location: Capitol Theatre
Tickets: $25.00 – $30.00
Summary: History meets pop concert in this electrifying reimagining of the lives of Henry VIII’s six wives — as they transform heartbreak into HERstory.
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Farce of Nature at The Bank Theatre
Date: Friday, May 08 – Sunday, May 10
Time: TBD
Location: The Bank Theatre
Summary: Farce of Nature is a true southern-fried farce filled with hilarity, taking place during one day at the Reel Em Inn Fishing Lodge in Mayhew Arkansas.
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Windsor Light presents Frozen the Broadway Musical
Date: Friday, May 08 – Sunday, May 10
Time: TBD
Location: Chrysler Theatre
Summary: This enchanting and heartfelt musical brings the beloved story of sisters Elsa and Anna to life on stage.
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Lululemon Run 4 Mom
Date: Saturday, May 09
Time: 9:00 am – 11:00 am
Location: 2771 Whelpton St
Tickets: Free
Summary: Run and walk with Amanda Li + Warmup Run Collective X lululemon Devonshire
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Take Position
Date: Saturday, May 09
Time: 9:00 am – 2:00 pm
Location: 1493 Langlois Ave
Tickets: Free
Summary: TAKE POSITION is your chance to step up and step into all you've been made to be. NO SETTLING ladies!
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Denver’s Homestead – Butter Tart Festival
Date: Saturday, May 09
Time: 10:00 am
Location: Denver’s Homestead
Summary: Enjoy Butter Tart Festival this Mother’s Day Weekend!
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Hike 42 – A Wildflower Discovery
Date: Saturday, May 09
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.
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A Decade of Distilling | Complimentary Guided Tours at Wolfhead
Date: Saturday, May 09
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.
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The Brand Social
Date: Saturday, May 09
Time: 11:00 am – 2:00 pm
Location: 3390 Walker Rd
Tickets: $15.00
Summary: Brand Social 2 is back May 9, 11–2, 3390 Walker Rd. Same energy, bigger vibes. Connect with Windsor’s top creatives + entrepreneurs.
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Windsor’s 134th Birthday
Date: Saturday, May 09
Time: 11:30 am
Location: City Hall Square
Summary: Celebrate Windsor’s 134th Birthday with free food, games, and family-friendly fun at City Hall Square West on May 9, 2026.
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Weekends in the Studio! Mother’s Day Bouquets with Nora Harvey
Date: Saturday, May 09
Time: 1:00 pm
Location: Art Windsor Essex
Summary: Join artist educator Nora Harvey for a hands-on celebration of spring where you’ll “grow” a one-of-a-kind garden using vibrant paints and textured collage.
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Windsor Express Parents & Kids Basketball Camp
Date: Saturday, May 09
Time: 4:00 pm – 6:00 pm
Location: WFCU Centre Sports Gym
Tickets: $45.00
Summary: The Windsor Express is hosting a Parents & Kids Basketball Camp at the WFCU Centre Sports Gym on May 9, 2026.
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Motown Mother’s Day Cruise
Date: Saturday, May 09
Time: 5:00 pm
Location: Windsor Premier Cruises
Tickets: $59.99
Summary: Dance the night away under the twinkling stars on the Macassa Bay to the smooth soulful sounds of live Motown Music by the talented Rochelle Day & Myskow Brothers.
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Ghost Tours in Sandwich Town
Date: Saturday, May 09
Time: 7:30 pm
Location: Sandwich Brewing Co.
Summary: With decades of research and storytelling experience, Robert brings the past to life in a way that’s intriguing, atmospheric, and welcoming for everyone who loves a good ghost story.
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Sail Away With Remedy
Date: Saturday, May 09
Time: 8:00 pm – 11:00 pm
Location: The Man's Shop & Barbershop Bar
Tickets: $10.00 – $15.00
Summary: Help us wish bon voyage to our dear sister Remedy as she sails off on her newest adventure!
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Electro on Erie
Date: Saturday, May 09
Time: 9:00 pm
Location: Erie St GastroPub
Summary: Electro lounge beats all night long with resident DJ, Greg Gnyp + new DJs every week.
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Hysteria – Tribute to Def Leppard
Date: Saturday, May 09
Time: 9:00 pm
Location: Cherry Rock Lounge
Summary: Get ready for a night of classic arena rock as Hysteria, Montreal’s premier Def Leppard tribute, takes over the Cherry Rock Lounge
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A Taste of Spring: Flower Preserves Course
Date: Saturday, May 09
Time: TBD
Location: Park House Museum
Summary: Did you know that you can use edible flowers to make delicious preserves? Participants will also get to take home a jar of each preserve we make!
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Free Family Fishing
Date: Saturday, May 09 – Sunday, May 10
Time: TBD
Location: None
Summary: Fish for free in Windsor Essex!
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Heimat Sunday Brunch Buffets
Date: Sunday, May 10
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!
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Mothers Day Brunch 2026
Date: Sunday, May 10
Time: 11:00 am
Location: Chrysler Theatre
Tickets: Adults: $49.95+tax. Seniors (55+): $47.95+tax. Youth (5-12): $24.95+tax Please call the box office at 519-252-6579 to purchase tickets! On sale starting Wed Jan 28th at 11am!
Summary: St. Clair College Centre for the Arts Presents:
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Mother’s Day Brunch Cruise
Date: Sunday, May 10
Time: 11:00 am
Location: Windsor Premier Cruises
Tickets: $104.99
Summary: Treat Mom this Mother’s Day to a delicious Brunch & Sightseeing Bridge Tour on the Detroit River onboard the Macassa Bay.
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Weekends in the Studio! Breath and Blooms with Suela Prendi
Date: Sunday, May 10
Time: 1:00 pm
Location: Art Windsor Essex
Summary: Create your own artwork with hands-on crafts and guidance from artist, Suela Prendi. Learn a new watercolor technique.
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Ian Maksin In Windsor On: Songs Of Love & Peace New Album Concert Tour
Date: Sunday, May 10 – Monday, May 11
Time: 7:00 pm – 8:30 pm
Location: Mackenzie Hall Cultural Centre
Tickets: $40.00
Summary: A healing, multilingual musical journey across the globe with world-renowned cellist, composer, and vocalist Ian Maksin.
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Decades Dance Party
Date: Sunday, May 10
Time: 8:00 pm – 11:59 pm
Location: Walkerville Brewery
Tickets: $10.00
Summary: Decades Dance Party — a full-on throwback to the 80s, 90s, and 2000s.
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The Bridge: Detroit Edition Live Comedy At Tipsy Toucan (May 9Th)
Date: Sunday, May 10
Time: 8:00 pm – 9:30 pm
Location: The Tipsy Toucan
Tickets: $22.00
Summary: Windsor! Nonstop laughs every Saturday—pro stand-up with nationwide touring headliners!
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Lyfe Ah Di Greatest
Date: Sunday, May 10
Time: 10:00 pm – 3:00 am
Location: 110 Chatham St W
Tickets: $15.00 – $60.00
Summary: Get ready to move, groove, and catch the ultimate island vibes all night long
From old school classics to new school hits, dancehall e
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Heimat Sunday Brunch Buffets
Date: Sunday, May 10
Time: TBD
Location: Heimat
Summary: A whole spread of all the breakfast and lunch foods you could imagine with some of Heimat’s speciality food items!
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Chapter Two Brewing Company Chess Club
Date: Tuesday, May 12
Time: 12:00 am
Location: Chapter Two Brewing Company
Summary: In the new year we are introducing a new club: The official Chapter Two Chess Club.
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One Leg One Eye + Efrim Manuel Menuck at Meteor
Date: Tuesday, May 12
Time: 7:00 pm
Location: Meteor
Summary: One Leg One Eye and Efrim Manuel Menuck bring an immersive night of dark, atmospheric folk and experimental sound to Meteor.
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Phogheads Comedy Showcase
Date: Tuesday, May 12
Time: 8:30 pm
Location: Phog Lounge
Tickets: Free
Summary: Looking for something to do Tuesday night? Skip the scrolling and come laugh.
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SPORTS
| ✈️ ⚽ 👨 |
Whitby FC Men vs Windsor City FC Men
2:00 pm •
Soccer • Telus Dome |
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| ✈️ ⚽ 👩 |
Cambridge United vs Tecumseh United FC
8:00 pm • Women's Soccer • Fountain Street Soccer Complex #1 |
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THANK YOU
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