Windsor’s hitting its stride this week — a little louder, a little busier, and full of reasons to get out.

From live music and comedy to markets, food events, and community gatherings, there’s something happening in every corner of the city.

April 23 – April 30

Here’s what’s worth checking out around Windsor.

Late Nights, Loud Beats, and Dark Alternative Vibes Taking Over Windsor.

🎭 April 23–25 – On The Town at The Chrysler Theatre
7:30 PM (Apr 23-24)I 2:00 PM (Apr 25) | St. Clair College Centre for the Arts
Enjoy a limited-run St. Clair College Music Theatre production of the Broadway classic.

🎭 April 24 – ACT Presents: The Price of Freedom
7:30 PM | The Hatch Studio Theatre at the Jackman Dramatic Art Centre
Experience a powerful original Canadian play by Arts Collective Theatre.

🎧 April 24 – A.RTISTIC I.NTELLIGENCE
9:00 PM | PROTOTYPE
Dive into an immersive electronic dance music experience featuring multiple DJs, live art, and interactive installations blending technology and creativity.

🎤 April 25 – Dylan Scott Live
8:00 PM | The Colosseum at Caesars Windsor
Country star Dylan Scott brings his chart-topping hits and high-energy performance to the stage for an unforgettable night of live music.

🎶 April 26 – The Music of the Knight: An Andrew Lloyd Webber Musical Revue
2:30 PM | All Saints Anglican Church
A musical theatre celebration by Abridged Opera.

🎶 April 26 – Hugh & Kathy Leal Celebrate 50 Years of Windsor Jazz
2:30 PM | Mackenzie Hall
Celebrate five decades of Windsor Jazz concerts with Hugh and Kathy Leal in a special anniversary performance.

🎻 April 26 – Windsor Symphony Youth Orchestra: Revolutionaries
7:00 PM | Capitol Theatre Windsor
The Windsor Symphony Youth Orchestras perform works by boundary-breaking composers, featuring Beethoven, musical theatre.

Stand-up, roasts, and showcases guaranteed to keep the laughs coming.

😂 April 24 – Windsor After Dark Comedy Night
9:00 PM | PHOG Lounge
Get ready for a high-energy night of stand-up featuring a lineup of hilarious comedians from across Ontario. Hosted by Olena Fox, expect bold jokes, real stories, and nonstop laughs in an intimate late-night setting. Perfect for a Friday night out with friends or a fun date night.

😂 April 24 – Ukrainian Stand-Up Night
7:00 PM | PHOG Lounge
A special comedy night for Windsor’s Ukrainian community featuring Olena Fox and Alona Parkhomenko. Expect raw, relatable humor, live interaction, and a fun stand-up + party vibe that feels like home. Perfect for a night out with friends or a unique date night.

😂 April 24 – Tatiana Frank LIVE Comedy
8:00 PM | The Tipsy Toucan
Catch a night of uncensored stand-up with Tatiana Frank, bringing her sharp, self-deprecating humor and viral comedy style.

😂 April 25 – Na’im Ali & Dru Montana LIVE Comedy
8:00 PM | The Tipsy Toucan
Enjoy a night of nonstop laughs with comedians Na’im Ali and Dru Montana, delivering sharp, high-energy stand-up as part of Windsor’s live comedy scene.

🥊 April 25 – The Rule of Three Comedy Competition
7:30 PM | The Meteor
A high-energy live comedy battle featuring six comedians competing across three rounds.

😂 April 28 – Phogheads Comedy Showcase
8:30–9:30 PM | Phog Lounge
A weekly downtown Windsor stand-up showcase featuring a mix of new comics and experienced performers.

Whether you’d rather celebrate the earth day or learn about the University of Windsor, enjoy these events!

Enjoy markets, shows, fashion at Windsor.

📚 April 24–25 – Used Book and Puzzle Sale
4:00–8:00 PM (Fri) | 9:00 AM–3:00 PM (Sat) |St. Mark's by-the-Lake Anglican Church
Browse a wide selection of used books, jigsaw puzzles, and board games while supporting a local fundraiser.

🥁 April 24 – Seniors Drum Circle
African Village Africain Community Centre
Join a culturally enriching drum circle for seniors, offering guided African drumming sessions that promote wellness, social connection, and creative expression.

🛍️ April 25 – Vendor/Craft Show
10:00 AM-3 PM | Average Joe's Sports Bar
Shop 30+ one-of-a-kind vendors with free admission and a wide variety of handmade goods and crafts from local creators.

🧸 April 25 – 2026 All 4 Kids Spring Sale
9:00 AM | École Secondaire de Lamothe-Cadillac
Shop a huge selection of gently used kids’ items—including clothing, toys, baby gear, books, and more.

🥧 April 25 – Church Bake Sale and Vendor’s Market
9:30 AM | Glenwood United Church
Browse handmade crafts, soups, and baked goods while supporting a community fundraiser.

🌞 April 25 – The Pop Yard: Soleil Edition
10:00 AM- 3 PM | Centre Communautaire Francophone Windsor-Essex-Kent
A vibrant pop-up market celebrating local creativity and community, featuring vintage finds, handmade goods, fashion, art, and small businesses in a warm, sunshine-inspired vendor experience.

🎃 April 25 – Halfway to Halloween Market
12:00 PM–7:00 PM | Slovak Centre
A spooky-themed vendor market featuring oddities, eerie art, alternative fashion, handcrafted goods, and macabre décor.

🎪 April 26 – Family Fun Spring Market
10:00 AM | LaSalle Event Centre
A free admission family market featuring 80+ local vendors, kids’ activities like slime-making, face painting, caricatures, crafts, live entertainment.

🍵 April 26 – Big Hats & High Tea Social: A Day at the Races
1:30 PM | Essex Golf and Country Club
An elegant afternoon event hosted by the Rotary Club of LaSalle Centennial featuring a cocktail reception and high tea service.

💐 April 26 – Mother’s Day Vendor Market
10:00 AM–3:00 PM | Fogolar Furlan Club
A Mother’s Day shopping market featuring local vendors, handmade gifts, treats, and a chance to win gift baskets,

Attend trivia nights, dinners and more in Windsor.

🍺 April 23 – Perfect Pouring Dinner: A Taste of Canada Coast to Coast
7:00 PM | Banded Goose Brewing Co.
A guided tasting dinner featuring iconic Canadian dishes from coast to coast—each course paired with a 6oz beer pour for a curated culinary experience.

🎲 April 23 – Brews and Board Games
5:00–9:00 PM | Walkerville Brewery
Join a relaxed evening of craft beer and tabletop gaming featuring a wide selection of board games, game-play guidance, and a social atmosphere.

🥢April 25 – CCR: A Tribute to John Fogerty Dinner Show
6:00 PM | St. Clair College Centre for the Arts
Enjoy a full evening of classic hits from Creedence Clearwater Revival with a live tribute performance, paired with a 4-course dinner in an elegant dinner show experience.

🤠 April 25 – Country Line Dance Night
7:00 PM | Walkerville Brewery
Grab your boots for a high-energy evening of country line dancing with guided instruction, open dancing, and nonstop country music.

🎷 April 26 – Jazz Night at Walkerville Brewery
6:00 PM | Walkerville Brewery
Enjoy a relaxed evening of live jazz by The Coffee House Combo, with smooth tunes, great food, and craft drinks in a cozy brewery setting.

🍽️ April 30 – A Gluten-Free Night Out
5:30 PM | Giovanni Caboto Club
A dedicated gluten-free evening featuring a 4-course gluten-free meal, local gluten-free vendors, and a guest dietitian speaker.

🎤 April 30 – Blues Lady Champagne Dinner Show
8:00 PM | Harbour House Waterfront Eatery
An intimate dinner show featuring Blues Lady Champagne, delivering a powerful mix of blues, R&B, and soul alongside a full dining experience at a waterfront venue.

That’s your Windsor week at a glance. Whether you’ve got plans or you’re just seeing where the week takes you, there’s plenty happening across the city.

We’ll be back next week with more to explore.
— Windsor Pulse