Supper Club Series at Cookie Bar

Date: Wednesday, April 29
Time: 6:00 pm
Location: Cookie Bar
Summary: Supper Club Series at Cookie Bar! Join us on April 29 at our Ford City spot (1093 Drouillard Rd) for an unforgettable evening of food, drink, and good vibes.

Trippa Night

Date: Wednesday, April 29
Time: 6:00 pm
Location: Ciociaro Club
Summary: A traditional Italian dinner night featuring authentic regional dishes, warm hospitality, and a shared dining experience.

Windsor Spitfires Vs. Kitchener Rangers Western Conference Finals – Game 4

Date: Wednesday, April 29 – Monday, April 27
Time: 7:05 pm
Location: THE WFCU CENTRE
Summary: The Windsor Spitfires take on the Kitchener Rangers in the Western Conference Finals!

After Exam Bash - Malek'S Impeachment

Date: Wednesday, April 29 – Thursday, April 30
Time: 7:30 pm – 11:00 pm
Location: JJ's Roadhouse
Tickets: $10.00
Summary: Love him or hate him, Join us as we celebrate Malek's last day as Prez! Use code ByeMalek or Diya4Prez for a free ticket!

A Gluten-Free Night Out

Date: Thursday, April 30
Time: 5:30 pm
Location: Giovanni Caboto Club
Tickets: $80
Summary: A worry-free night to eat well, discover new products and connect with others who share in your gluten-free journey.

Blues Lady Champagne Dinner Show

Date: Thursday, April 30
Time: 8:00 pm
Location: Harbour House Waterfront Eatery
Summary: Blues, soul, and an unforgettable dinner show all in one night

The Shark is Broken at Kordazone Theatre

Date: Thursday, April 30 – Saturday, May 02
Time: 8:00 pm
Location: Kordazone Theatre
Summary: CLOSING NIGHT

FADE IN: The open ocean, 1974. Filming is delayed… again. The lead actors – theatre veteran Robert Shaw and young Hollywood hotshots Richard Dreyfuss and Roy Scheider – are crammed into a too-small boat, entirely at the mercy of foul weather and a faulty mechanical co-star. Alcohol flows, egos collide, and tempers flare on a chaotic voyage that just might lead to cinematic magic… if it doesn’t sink them all. Step aboard the Orca and into THE SHARK IS BROKEN, a “profound dive behind the scenes of the making of JAWS”

Cinco de Mayo Weekend at Walkerville Brewery

Date: Friday, May 01 – Sunday, May 03
Time: 12:00 pm
Location: Walkerville Brewery
Summary: Join us for a Cinco de Mayo Weekend at Walkerville Brewery

Festival of Birds

Date: Friday, May 01 – Monday, May 18
Time: 12:00 pm
Location: Point Pelee National Park
Summary: The Friends of Point Pelee and Point Pelee National Park invite you to celebrate spring migration at the 2026 Festival of Birds

Check website for daily programming. Various times and locations are listed

Amore & Applause

Date: Friday, May 01
Time: 4:30 pm
Location: Mezzo Ristorante & Lounge
Tickets: $48
Summary: Step into your perfect night out at Mezzo. We’re proud to introduce Amore & Applause

Call for reservations

Cinco De Mayo Party at WindsorEats

Date: Friday, May 01 – Tuesday, May 05
Time: 5:00 pm
Location: WindsorEats
Summary: Come to the WindsorEats to enjoy fantastic Mexican food, authentic margaritas, live Latin music, and more!.

• Saturday from 6PM–10PM
• Sunday from 12PM–4PM
• Tuesday from 6PM–9PM

Howl at The Moon Dinner Series

Date: Friday, May 01
Time: 5:00 pm
Location: Oxley Estate Winery
Summary: Experience the magic of a full moon night in the heart of Essex County wine country.

Line Dancing at The Fort

Date: Friday, May 01
Time: 7:00 pm
Location: The Fort Family Fun Centre
Summary: Grab your boots and round up your friends — Line Dancing is BACK at The Fort!

ACT Presents: The Price of Freedom

Date: Friday, May 01
Time: 7:30 pm
Location: Hatch Studio Theatre
Tickets: $20 – $30
Summary: Arts Collective Theatre presents The Price of Freedom, a powerful original Canadian play exploring the story of John Anderson

Farce of Nature at The Bank Theatre

Date: Friday, May 01 – Sunday, May 03
Time: 7:30 pm
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.

Frozen

Date: Friday, May 01 – Saturday, May 09
Time: 7:30 pm
Location: Chrysler Theatre
Tickets: Boxes: $52+fees Zone A: $43+fees Zone B: $39+fees Zone C: $35+fees
Summary: Windsor Light Music Theatre Presents:

Three Days Grace at Caesars Windsor

Date: Friday, May 01
Time: 7:30 pm
Location: The Colosseum at Caesars Windsor
Summary: Rock giants Three Days Grace take centre stage in The Colosseum with special guest Royal Tusk on Friday, May 1 at 7:30 PM.

Georgie Von Porgie & The Pallbearers / Tim Vantol / Rob Moir @ Meteor

Date: Friday, May 01
Time: 9:00 pm – 11:00 pm
Location: Meteor
Tickets: $12.50
Summary: Huge folk-punk triple bill lands at Meteor this spring.

Thunderforge and Valkyrie’s Fire

Date: Friday, May 01
Time: 9:00 pm
Location: Cherry Rock Lounge
Summary: Thunderforge and Valkyrie’s Fire bring an explosive night of heavy and symphonic metal to Windsor on their way to Heavy Metal Festival in Chicago.

Detroit River Walleye Classic

Date: Saturday, May 02
Time: 6:00 am
Location: LaSalle Landing
Summary: Come test your skills in this year’s Detroit River Walleye Classic! Prizes for 1st to 10th place!

A Taste of Spring: Flower Preserves Course SOLD OUT

Date: Saturday, May 02
Time: 9:00 am
Location: Park House Museum
Tickets: $25
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!

Downtown Windsor Farmers’ Market

Date: Saturday, May 02
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.

Kingsville Nature and Garden Show

Date: Saturday, May 02
Time: 9:00 am
Location: Grovedale Arts and Culture Centre
Summary: Explore the Nature and Garden show this Spring for all your gardening needs!

Spring Market in The Village

Date: Saturday, May 02 – Sunday, May 03
Time: 9:00 am
Location: Canadian Transportation Museum & Heritage Village
Summary: Head out to the Canadian Transportation Museum and Heritage Village for a weekend filled with local vendors, shopping and a whole lot of fun to find that perfect Spring item for your home or that sweet treat to celebrate Spring!

Astronomy in Action Planetarium

Date: Saturday, May 02
Time: 10:00 am
Location: St. Matthew’s Anglican Church
Summary: Astronomy in Action is bringing a planetarium dome to Windsor!

Hike 42 – A Wildflower Discovery

Date: Saturday, May 02
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.

Fiesta Weekend

Date: Saturday, May 02 – Sunday, May 03
Time: 12:00 pm – 5:00 pm
Location: None
Tickets: $60 + HST
Summary: Holy guacamole! Do we have a weekend planned for you!

Join us for a weekend of food & drink pairings fiesta style on the Barrels Bottles & Brews Trail May 2nd & 3rd, 2026. Pick up your digital ticket now – and use it for a self guided tour and at each participating stop you’ll get a craft brew, cider or spirit tasting + some gourmet Mexican fare!

Wai Maid Cafe

Date: Saturday, May 02
Time: 12:00 pm – 3:30 pm
Location: 1055 Drouillard Rd
Tickets: Free
Summary: Maid Cafe ♡ Idol performance + gluten-free treats: onigiri (tuna or vegan), cookies, cupcakes & more! Drinks sold separately.

Downtown Essex Tea Party

Date: Saturday, May 02
Time: 1:00 pm
Location: Essex Sports Complex
Summary: The Downtown Essex Tea Party is back! Join us for a delightful afternoon of tea, treats, and good company

Rainy Day Textured Drawing: Using Pencils , Markers And Crayons

Date: Saturday, May 02
Time: 1:00 pm – 2:00 pm
Location: Expressive Brush Art Studio
Tickets: $15.00
Summary: A cozy rainy day art adventure! Kids learn to create textures with pencils, markers, and crayons while having fun indoors.

A Night Worship And Healing With Minstrel Osas

Date: Saturday, May 02 – Sunday, May 03
Time: 5:00 pm – 8:30 pm
Location: 1493 Langlois Ave
Tickets: Free
Summary: A Night of Worship and Healing with Minstrel Osas is a powerful Christian gathering for deep worship, prophetic encounters, healing, and res

Sip, Savour & Song – featuring Mark Chichkan

Date: Saturday, May 02
Time: 6:00 pm
Location: Coopers Hawk Vineyards
Summary: An intimate evening of acoustic music, wine, and a four-course dinner at Cooper’s Hawk Vineyards.

Rosey Catherine Live at Meteor, Windsor Comedy club Special Event

Date: Saturday, May 02
Time: 7:00 pm
Location: Meteor
Tickets: $25
Summary: Join us for an unforgettable night of laughter at Meteor.

Windsor Symphony Orchestra presents Rachmaninoff

Date: Saturday, May 02 – Sunday, May 03
Time: 7:30 pm
Location: Capitol Theatre Windsor
Summary: Prepare to experience a mix of passion and nostalgia with Rachmaninoff’s Symphony No. 2.

BlaKK ZZabbath SoZZiety

Date: Saturday, May 02
Time: 8:00 pm
Location: Cherry Rock Lounge
Summary: BlaKK ZZabbath SoZZiety delivers a high energy tribute to Black Sabbath, Ozzy Osbourne, and Black Label Society live at Cherry Rock Lounge in Windsor.

Electro on Erie

Date: Saturday, May 02
Time: 9:00 pm
Location: Erie St GastroPub
Summary: Electro lounge beats all night long with resident DJ, Greg Gnyp + new DJs every week.

Rock of Ages at the Belle River Bourbon

Date: Saturday, May 02
Time: 9:00 pm
Location: The Bourbon Tap & Grill Lakeshore
Summary: Get ready for a high energy live music night featuring rich four part harmonies and crowd favourite hits from the 70s through to today

May Market featuring Crafty Kids

Date: Sunday, May 03
Time: 9:00 am
Location: Atlas Tube Recreation Centre
Summary: Join us at the May Market for a full day of local shopping, family‑friendly activities, and support for programs right here in Lakeshore.

Skate Lakeshore May Market Featuring Crafty Kids

Date: Sunday, May 03
Time: 9:00 am
Location: Atlas Tube Centre
Tickets: Free
Summary: Join us for a fun-filled community day with local creativity, family activities, and great shopping! Over 40 vendors and community groups.

Spring is in the Air Market

Date: Sunday, May 03
Time: 9:00 am
Location: Tecumseh Legion
Summary: Come shop from many different local artisans and makers at this vendors market!

Windsor Coin Club Coin Show

Date: Sunday, May 03
Time: 9:00 am
Location: Giovanni Caboto Club
Summary: Discover treasures from around the world at the Windsor Coin Club Coin Show — free admission, free parking, and hourly door prizes!

1st Annual Spring Fun Fair at WETRA

Date: Sunday, May 03
Time: 10:00 am
Location: WETRA
Summary: Don’t miss first annual Spring Fun Fair held at WETRA!

Heimat Sunday Brunch Buffets

Date: Sunday, May 03
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!

Margarita Mile

Date: Sunday, May 03
Time: 11:00 am
Location: Windsor Eats
Summary: In a world of high-intensity athletics, the Margarita Mile offers a refreshing alternative: a race where the pace is slow, the salt is plenty, and the reward is actually drinkable.

Meet The Author: An Intimate Book Signing With Andrea L. Wehlann

Date: Sunday, May 03
Time: 11:00 am – 2:00 pm
Location: Indigo
Tickets: Free
Summary: Join us for a cozy meet & greet with Andrea L. Wehlann and get your book signed in person at Indigo Windsor!

Playwriting 1: Mastering The Basic (Spring Session)

Date: Sunday, May 03
Time: 12:30 pm – 2:30 pm
Location: The Shadowbox Theatre
Tickets: $135.00
Summary: Playwriting 1: Mastering the Basics - a six(6) week course offered as part of the 2026 Theatre Skills Education Program

Hocus Pocus

Date: Sunday, May 03
Time: 2:00 pm
Location: None
Tickets: $25.00
Summary: A two-hour extraordinary afternoon of magic and wonder.

Cinco De Mayo Cruise

Date: Sunday, May 03
Time: 3:00 pm
Location: Windsor Premier Cruises
Summary: All aboard The Macassa Bay for our 1st Special Event Cruise of the season!

*Windsor Spitfires Vs. Kitchener Rangers Western Conference Finals – Game 6 (If necessary)

Date: Sunday, May 03
Time: 7:05 pm
Location: THE WFCU CENTRE
Summary: The Windsor Spitfires take on the Kitchener Rangers in the Western Conference Finals!

Max Sheldrick Live Comedy At Tipsy Toucan (May 2Nd)

Date: Sunday, May 03
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!

May the 4th at Windsor Eats

Date: Monday, May 04
Time: 5:30 pm
Location: Windsor Eats
Summary: Join us for a family- and pet-friendly Star Wars Celebration at WindsorEats Food Hall!

Cinco De Mayo at Fogolar Furlan

Date: Tuesday, May 05
Time: 3:00 pm
Location: Fogolar Furlan Club of Windsor
Summary: Join us as we celebrate Cinco De Mayo on Tuesday, May 5th—with an even better Taco Tuesday! Enjoy our Taco & Burrito Buffet for just $17.99 + taxes.

Open Mic at The Grovedale

Date: Tuesday, May 05
Time: 7:00 pm
Location: The Grovedale
Summary: Put your talents up to the mic at Open Mic at The Grovedale!

Phogheads Comedy Showcase

Date: Tuesday, May 05
Time: 8:30 pm
Location: Phog Lounge
Tickets: Free
Summary: Looking for something to do Tuesday night? Skip the scrolling and come laugh.