Summer is heating up across Windsor-Essex, and the region is packed with major festivals, live entertainment, cultural celebrations, and Canada Day festivities.

From downtown parades and waterfront concerts to large-scale festivals just outside the city, there’s no shortage of ways to get out and enjoy the week ahead.

July 2 – July 9

Here’s what’s happening around Windsor-Essex this week.

🎩 July 17 – Engineered Magic Live
7:00 PM | Polish Club Windsor

Experience an award-winning magic spectacular with Jitendra Raghuvir, whose family has amazed audiences for four generations and over 16,000 performances across nearly 30 countries. Expect jaw-dropping illusions, cutting-edge technology, stunning stage production, and theatrical effects that blend science with magic.

A thrilling family-friendly show packed with surprises, wonder, and unforgettable moments for all ages. ✨🎭

More Info

Windsor’s music scene is stacked this season—from techno nights and live summer DJ parties, there’s a sound for every vibe and every night out.

🎷 July 2 – Live at the Lighthouse Featuring 401 Smooth Jazz
7:00 PM – 8:30 PM | Mettawas Park Gazebo
Enjoy a relaxing summer evening by the waterfront at Kingsville’s Live at the Lighthouse concert series. Kicking off the July lineup is 401 Smooth Jazz, bringing a blend of smooth jazz, Latin rhythms, and instrumental pop music to the scenic gazebo beside the Kingsville Lighthouse.

🎭 July 3 – Behind the Curtain
6:30 PM (Doors) | The Bank Theatre
Go behind the scenes of Broadway with Craig Ramsay and Catherine Wreford, Broadway performers and winners of The Amazing Race Canada, in this one-night-only live musical event.

🍷 July 3–4 – Uncorked Weekend
See Description | Pelee Island Winery, Kingsville
Celebrate the holiday weekend with Uncorked Weekend at Pelee Island Winery, where smooth jazz, award-winning wines, and authentic wood-fired pizza come together for a relaxing summer experience. Guests can enjoy live performances by the Jazz Life Trio while sipping their favourite Pelee Island wines.

🎤 July 3 – True North Voices
8:00 PM – 9:30 PM | Capitol Theatre
Celebrate the rich legacy of Canadian music at True North Voices, a cabaret-style performance presented by Cover Girl Tributes. Featuring a talented lineup of local performers, the show brings fresh interpretations of beloved Canadian classics and modern favourites, honouring the artists who have shaped the country's musical identity.

🎶 July 4 – Best of the Bee Gees and Rod Stewart: Night Fever & Forever Young
7:30 PM | Capitol Theatre Windsor
Relive the timeless music of two legendary acts as Night Fever, the world’s premier Bee Gees tribute production, joins forces with Forever Young, a spectacular Rod Stewart tribute show, for an unforgettable evening of classic hits.

🎸 July 4 – Jody Raffoul Band Live at El Rancho
7:00 PM – 10:00 PM | El Rancho Kingsville
Enjoy an evening of classic rock as the Jody Raffoul Band returns to El Rancho Kingsville for a high-energy live performance. Known for delivering crowd-pleasing rock and roll favourites, the band promises a fun-filled night of great music, lively entertainment, and an electric atmosphere.

🎶 July 4 – Leamington’s Music Onthe42 Summer Concert Series: EPIC EAGLES – The Definitive Eagles Tribute Band
6:30 PM Onwards | SUNSET® Amphitheatre, Seacliff Park
Enjoy a free evening of waterfront live music at Leamington’s Music Onthe42 Summer Concert Series. The night begins with local opener ultrasonik at 6:30 PM, followed by EPIC EAGLES: The Definitive Eagles Tribute Band at 8:30 PM, performing timeless hits from one of rock’s most legendary bands

🎵 July 4 – Stone & Sky Music & Art Series: The Soul Delegation
6:00 PM | The Quarry on Pelee Island
Spend a summer evening enjoying live music at the Stone & Sky Music & Art Series, featuring The Soul Delegation, one of Southwestern Ontario’s premier soul and R&B bands. Known for their energetic performances, the 10-piece ensemble brings timeless hits.

🍁 July 4 – Maple Magic
8:00 PM – 10:00 PM | Chapter Two Brewing Company
Celebrate the best of Canadian music at Maple Magic, a lively drag show featuring dazzling performances inspired by iconic Canadian artists. From the timeless hits of Céline Dion to the pop-punk anthems of Avril Lavigne, this entertaining evening blends music, glamour, and high-energy performances in a fun and welcoming atmosphere.

🎧 July 4 – Electro on Erie
9:00 PM | Erie St GastroPub
Dance the night away at Electro on Erie, a weekly nightlife event featuring smooth electronic lounge beats and an energetic atmosphere.

🎵 July 5 – Sprucewood Shores Summer Music Series Featuring The Smiths
1:00 PM – 3:00 PM | Sprucewood Shores Estate Winery
Enjoy a relaxing afternoon of live music by the shores of Lake Erie as The Smiths, a talented local father-daughter duo, headline the Sprucewood Shores Summer Music Series.

🎶 July 5 – Sunday Sounds at Oxley Estate Winery
1:00 PM – 5:00 PM | Oxley Estate Winery
Spend a relaxing Sunday afternoon at Oxley Estate Winery with Sunday Sounds, a seasonal live music series featuring local performers, delicious food, award-winning wines, and a welcoming vineyard atmosphere.

🎧 July 8 – Cosmo Club: DJ Vibes
5:00 PM – 8:30 PM | Wolfhead Distillery
Gather your friends for Cosmo Club: DJ Vibes, a free monthly social event designed to bring women together for an evening of music, connection, and fun.

🎷 July 9 – Live at the Lighthouse Featuring Rick Stephenson – His Sinatra
7:00 PM – 8:30 PM | Mettawas Park
Enjoy a relaxing evening of free waterfront entertainment at Kingsville’s Live at the Lighthouse concert series. This week's performance features Rick Stephenson – His Sinatra, bringing the timeless music of Frank Sinatra to life with smooth vocals and easy-listening classics.

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Windsor’s comedy scene is bringing nonstop laughs with stand-up showcases, lighting up intimate venues all across the city.

😂 July 4 – Kyle Lucey LIVE Comedy at Tipsy Toucan
7:30 PM – 9:00 PM | The Tipsy Toucan
Get ready for a night of bold, uncensored comedy as Kyle Lucey takes the stage at Windsor’s premier live comedy club. Known for his razor-sharp writing, fearless honesty, and dark comedic style, Kyle has performed in over 15 countries and gained millions of views across social media.

🎤 July 4 – “Weird Al” Yankovic with Special Guest Puddles Pity Party
8:00 PM | The Colosseum at Caesars Windsor
Experience an unforgettable night of comedy and music as “Weird Al” Yankovic brings his Bigger & Weirder 2026 Tour to Windsor. The five-time Grammy Award winner and best-selling comedy recording artist of all time will perform beloved parody hits like Amish Paradise, Eat It, White & Nerdy.

🎡 July 2–5 – Essex Fun Fest
See Description | Essex Fairgrounds
Celebrate one of Essex County’s biggest summer festivals at Essex Fun Fest, a four-day community celebration packed with fun for all ages. Visitors can enjoy thrilling carnival rides, live entertainment, a youth talent contest, sports tournaments, a lively parade, delicious food vendors, artisan and craft booths, a beer tent, and a spectacular fireworks display.

🌞 July 3–5 – Amherstburg Open Air Weekends
Downtown Amherstburg
Spend the weekend exploring Amherstburg Open Air Weekends, a lively community event that transforms downtown into a vibrant destination filled with shopping, entertainment, food, and family-friendly activities. Visitors can browse local shops and vendor markets, enjoy delicious food and sweet treats, watch live performances, and take part in free activities including guided historic walking tours, Yoga in the Park, Coffee and Culture sessions, and outdoor chess classes and tournaments.

🎶 July 5 – 2026 Port Windsor Music & Arts Festival
12:00 PM | Mackenzie Hall
Celebrate the vibrant culture and history of Sandwich Town at the 2026 Port Windsor Music & Arts Festival. This free, family-friendly event transforms one of Canada's oldest neighbourhoods into a lively showcase of music, art, and community, featuring more than 100 performers across jazz, blues, folk, gospel, opera, theatre, dance, poetry, and visual arts. Visitors can also explore artisan vendors, enjoy local food, and experience live performances in parks, patios, and along the waterfront.

🥃 July 4 – Hiram Walker 210th Birthday Celebration
6:00 PM – 11:00 PM | Willistead Manor
Step back into the Roaring Twenties at the Hiram Walker 210th Birthday Celebration, a Prohibition-themed fundraising gala held at the historic Willistead Manor. Guests will enjoy an evening of gourmet hors d’oeuvres, complimentary whisky tastings, decadent desserts, and live entertainment featuring jazz performances, musical acts, and the Windsor Symphony Youth Orchestra.The celebration also includes antique car photo opportunities, psychic readings, caricature art, 50/50 draws, and more.

🎉 July 9 – Hellenic Cultural Centre Grand Reopening Celebration
5:00 PM – 8:00 PM | Hellenic Cultural Centre
Celebrate the grand reopening of the newly renovated Hellenic Cultural Centre and experience its refreshed facilities, new management, and exciting rebrand. Guests can enjoy guided venue tours, wine tastings, complimentary appetizers, giveaways, and beautifully designed wedding and corporate event displays. The evening also marks the launch of the new Hellenic Table Catering To Go program.

Enjoy markets, shows, fashion at Windsor.

🎨 July 2 – AWE Summer Nights: Sip & Paint
5:00 PM – 9:00 PM | Art Windsor-Essex
Kick off July with an evening of creativity at AWE Summer Nights: Sip & Paint. Led by an artist educator, this relaxing paint session invites participants to create their own artwork while enjoying wine from Cooper’s Hawk Vineyard.

🎭 July 3–5 – Cheer Up, Hamlet!
$20 | Fogolar Furlan
Enjoy a fun-filled outdoor theatre experience with Cheer Up, Hamlet!, a humorous Shakespeare-inspired production presented by A Palpable Hit Productions in partnership with Korda Artistic Productions and the Fogolar Furlan Club of Windsor.

🌙 July 3 – Amherstburg Open Air Night Markets
See Description | Downtown Amherstburg
Spend your Friday evening exploring the Amherstburg Open Air Night Markets, where the streets come alive with local vendors, handmade goods, delicious food, and live entertainment.

🥁 July 3 – Seniors Drum Circle
African Village Africain Community Centre
Seniors are invited to take part in the Seniors Drum Circle, a culturally enriching wellness program that brings people together through the healing power of African drumming.

🥕 July 4 – Downtown Windsor Farmers’ Market
Downtown Windsor
Experience one of Windsor’s favourite weekly community events at the Downtown Windsor Farmers’ Market. Browse a wide selection of farm-fresh fruits, vegetables, locally grown produce, artisan food products, handmade crafts, and unique goods from vendors across the region.

🌾 July 4 – Lakeside Market
8:00 AM – 1:00 PM | Atlas Tube Centre
Discover the best of Windsor-Essex at the Lakeside Market, a vibrant community market featuring local farmers, growers, artisans, makers, food vendors, and small businesses.

🧺 July 4 – Farmer’s Market in the Quarry
10:00 AM – 1:00 PM | Stone & Sky at The Quarry
Spend a relaxing Saturday morning at Farmer’s Market in the Quarry, hosted by Stone & Sky on beautiful Pelee Island. This weekly market features local farmers, artisans, and vendors offering fresh produce, handmade goods, and unique local products in a scenic outdoor setting.

🏛️ July 4 – Pensioners’ Day: Special Tours at Park House Museum
1:00 PM – 4:00 PM | Park House Museum
Celebrate Pensioners’ Day with a guided tour of the historic Park House Museum in Amherstburg. Visitors can explore one of Ontario’s oldest homes through special tours beginning at 1:00 PM, 2:00 PM, and 3:00 PM, offering fascinating insights into the region’s history and heritage.

✍️ July 4 – Creative Writing Circle
4:00 PM | Windsor Public Library – Central Branch
Connect with fellow writers at the Creative Writing Circle hosted by the Windsor Public Library. This welcoming gathering offers an opportunity to share your writing, receive constructive feedback, and engage with a supportive community of local writers.

🫖 July 5 – 6th Annual High Tea and Garden Party
10:00 AM, 1:00 PM & 4:00 PM | Willistead Manor
Enjoy an elegant summer tradition at the 6th Annual High Tea and Garden Party at the historic Willistead Manor. The event also includes guided tours of the beautifully landscaped Paul Martin Gardens.

🏛️ July 5 – Park House Museum Discovery Days
2:00 PM – 4:00 PM | Park House Museum
Step back in time with Park House Museum Discovery Days, a free weekly summer program offering hands-on experiences that bring Victorian-era Amherstburg to life.

🎨 July 9 – AWE Summer Nights
5:00 PM – 9:00 PM | Art Windsor Essex
Spend a summer evening at AWE Summer Nights, where art, food, and waterfront views come together in a relaxed outdoor setting. On July 9, guests can enjoy the museum's patio with delicious food and drinks provided by WindsorEats.

Enjoy games, trivia and dinner nights in Windsor.

🍝 July 3 – Terrace Dinners at St. Clair College Centre for the Arts: Italy Night
St. Clair College Centre for the Arts
Enjoy an elegant evening of fine dining with stunning views of the Detroit skyline at the Terrace Dinners series. The event features an Italian-themed four-course dinner served on the rooftop terrace, offering an authentic culinary experience in a beautiful waterfront setting.

🎯 July 3 – Royal Canadian Legion Branch 644: Luck of the Draw Friday Dart Night
See Description | Royal Canadian Legion Branch #644
Test your aim and enjoy a friendly evening of competition at Royal Canadian Legion Branch 644's weekly Luck of the Draw Friday Dart Night.

🎬 July 3 – Outdoor Movie Event
7:00 PM | Royal Canadian Legion Kingsville Branch 188
Enjoy a fun-filled evening under the stars at the Outdoor Movie Night & Food and Hygiene Drive in Kingsville. This free, family-friendly event has a Kids Play Zone, community activities, a charity commissary, and a contest featuring prizes for the best movie viewing setup.

🤠 July 3 – Line Dancing at The Fort
7:00 PM – 10:00 PM | The Fort Family Fun Centre
Put on your cowboy boots and hit the dance floor at Line Dancing at The Fort! Whether you're an experienced line dancer or trying it for the first time, this lively evening offers a welcoming atmosphere filled with great music, cold drinks, and plenty of fun

🛳️ July 4 – 90’s Dance Cruise
7:00 PM – 11:00 PM | Windsor Premier Cruises
Throw it back to the '90s aboard the 90’s Dance Cruise, an unforgettable evening of music, dancing, and waterfront views on the Macassa Bay Boat. DJ Chino will spin classic '90s hits and throwback favourites as guests dance the night away while cruising along the Detroit and Windsor waterfronts

🎬 July 4 – The Boonies: Drive-In Movie Night
See Description | The Boonies Drive-In Theatre
Experience the magic of classic drive-in movies at The Boonies Drive-In Theatre, where families, friends, and couples can enjoy a movie under the stars from the comfort of their own vehicle

🐟 July 4 – Royal Canadian Legion Branch 644 Weekly Fish Fry
See Description | Royal Canadian Legion Branch #644
Enjoy a delicious community meal at the Royal Canadian Legion Branch 644 Weekly Fish Fry. Prepared by the local team at Cramdon’s, this popular event features freshly cooked fish, great food, and drink specials available at the Legion bar.

💃 July 5 – Derek Hough: Symphony of Dance – Encore
8:00 PM | The Colosseum at Caesars Windsor
Experience an unforgettable evening of world-class dance as Derek Hough brings his spectacular Symphony of Dance: Encore tour to Windsor. The six-time Dancing with the Stars champion returns with an all-new production featuring breathtaking choreography, stunning stage design, and an exciting blend of ballroom, tap, salsa, hip-hop, and contemporary dance.

🛼 July 3 – Wheels Nights at City Hall Square
6:00 PM – 10:00 PM | City Hall Square
Roll into summer at Wheels Nights, a free outdoor roller-skating event that brings the nostalgic spirit of Windsor’s iconic Wheels! roller rink back to life. As part of the city's Staycation Activation program, City Hall Square transforms into a lively skating venue complete with music, colourful lighting, themed entertainment, live DJs, costumes, and roller skate rentals.

🎣 July 5 – LSC Pro Tackle 2nd Annual Kids Fishing Derby
8:00 AM – 12:00 PM | Belle River Marina
Bring the whole family for the LSC Pro Tackle 2nd Annual Kids Fishing Derby, a fun-filled morning designed for young anglers of all skill levels. Open to children aged 3–16, the free event features age-based fishing competitions, prizes for the biggest fish in each division, complimentary night crawlers, and a BBQ with an awards presentation following the derby.