Windsor, the last long weekend of summer is stacked.
This week (Aug 27–Sep 3) the Windsor Asian Night Market takes over Festival Plaza, the Tecumseh Corn & Music Festival and Windsor South Rib & Beer Fest run all weekend, and the 172nd Harrow Fair caps it off — plus live music at the Kingsville Lighthouse, an Eagles tribute night, and comedy from Windsor Laughs.
Here's your full guide to the best of Windsor-Essex this week.

🎷 September 20 – An Evening of Jazz & Conversation
3:00 PM – 5:00 PM | Mackenzie Hall Cultural Centre, 3277 Sandwich St. W, Windsor

Celebrate the launch of Windsor Concerts’ 2026–2027 season with an afternoon of live jazz by the Phil Whitfield Trio, refreshments, and community conversation. Discover the upcoming season, connect with fellow music lovers, and learn more about Windsor Concerts’ mission and future. 🎶☕️

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🍽️ September 4, 5 & 6 – Windsor Food Festival 4.0
Sep 4–6 • 4:00 PM – 12:00 AM | Riverside Festival Plaza, Windsor

Experience one of Windsor's biggest celebrations of food, culture, and entertainment! Enjoy a weekend filled with delicious food vendors, food trucks, live performances, cultural experiences, and family-friendly fun along the waterfront. 🌮🎶🎉

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🎵 Music & Live Performances

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.

🎶 August 27 – Live at the Lighthouse
7:00 PM – 8:30 PM | Mettawas Park Gazebo
Enjoy a free summer evening of live music at the gazebo next to the Kingsville Lighthouse.

🎶 August 27 – Live at the Lighthouse: Abbey Neves
7:00 PM – 8:30 PM | Lighthouse Gazebo, Kingsville
Enjoy a relaxing summer evening of free live music at the Kingsville Lighthouse! Part of the popular Live at the Lighthouse concert series, this all-ages event features talented local performers in a beautiful waterfront setting.

🎸 August 28 – Epic Eagles Tribute
7:00 PM | Water's Edge Event Centre
Eagles fans, get ready for a night of classic rock favourites with the Epic Eagles Tribute! This one-night-only performance brings the sound of the Eagles to Windsor with soaring harmonies, guitar-driven arrangements, and a set featuring beloved songs from the band’s legendary catalogue.

Short on cash? Get up to $750, no credit check.

Access up to $750* from your upcoming paycheck within minutes for a small fee, or wait 3 days and get it for free. No credit check. No late fees. 

*Not all users will qualify. Advances range from $25–$750; average advance is $170. Express transfer fees may apply.

Comedy and nightlife

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

😂 August 29 – Nick Burden LIVE Comedy at Tipsy Toucan
8:00 PM – 9:30 PM | The Tipsy Toucan
Windsor Laughs presents internationally touring comedian Nick Burden for an evening of professional stand-up comedy.

😂 September 1 – Phogheads Comedy Showcase
8:30 PM – 9:30 PM | Phog Lounge
Looking for something to do Tuesday night? Phogheads Comedy Showcase brings live stand-up comedy to downtown Windsor every week, creating a fun and intimate comedy-room atmosphere.

Special events

🌽 August 28–30 – Tecumseh Corn & Music Festival
Fri–Sat: 12:00 PM – 11:00 PM | Music Grounds: 7:00 PM – 12:30 AM
Sun: 11:00 AM – 5:00 PM | McAuliffe Park
Celebrate summer at the Tecumseh Corn & Music Festival, a family-friendly weekend filled with vendors, activities, food, and entertainment for all ages. The festival also features a separate 19+ music festival grounds with live bands performing into the night

🎬 August 28 – Pirates of the Caribbean: Dead Man’s Chest
7:00 PM | Chrysler Theatre
Set sail for a big-screen adventure with Pirates of the Caribbean: Dead Man’s Chest at the Chrysler Theatre. Follow Captain Jack Sparrow and his crew through another action-packed pirate adventure as they face the mysterious Davy Jones and the dangers of the open sea

🌻 August 29 – Sunshine & Sunflowers Market
10:00 AM – 2:00 PM | St. Paul’s Anglican Church
Spend a sunny day shopping local and connecting with the community at the Sunshine & Sunflowers Market! Browse local vendors, discover unique finds, and enjoy a relaxed summer market atmosphere.

✝️ August 29 – March for Jesus Celebration
3:00 PM | Ouellette Avenue & Giles Boulevard
Join a free, family-friendly community celebration featuring a march/parade, followed by an afternoon of live music, singing, prayer, and fellowship at Charles Clark Square. The event brings people of faith from across Windsor together to celebrate their shared faith and community.

🚲 August 30 – Southern Ontario Vintage Bicycle Show
8:00 AM – 3:00 PM | McGuire Residence
Celebrate the 12th Annual Southern Ontario Vintage Bicycle Show, a special event for bicycle and history enthusiasts. Explore a collection of vintage and antique bicycles, with opportunities to browse, buy, sell, trade, and display classic bikes while connecting with fellow enthusiasts.

Theatre, Market & More

Enjoy markets, shows, fashion at Windsor.

🍜 August 27–30 – Windsor Asian Night Market
See event details | Festival Plaza
Experience the vibrant Windsor Asian Night Market as it returns for its second annual celebration! This four-day festival brings together the community for an exciting showcase of Asian food, culture, live performances, and entertainment in the heart of Windsor.

🎨 August 27 – AWE Summer Nights: Sip & Paint
6:30 PM – 8:30 PM | Art Windsor-Essex
Unwind with a relaxing Sip & Paint evening at Art Windsor-Essex! Led by an experienced artist educator, this beginner-friendly workshop guides participants step-by-step

🍦 August 28 – Amherstburg Open Air Weekends
3:00 PM Friday – 8:00 PM Sunday | Downtown Amherstburg
Soak up the summer vibes at Amherstburg Open Air Weekends! From Friday afternoon through Sunday evening, downtown Amherstburg comes alive with open-air streets, local dining, sweet treats, and refreshing drinks.

📸 August 29 – Nostalgic Photo Booth @ Central Library
4:00 PM | Windsor Public Library – Central Branch
Take a trip down memory lane with a nostalgic photo booth experience at the Central Library! Recreate the fun of classic mall photo booths by squeezing in with your friends and capturing a series of silly, memorable photos together

🥕 August 29 – Downtown Windsor Farmers’ Market
9:00 AM – 2:00 PM | Pelissier Street & Maiden Lane
Shop local and enjoy the best of Windsor-Essex at the Downtown Windsor Farmers’ Market! Browse farm-fresh fruits and vegetables, locally produced foods, and unique artisan products from regional vendors.

🎨 August 29–30 – Amherstburg Art by the River
10:00 AM – 5:00 PM both days | Fort Malden
Spend a beautiful summer weekend surrounded by art, creativity, and waterfront views at Amherstburg Art by the River.

🐾 August 28 – 6th Annual Rainbow Bridge Memorial Service
6:30 PM | Windsor Chapel Funeral Home – Banwell Chapel
Windsor Chapel Funeral Home – Banwell Chapel invites the community to gather and honour beloved pets who have passed away.

🎬 August 29 – Free WIFF Screening: The LEGO Movie
11:00 AM – 12:30 PM | The Capitol Theatre
Enjoy a free community screening of The LEGO Movie, presented by the Windsor International Film Festival in partnership with the City of Windsor’s Experience Windsor program.

🧘 September 1 – Free Introductory Tai Chi Class
11:00 AM – 12:30 PM | Fung Loy Kok Institute of Taoism
Discover the gentle practice of Taoist Tai Chi® at this free introductory open house. Learn about the traditional 108-movement set, try beginner-friendly movements, and explore how Tai Chi can support balance, focus, and overall well-being.

🔮 September 2 – Cosmo Club: Readings & Revelations
5:00 PM – 8:30 PM | Wolfhead Distillery
Wrap up the Cosmo Club series with an evening focused on insight, intuition, and what lies ahead. Enjoy a relaxed social atmosphere featuring woman-owned vendors, curated food and drinks, and opportunities to connect with the community.

🌾 September 3– The Harrow Fair
See event details | Harrow Fairgrounds
Step into one of Ontario’s longest-running agricultural traditions at the 172nd Harrow Fair!

😍 Game, trivia and more

Enjoy games, trivia and dinner nights in Windsor.

🌙 August 20– September 27 – Windsor-Essex Night Market Hop
See event details | Various Locations, Windsor-Essex
The Night Market Hop is back! Explore Windsor-Essex after dark with a season-long celebration of markets, music, makers, and memories.

🍖 August 28–30 – Windsor South Rib & Beer Fest
Fri: 4:00 PM – 10:30 PM | Sat: 12:00 PM – 10:30 PM | Sun: 12:00 PM – 7:00 PM
3100 Howard Avenue, Windsor
Enjoy a delicious weekend of barbecue, ribs, beer, and live entertainment at the Windsor South Rib & Beer Fest! Part of the Northern Heat Rib Series, the festival brings talented rib vendors and beer tents to Howard Avenue for three days of food, drinks, and summer fun.

🎯 August 28 – Luck of the Draw Friday Dart Night
7:30 PM | Royal Canadian Legion Branch #644
Enjoy a fun evening of darts and friendly competition at the weekly Luck of the Draw Dart Night. Players of all skill levels are welcome, with teams formed from those who participate.

🌙 August 28 – Walkerville Distillery District Night Market
5:00 PM – 11:00 PM | Walkerville Brewery
Enjoy an evening celebrating local art, food, entertainment, and community at the Walkerville Distillery District Night Market.

🎉 August 29 – Erie St GastroPub & Lotus and Lattes Street Festival
10:00 AM – 11:00 PM | Erie Street East
Enjoy the first of five Elsmere Street closures celebrating community, entertainment, exercise, and local artisans. The weekend will feature a mix of live musicians, DJs, fitness activities, comedy, family programming, and other community events,

🍝 September 2 – Caboto Club Charity Pasta Night
4:00 PM – 7:00 PM | Giovanni Caboto Club
Enjoy an evening of delicious pasta while supporting a great local cause! Caboto Club’s Charity Pasta Night, hosted by Big Brothers Big Sisters of Windsor-Essex.

That's your week across Windsor-Essex. Whether you're at the Harrow Fair, the Asian Night Market, or just catching a Friday dart night at the Legion, there's no shortage of ways to close out summer right. Get out there, support local — we'll be back next week with another roundup of the region's best.
— Windsor Pulse

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