Enbridge Presents: Live at The Square
Every Friday evening from July through October 2025, Windsor’s new City Hall Square plaza will transform into a hub of music, culture, and community with Live at The Square — a free weekly concert series that celebrates some of the best in local talent.
To keep up to date on upcoming and past performances and event details, join our Facebook event page.
Supported by the Enbridge Fueling Futures grant program, this exciting initiative is more than just a live music event: it’s a cultural experience designed to uplift local talent and bring people together in the heart of our city.
Each performance will showcase the richness and creativity of Windsor’s music scene, with a special focus on emerging artists and culturally diverse voices. No matter who you are or where you’re from, Live at the Square invites you to be part of something special. Come as you are, connect with others, and experience the power of live music in a space built for everyone.
This exciting initiative also aligns with the Strengthen the Core: Downtown Windsor Revitalization Plan’s goals of place-making and creating a vibrant district to attract new residents, visitors, businesses and investments to the city core.
Let’s gather, celebrate, and make downtown Windsor come alive — one Friday night at a time!
Live at The Square Finale!
Slim Pickerel | Friday, October 24, 2025 | 6:30 p.m. to 8 p.m.
Slim Pickerel is a dynamic four-piece band rooted in Windsor, Ontario, blending a diverse palette of influences including rock, folk, country, Motown, and blues. Known for their genre-fluid style, their music reflects their upbringing in Essex County, shaped by the working-class spirit and the scenic Great Lakes landscape. Their sound ranges from heartfelt ballads to energetic jams with mesmerizing guitar solos and storytelling that resonates with everyday life and struggles.
Live at The Square and World Series Watch Party!
Live at The Square Finale Lineup
- Line dancing: 6:00 to 6:30 p.m.
- Performance by Slim Pickerel: 6:30 to 8:00 p.m.
- Walkerville Brewery Beverage Tent
- Food vendors: The G.O.A.T. Tap and Eatery & Coffyn Piez
- Fall-themed activities
- Tourism Windsor Essex Pelee Island info booth
- Wünder Booth photobooth: 6:00 to 9:00 p.m.
World Series, Game 1 Viewing Party Details
- Start time: 8:00 p.m.
- Food and beverage vendors will remain open throughout the game.
Bring your lawn chairs, blankets, and your Toronto Blue Jays gear, and cheer on our Canadian team with fellow fans at Windsor’s incredible new civic gathering space.
Register for your Free Ticket to The World Series Watch Party!
Perform Live at The Square!
The City of Windsor invites local musicians to apply for the Live at The Square free weekly concert series. We’re looking for musicians from Windsor-Essex who are ready to help us bring the heart of downtown to life through music, culture, and community spirit. Whether you're an emerging artist or an established local favourite, we want to hear from you!
Who Can Apply
To be eligible for participation, performers must:
- Be based in Windsor-Essex County:
- For duos: at least one member must reside in Windsor-Essex;
- For groups/bands: at least 50% of members must reside in Windsor-Essex;
- Perform content that is respectful, inclusive, and suitable for an all-ages public audience; and
- Agree to sign an artist agreement and waiver.
Honorarium
All selected artists will be compensated. Solo performers will receive a $300 honorarium, with additional funds for duos and groups (for up to 5 performers total).
When and Where
Live performances take place every Friday evening from July 18 to October 24, 2025, with two-hour sets at City Hall Square Plaza. Please check the City of Windsor website, Facebook, and Instagram for artist and time announcements.
Weather Policy
Live at The Square is an outdoor music event and is subject to variable weather conditions. In the event of rain or severe weather, performances will be cancelled for the safety of performers, staff, and attendees. Cancellations will be announced by 3 p.m. on event days via the City of Windsor's website and social media channels. Unfortunately, cancelled performances cannot be rescheduled.
Apply Now
Applications are now open and will be accepted on an ongoing basis.
Contact Information
For general information, call 311. For detailed inquiries, please contact us:
Culture Office
2450 McDougall Street
Windsor, Ontario, Canada, N8X 3N6
Phone: 519-253-2300 ext. 2755
Email: culturalaffairs@citywindsor.ca
Live at the Square is supported by Enbridge Fueling Futures and aims to foster inclusive, vibrant, and accessible cultural programming.
