Windsor’s stepping into one of its busiest stretches of the season.
From live concerts and comedy to markets, festivals, and outdoor events, the city is full of ways to make the most of the week ahead.
April 30 – May 7
Here’s what’s worth checking out around Windsor.
🎵 Music & Live Performances
Late Nights, Loud Beats, and Dark Alternative Vibes Taking Over Windsor.

🎤 June 3 – We Three Kings: Elvis Tribute Show
7:30 PM | Rockstar Music Hall
A high-energy tribute to Elvis Presley featuring Roy LeBlanc, Oliver Steinhoff, and Leo Days. This multinational show covers Elvis’s greatest eras—from early rock ’n’ roll and the ’68 Comeback Special to his iconic Vegas performances.
With a full live band, authentic costumes, and powerful vocals, expect a fun, nostalgic night packed with timeless hits and crowd-pleasing moments.
Book Now
🎶 April 30 – Blues Lady Champagne Dinner Show
8:00 PM | Harbour House Waterfront Eatery
Enjoy an unforgettable dinner and live performance featuring Blues Lady Champagne, blending blues, R&B, and soul into a powerful night of music and dining by the waterfront.
🎸 May 1 – Three Days Grace Live in Concert
7:30 PM | The Colosseum at Caesars Windsor
Rock band Three Days Grace takes the stage with special guest Royal Tusk for a high-energy night of hits and new music from their album Alienation.
🤘 May 1 – Thunderforge & Valkyrie’s Fire Live
9:00 PM | Cherry Rock Lounge
Experience a high-energy night of heavy and symphonic metal featuring Thunderforge and Valkyrie’s Fire.
❄️ May 1 to May 3 – Disney’s Frozen
7:30 PM | St. Clair College Centre for the Arts
Presented by Windsor Light Music Theatre, this magical stage adaptation of Frozen brings the story of sisters Elsa and Anna to life.
🤠 May 1 – Line Dancing at The Fort
7:00 PM – 10:00 PM | The Fort Family Fun Centre
Grab your boots for a high-energy line dancing night filled with music, drinks, and a welcoming atmosphere.
🍷 May 2 – Sip, Savour & Song (featuring Mark Chichkan)
6:00 PM – 9:00 PM | Coopers Hawk Vineyards
Enjoy an elegant evening of live acoustic music by Mark Chichkan, fine wine, and a curated four-course small plates dinner.
🎸 May 2 – Rock of Ages at Belle River Bourbon
9:00 PM | The Bourbon Tap & Grill Lakeshore
Enjoy a high-energy live music night featuring Megan and Mitchel on vocals, backed by a full band delivering four-part harmonies and a setlist spanning the 1970s to today.
🎼 May 2 – Rachmaninoff Symphony No. 2
7:30 PM | Capitol Theatre Windsor
Experience the sweeping romance and emotional depth of Sergei Rachmaninoff’s Symphony No. 2, a powerful work known for its lush melodies and nostalgic beauty.
👑 May 8 – SIX: Teen Edition
7:30 PM | Capitol Theatre Windsor
Presented by Arts Collective Theatre, this high-energy musical reimagines the six wives of Henry VIII as pop icons.
A Must-Try on Your List

⭐ 4.7 | 377 Riverside Dr. E
Neros signature menu mirrors the same philosophy found in the décor, offering classic steakhouse fare with a modern, inventive approach. Discriminating palates enjoy a decadent menu featuring mouthwatering steaks grilled to every guest’s unique preference, fresh seafood including succulent oysters on half shell and a variety of timeless side dishes to complement any meal.
Through careful research, taste-testing and years of culinary expertise, the chefs have meticulously selected cuts of the finest meats available around the world including grass-fed organic varieties of bison, Berkshire pork, Piedmontese beef and more.
Comedy and nightlife
Stand-up, roasts, and showcases guaranteed to keep the laughs coming.

🎭 May 1–3 – Farce of Nature
7:30 PM (Fri/Sat) | 2:00 PM (Sun) | The Bank Theatre
A fast-paced southern-style comedy set at the Reel Em Inn Fishing Lodge in Mayhew, Arkansas. Presented at The Bank Theatre, this “farce of nature” delivers chaotic humour, mistaken identities, and nonstop laughs.
😂 May 2 – Max Sheldrick LIVE Comedy
8:00 PM | The Tipsy Toucan
Catch rising comic Max Sheldrick live as part of Windsor Laughs.
😂 May 2 – Rosey Catherine Live at Meteor (Comedy Special Event)
7:00 PM – 9:00 PM | Meteor
Catch rising comedy star Rosey Catherine live in Windsor for a high-energy stand-up set packed with sharp storytelling and punchline-heavy humour.
😂 May 5 – Phogheads Comedy Showcase
8:30 PM – 9:30 PM | Phog Lounge
A weekly stand-up comedy showcase featuring a mix of new and experienced comics delivering live sets in downtown Windsor.
✨ Unique Events
Whether you’d rather celebrate women or take part in the Female ride , enjoy these events!

🌸 May 6 – Celebrating Women Who Inspire Us Signature Luncheon
11:30 AM | Fogolar Furlan
Connect and be inspired at this signature Women United event by United Way Windsor-Essex, featuring a keynote from Lynn McLaughlin.

🌸 May 2 – 20th Anniversary of International Female Ride Day: “The Sunshine Ride”
9:00 AM | Thunder Road Harley-Davidson
This community event, known as “The Sunshine Ride,” celebrates women in motorcycling while raising funds for Leamington Hospices.
✨ Plays,Market, Craft & More
Enjoy markets, shows, fashion at Windsor.

🎭 April 30 – The Shark is Broken
Kordazone Theatre
Step behind the scenes of the filming of Jaws in this Olivier Award-nominated play by Ian Shaw and collaborators.
🎭 May 1 – The Price of Freedom
7:30 PM | The Hatch Studio Theatre at the Jackman Dramatic Art Centre
Presented by Arts Collective Theatre, this powerful original play tells the story of John Anderson and his historic extradition case.
🥁 May 1 – Seniors Drum Circle
African Village Africain Community Centre
A wellness-focused cultural program funded by the Government of Canada, offering seniors a chance to connect through guided African drumming.
🌸 May 2 – A Taste of Spring: Flower Preserves Course
Park House Museum
Learn how to create edible flower preserves in this hands-on workshop at Park House Museum.
🛍️ May 2–3 – Spring Market in The Village
All Day | Canadian Transportation Museum & Heritage Village
Explore a weekend spring market featuring local vendors, handmade goods, seasonal treats, and home décor in a historic village setting.
🌌 May 2 – Astronomy in Action Planetarium
10:00 AM – 6:30 PM | St. Matthew’s Anglican Church
Step inside an immersive traveling planetarium by Astronomy in Action and explore space like never before.
🍵 May 2 – Downtown Essex Tea Party
1:00 PM – 3:00 PM | Essex Sports Complex
Enjoy an afternoon tea gathering with treats, conversation, and community spirit at this charming seasonal event in Essex.
🎨 May 2 – Weekends in the Studio: BAM! POW! ZINES!
1:00 PM – 4:00 PM | Art Windsor-Essex
Celebrate Free Comic Book Day with artist educator Nora Harvey by creating your own comic zines using collage, magazine scraps, and original drawings.
🎩 May 3 – Hocus Pocus
2:00 PM – 4:00 PM | Temple Ballroom
An all-ages afternoon of live magic and illusions featuring astonishing tricks, audience interaction, and stage performances designed to surprise and entertain.
🎨 May 3 – Weekends in the Studio: Watercolour Tulips
1:00 PM – 4:00 PM | Art Windsor-Essex
Join artist Suela Prendi for a hands-on, family-friendly workshop exploring watercolor painting and paper crafting.
🛍️ May 3 – Skate Lakeshore May Market (Featuring Crafty Kids)
9:00 AM – 5:00 PM | Atlas Tube Centre
Enjoy a free community market featuring 40+ local vendors, artisans, bakers, and youth groups.
🎡 May 3 – WETRA Spring Fun Fair
10:00 AM | Windsor Essex Therapeutic Riding Association
Enjoy a fun-filled day with 50+ local vendors, dog shows by Essex County Barker, hay rides, pony rides, kids activities, and plenty of food and entertainment for the whole family.
🏃♂️ May 3 – Margarita Mile
11:00 AM | WindsorEats
Take part in a one-mile fun run/walk hosted by WindsorEats and partners, ending with Windsor’s Cinco de Mayo celebrations.
🚶♂️ May 3 – Steps for Life Walk (Windsor-Essex)
9:00 AM | Malden Park
Join the community for a meaningful 5-km walk supporting Threads of Life.
🌮 May 5 – Cinco de Mayo at Fogolar Furlan
3:00 PM – 9:00 PM | Fogolar Furlan
Celebrate Cinco de Mayo with a festive Taco & Burrito Buffet special as part of an extended Taco Tuesday event.
🦜 May 1–18 – Festival of Birds
All Day | Point Pelee National Park
Celebrate spring migration at one of Canada’s premier birding destinations, hosted by the Friends of Point Pelee and Parks Canada.
⛹️♂️ Sports
Catch the excitement of Windsor’s sports scene with games and matches.

🎣 May 2 – Detroit River Walleye Classic
All Day | LaSalle Landing
Test your fishing skills in the annual walleye tournament on the Detroit River, featuring prizes for top finishers and a kids derby.
🏒 May 3 – Windsor Spitfires vs. Kitchener Rangers (Game 6, if necessary)
7:05 PM | OHL Western Conference Finals
Catch playoff hockey action as the Windsor Spitfires face the Kitchener Rangers in a high-stakes matchup for the Wayne Gretzky Trophy.
😍 Trivia Nights, Theatre & More
Attend trivia nights, dinners and more in Windsor.

🍽️ April 30 – A Gluten-Free Night Out
5:30 PM | Giovanni Caboto Club
Enjoy a delicious four-course gluten-free meal at this inclusive community event hosted by the Caboto Club.
🎉 May 1 – Windsor’s Biggest Cinco de Mayo Party
5:00 PM | WindsorEats
Celebrate Cinco de Mayo with delicious Mexican food, authentic margaritas, and live Latin music at WindsorEats’ biggest party of the year.
🍽️ May 1 – Amore & Applause Dinner & Show Experience
Time: By reservation | Mezzo Ristorante & Lounge
Enjoy an elevated pre-show dining experience at Mezzo, designed for guests attending performances at Caesars Windsor.
🌕 May 1 – Howl at the Moon Dinner Series
5:00 PM – 8:00 PM | Oxley Estate Winery
Experience an evening in Essex County wine country with seasonal dining, featured culinary creations, and live music as part of the “Howl at the Moon” series.
🍝 May 6 – Charity Pasta Night for Community Living Month
4:00 PM | Giovanni Caboto Club
Join Community Living Windsor for a delicious pasta dinner in support of Community Living Month.
🎲 May 6 – Game Nights @ Central (Adults)
6:30 PM | Windsor Public Library
Meet new people and enjoy a fun evening of games at this adults-only event hosted by Windsor Public Library.
That’s your Windsor week at a glance. Whether you’ve got plans lined up or you’re deciding as you go, there’s plenty happening across the city.
We’ll be back next week with more to explore.
— Windsor Pulse

