Events in Windsor: 26th September 2025
We’re thrilled to bring you this week’s Events in Windsor: 26th September 2025 edition of our events newsletter. From family-friendly activities to outdoor adventures, there’s something for everyone!
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Table of Contents
Family Events
- Caboto Club Grape Fest 📍2175 Parent Avenue, Windsor ⏰ Sept 12/13, 6:00 pm–1:00 am; Sept 14, 12:00 pm–6:00 pm 💵 from $15
- Children’s Fest 📍3400 Grand Marais Rd E, Windsor ⏰ Sept 13/14, 10:00 am–5:00 pm 💵 Free
- Festival of Hawks 📍6952 County Rd 50 W, Amherstburg ⏰ Sept 13, 10:00 am–3:00 pm 💵 $7/vehicle
- WECHS Open House 📍1375 Provincial Road, Windsor ⏰ Sept 13, 11:00 am–3:00 pm 💵 Free
- Windsor Half Marathon 📍1Riverside Drive, Downtown Windsor ⏰ Sept 14, 07:00 am 💵 Registration need
- Accessibility Fest-for-All📍Libro Credit Union Centre, 2111 Wyandotte St E, Windsor ⏰ Sept 12, 10:00 am–2:00 pm 💵
- Back to School Stroll the Streets📍Downtown Windsor (specific streets TBD) ⏰ Sept 12, 6:00 pm–8:30 pm 💵 Free
Art and Culture
- WSO Café Concert: Folk Dances 📍Capitol Theatre, 121 University Ave W, Windsor ⏰ Sept 26, 11:00 am–12:00 pm 💵 $25–$45
- Classical in the Concrete (Culture Days) 📍Pelissier St Parking Garage (Main Level), Windsor ⏰ Sept 27, 6:00 pm–7:00 pm 💵 Free
- Streetcar No. 351 – Guided Tour 📍780 Riverside Dr W, Windsor ⏰ Sept 27–28, 3:00 pm (site open 11:00 am–5:00 pm) 💵 Free
- Art Windsor-Essex – Free Admission (Orange Shirt Day) 📍401 Riverside Dr W, Windsor ⏰ Sept 30, 10:00 am–5:00 pm 💵 Free
Special Events & Festivals
- Charity Pasta Night – Windsor/Essex Humane Society 📍2175 Parent Ave, Windsor ⏰ Oct 1, 4:00 pm–7:00 pm 💵 $15
- Orange Shirt Walk (with Caldwell First Nation) 📍1741 Jasperson Dr, Kingsville ⏰ Tue Sept 30, 12:00–1:00 pm 💵 Free
- Rotary Essex: Truth, Resilience & Reconciliation 📍60 Fairview Ave W, Essex ⏰ Sept 30, 6:00 pm–8:30 pm 💵 Free
- Scarehouse Windsor – Haunted Attraction 📍1441 McDougall St, Windsor ⏰ Sept 26, 7:00 pm–late; Sept 27, evening hours 💵 $35–$100
Farmers and Night Markets
- Walkerville Distillery District Night Market (Finale) 📍Walkerville Brewery, 525 Argyle Rd, Windsor ⏰ Sept 26, 5:00 pm–11:00 pm 💵 Free
- Downtown Windsor Night Market 📍Pelissier St (Wyandotte → Park), Windsor ⏰ Sept 27, 5:00 pm–9:00 pm 💵 Free
- LaSalle Night Market 📍LaSalle Event Centre at LaSalle Landing, 970 Front Rd, LaSalle ⏰ Sept 28, 4:00 pm–8:00 pm 💵 Free
- Downtown Windsor Farmers’ Market 📍Pelissier St & Maiden Ln W, Windsor ⏰ Sept 27, 9:00 am–2:00 pm 💵 Free
- Amherstburg Farmers’ Market 📍GL Heritage Brewing Co., 8728 Howard Ave, Amherstburg ⏰ Sept 28, 12:30 pm–4:30 pm 💵 Free
Nightlife
- AQUA (with LU KALA) – 19+ 📍The Colosseum, Caesars Windsor, 377 Riverside Dr E, Windsor ⏰ Sept 26, 8:00 pm 💵 Tickets vary
- Motown Soul 📍Chrysler Theatre, 201 Riverside Dr W, Windsor ⏰ Sept 26, 7:30 pm 💵 $53.75+
- ABBA Revisited 📍Chrysler Theatre, 201 Riverside Dr W, Windsor ⏰ Sept 27, 8:00 pm 💵 $52.21+
- Live at the Square (Free outdoor concert) 📍City Hall Square, 400 City Hall Sq E, Windsor ⏰ Sept 26, 7:00 pm–9:00 pm 💵 Free
Outdoor & Active
- Essex Region Conservation Bike Tour 📍Starts/finishes at Mettawas Park, 85 Park St, Kingsville ⏰ Sept 27, waves from 8:00 am 💵 From ~$13–$105 (by route)
- Friday Night Lights – Big Bike Party 📍WindsorEats, 400 Erie St E, Windsor ⏰ Sept 26, 6:30 pm–10:00 pm 💵 Free (pre-reg) / $5 walk-up
- Pêche Island Tours (Self-Guided Ferry) 📍Departs Lakeview Park Marina, 9200 Riverside Dr E, Windsor ⏰ Sept 26–27, 10:00 am–2:00 pm departures 💵 $7.50–$12
