Windsor, fall is properly settling in and there's plenty on the calendar.
This week (Sep 17–24) Tom Jones brings his Come Gather Round Tour to The Colosseum at Caesars, the Amherstburg Uncommon Festival turns downtown into a steampunk playground, and Hoedown Hill Music Festival rolls out The Band Perry and Queen Nation. Add the Festival of Hawks, live theatre, and comedy from Windsor Laughs, and there's something for everyone.
Here's your full guide to the best of Windsor-Essex this week.

🦋 September 19 – Colchester Markets: Butterfly Festival
10:00 AM – 3:00 PM | 195 Bagot Street, Colchester

The final Colchester Market of 2026 is also a special Butterfly Festival! 🦋 Browse local vendors with butterfly-themed items, learn how to plant gardens that attract butterflies and pollinators, enjoy a butterfly release, and join the historical walking tour at noon. 🌿🌸

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📚 September 20 – Zaynab Al-Yassiri Book Signing
12:00 PM – 2:00 PM | Indigo St. Clair Shores, Windsor

Meet Windsor-raised children’s author Zaynab Al-Yassiri at a special in-store book signing featuring her books Lunchbox Wisdom and Bedtime Wisdom. Inspired by her children, Zaynab’s stories encourage kindness, friendship, bravery, confidence, and meaningful family conversations. 💜📖✨

Zaynab grew up in Windsor and attended school here from kindergarten through university, making her return to a local Indigo as an author a special full-circle moment. Stop by to meet the author, discover her books, and celebrate a local connection to children’s literature. 🌟📚

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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.

🎶 September 18 – 9th Annual Klapa Concert
7:00 PM | ACADÉMIE STE-CÉCILE Academy Of Music
Experience the beauty of authentic Dalmatian klapa singing with Croatia’s Klapa Bošket and Windsor’s Klapa Kartolina.

🎸 September 18 – Hoedown Hill Music Festival: Queen Nation & Van Zeppelin
6:30 AM | Hoedown Hill
Get ready for an unforgettable night of classic rock at the Hoedown Hill Music Festival, featuring Queen Nation, paying tribute to the legendary Freddie Mercury, and Van Zeppelin, bringing the iconic sounds of classic rock to life.

🤠 September 18–19 – Hoedown Hill Music Festival: The Band Perry, Queen Nation & Dillon Carmichael
3:30 PM | Hoedown Hill
Get ready for two exciting days of live music at the Hoedown Hill Music Festival, featuring The Band Perry, Queen Nation, and Dillon Carmichael.

🎶 September 18 – Seven Drunken Nights: The Story of The Dubliners
7:30 PM | Chrysler Theatre
Direct from Dublin and London’s West End, Seven Drunken Nights: The Story of The Dubliners returns for 2026 to celebrate its incredible 10th anniversary.

🎸 September 19 – Foreign Journey: The Best of Foreigner & Journey
7:30 PM | Chrysler Theatre
Get ready for an evening of classic rock as Foreign Journey brings the biggest hits of legendary rock bands Foreignerand Journey to the stage.

🎷 September 20 – An Evening of Jazz & Conversation
3:00 PM | Mackenzie Hall Cultural Centre
Windsor Concerts invites you to An Evening of Jazz & Conversation on Sunday, September 20, 2026. Enjoy an afternoon of live jazz in the historic setting of Mackenzie Hall Cultural Centre, bringing together music and engaging conversation for a memorable cultural experience.

🎹 September 20 – Organ Plus Concert
3:00 PM | Riverside United Church
Enjoy an afternoon of beautiful organ music accompanied by friends of many different timbres at the Organ Plus Concert.

🎤 September 22 – Come Gather Round with Tom Jones
8:00 PM | The Colosseum at Caesars Windsor
Legendary singer Tom Jones brings his Come Gather Round Tour to The Colosseum stage at Caesars Windsor on Tuesday, September 22.

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

😂 September 18 – Friday Comedy Session LIVE At Tipsy Toucan
8:00 PM | The Tipsy Toucan
Kick off your weekend with a night of stand-up at Friday Comedy Session featuring a rotating lineup of WindsorLaughs club regulars!

😂 September 19 – C.J Bishop LIVE Comedy
8:00 PM | The Tipsy Toucan
CJ Bishop is a stand-up comedian known for his sharp crowdwork, quick wit, and ability to turn unpredictable audience moments into some of the biggest laughs of the night.

🎭 September 22 – Phongheads Comedy Showcase
8:30 PM – 9:30 PM | Phog Lounge
Every week, Phongheads Comedy Showcase brings live stand-up to downtown Windsor, featuring a mix of new comics, seasoned performers, and local comedy talent.

🍇 September 18–19 – Caboto Club Grape Fest
See event details | Giovanni Caboto Club
Celebrate Italian heritage and community at Caboto Club’s Grape Fest 2026. Enjoy a weekend filled with Italian traditions, live music, delicious food, and cultural experiences shared across generations.

🎉 September 19 – Teutonia Club Oktoberfest
12:00 PM | Fogolar Furlan
The Teutonia Club Oktoberfest is Windsor’s oldest and original Oktoberfest celebration! Join us for authentic Food, Beverage, Music, Games, Live Performances, and a live band, all to be shared with your friends and family in our community!

🧙 September 18–20 – Amherstburg Uncommon Festival
5:00 PM | Downtown Amherstburg
Step into a world where steampunk meets magic at the extraordinary Amherstburg Uncommon Festival. Get ready for a weekend filled with gears, gadgets, enchantments, fantasy, and plenty of fun.

🦅 September 19–20 – Festival of Hawks
See event details | Holiday Beach Conservation Area
The Festival of Hawks returns to Holiday Beach Conservation Area for an incredible weekend celebrating the annual migration of birds of prey. Join experts from the Holiday Beach Migration Observatory and watch thousands of hawks and other raptors soar overhead as they make their way south for the season.

🎨 September 14–20 – Coming Together: A Collaborative Arts-Based Reconciliation Celebration
See event details | The Quarry on Pelee Island
Join Stone and Sky Music for a week of artists’ residencies, workshops, performances, and cultural exchange.

Enjoy markets, shows, fashion at Windsor.

🎨 September 17 – Paint Night “Fall Bouquet”
6:30 PM – 8:30 PM | The Bistro at the River
Enjoy a cozy and creative autumn evening at The Bistro at the River as you paint a beautiful “Fall Bouquet.” No painting experience is needed, and all art supplies are provided

🍣 September 17 – Kona Sushi Masterclass
See event details | Kona Lakeshore
Have you always wanted to learn how to make your own sushi? This Kona Sushi Masterclass is your chance to learn from professionals and discover the techniques and skills needed to create delicious sushi at home.

🌙 September 17–25 – Windsor Essex Night Market Hop
See event details | Various Locations, Windsor-Essex
Markets. Music. Makers. Memories. The Windsor Essex Night Market Hop invites you to explore local districts and neighbourhoods after dark while discovering unique vendors, local makers, creative finds, and community experiences.

🎭 September 18–20 – BRC Theatre Co. Presents Mean Girls
See event details | Sho Art, Spirit & Performance
BRC Theatre Co. proudly presents Mean Girls, the hit musical based on the iconic Paramount Pictures film.

🎭 September 18–20 – Death of a Salesman at the Bank Theatre
See event details | The Bank Theatre
Experience Arthur Miller’s acclaimed tragedy Death of a Salesman, a powerful story centered on Willy Loman and his struggles with family, work, expectations, and the pursuit of success.

🌳 September 18–19 – Tree Planting at York Park with Pollinate Kingsville
9:00 AM – 12:00 PM | York Park
Join Pollinate Kingsville for a community tree-planting event at York Park. Help grow Kingsville’s tree canopy and support pollinator habitat while taking part in a hands-on community environmental initiative

🥕 September 19 – Downtown Windsor Farmers’ Market
See event details | Downtown Windsor
Spend your Saturday shopping local at the Downtown Windsor Farmers’ Market, where you’ll find farm-fresh fruits, vegetables, produce, and unique artisan food

🛍️ September 19 – Lakeside Market
8:00 AM – 1:00 PM | 927 St. Joachim L’Association
Presented by Lakeside Home Solutions, the Lakeside Market brings together local farmers, growers, makers, artisans, small businesses, food vendors, and community organizations in a vibrant market atmosphere.

🧸 September 19 – Teddy Bear Picnic & Outdoor Movie
6:00 PM | Heritage Gardens Park
Enjoy a family-friendly evening at Heritage Gardens Park with a fun teddy bear picnic followed by an outdoor movie screening.

🍂 September 19–20 – Sauve’s Country Market Fall Vendors Market
See event details | Sauve’s Country Market
Welcome the fall season at Sauve’s Country Market Fall Vendors Market, featuring a variety of vendors from across Windsor-Essex.

🏺 September 20 – Antique Show
10:00 AM – 4:00 PM | Roma Club of Leamington
Back by popular demand, the Antique Show returns to the Roma Club of Leamington for a day of discovering vintage treasures, collectibles, unique finds, and timeless pieces

🎲 September 20 – Board Game Bazaar
12:00 PM – 3:00 PM | Hidden Trail Experiences
Buy, sell, and swap tabletop games at the Board Game Bazaar, presented by Tabletop Bellhop in collaboration with Hidden Trail Experiences.

🥕 September 20 – Tecumseh Farmers Market 2026
9:00 AM | Lacasse Park
Homemade. Homegrown. Handmade. Handsewn. Discover fresh, locally grown produce, handmade goods, unique treasures, and one-of-a-kind finds from talented local vendors

🎭 September 17–26 – All My Sons at Kordazone Theatre
See event details | Kordazone Theatre
Experience Arthur Miller’s powerful drama All My Sons, his first major Broadway success

Enjoy games, trivia and dinner nights in Windsor.

🔔 September 17 – Sacred Sound at Water’s Edge – An Evening of Sound Healing
7:00 PM | Water’s Edge Event Centre
Join Shannon of Hawthorn Healing, a Certified Sound Practitioner through the Sound Healing Academy UK, for a deeply relaxing evening of in-person sound healing in the beautiful setting of Water’s Edge Event Centre

✨ September 17-September 24- Trivia Night at The Manchester Bar
7:00 PM-9:00 PM | The Manchester
Thursdays are better with trivia! Join host BRN Trivia at The Manchester Bar every Thursday at 7pm for free trivia with prizes for the winning teams.

🧠 September 18–19 – Oktoberfest at Walkerville Brewery
See event details | Giovanni Caboto Club
Dust off your lederhosen, because Walkerville Brewery’s Oktoberfest celebration is BACK!

🗳️ September 18 – Meet the Candidates Night
5:00 PM | LaSalle
A community forum where LaSalle residents can meet local election candidates, hear about their priorities, and learn more about the issues shaping the community ahead of voting

🎉 September 19–20 – Erie Street GastroPub Block Party
Saturday 10:00 AM – 11:00 PM & Sunday 10:00 AM – 9:00 PM | Erie St GastroPub
Get ready for a full weekend of live music and community fun at the Erie Street GastroPub Block Party.

🎲 September 21 – Card Board Game Night
5:00 PM | The Shadowbox Theatre
Sally forth for a fun evening of board games and card games at The Shadowbox Theatre!

🎲 September 23 – Game Nights @ Central Library for Kids!
6:00 PM – 8:00 PM | Windsor Public Library – Central Branch
Bring the family and enjoy a fun evening of board games at the Central Branch every Wednesday.

Enjoy the sports events in Windsor of your choice!

⛳ September 17 – BIAWE Golf Tournament
11:00 AM | Kingsville Golf and Country Club
Tee off for a great cause at the BIAWE Golf Tournament, supporting the Brain Injury Association of Windsor and Essex County.🎳

🎳 September 19 – Forest Glade Optimist Junior Bowling
See event details | SuperBowl Lanes
Introduce children to the fun of bowling through the Forest Glade Optimist Junior Bowling League.

🏃 September 19 – 6th Annual Run for Windsor
9:00 AM | Malden Park
Join the community for the 6th Annual Run for Windsor, bringing people together to support the Windsor Regional Hospital Foundation.

🏃 September 20 – Terry Fox Run 2026
9:00 AM | Melo LLP
Take part in the Terry Fox Run 2026, bringing the community together for a meaningful day of movement, remembrance, and support for cancer research.

⛳ September 24 – Mayor's Spotlight on Business Golf and Dinner
11:00 AM | Kingsville Golf and Country Club
Take part in the annual Mayor’s Spotlight on Business Golf and Dinner, a fundraising event supporting recreation and cultural opportunities for children and youth in Kingsville who face financial barriers.

That's your week across Windsor-Essex. Whether you're catching Tom Jones at Caesars, wandering through the Amherstburg Uncommon Festival, or watching the hawks migrate at Holiday Beach, there's plenty to keep the fall going strong. Get out there, support local — we'll be back next week with another roundup of the region's best.
— Windsor Pulse