Special Event Announcement for Downtown Windsor: Live at The Square Finale and World Series Viewing Party

Published

Celebrate the finale of Live at The Square and enjoy the excitement of Game 1 of the World Series, all in one fun-filled evening in the heart of downtown Windsor on Friday, October 24, 2025!

Live at The Square Finale Lineup

With generous support from Enbridge Fueling Futures, the City of Windsor proudly presented the free Live at The Square concert series from July through October, showcasing 15 incredible performances that celebrated the vibrant creativity of Windsor and the surrounding region. The exciting finale for the season will include:

  • 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

Stick around after the concert and catch Game 1 of the World Series between the Toronto Blue Jays and the Los Angeles Dodgers on the big screen (generously sponsored by LiUNA!625), hosted by the Downtown Windsor Business Improvement Association (DWBIA)! 

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.

Viewing Party Details

Come for the music, stay for the game! Do not miss this exciting fall evening of live entertainment, local flavour, and community spirit in downtown Windsor. 

Quotes:

“The City of Windsor is proud to host the Live at The Square Finale and World Series Viewing Party at City Hall Square. This is a wonderful opportunity for our community to come together once again through sports and entertainment. It’s exciting to celebrate the Toronto Blue Jays’ first World Series appearance since 1993, right in the heart of our city. Events like this reflect our commitment to Strengthen the Core with a revitalization plan that’s activating downtown spaces and driving economic activity. On behalf of the City of Windsor, I thank our partners at Enbridge for their generous sponsorship of Live at The Square, as well as the DWBIA and LiUNA!625, for helping us deliver these exciting community experiences.”
- Windsor Mayor Drew Dilkens

“The Live at The Square Finale and Game 1 World Series Viewing Party is the perfect way to keep the energy going downtown and bring Windsorites together for a night of excitement and pride. Canada’s very own Blue Jays are back in the World Series, and City Hall Square is the perfect spot for fans to take in the game — thanks to LiUNA!625, who are generously sponsoring the event and providing the big screen for everyone to enjoy. This event is all about celebrating our community, creating memories, enjoying an unforgettable experience together, and making magic in the downtown core.”
- Councillor Renaldo Agostino, Ward 3 

“This thrilling event demonstrates the power of collaboration in bringing people together and energizing our downtown. When fans gather to celebrate in the core, local businesses thrive and our city shines. The DWBIA is proud to work alongside the City, Council, partners and sponsors, and local businesses like The G.O.A.T. Tap and Eatery, Coffyn Piez, Walkerville Brewery, and Wünder Booth Photobooth to continue creating a vibrant, connected downtown Windsor for all.”
- Chris MacLeod, Chair, DWBIA

Latest News