September 2026 Senior Activities in Oakville, Mississauga & Toronto

Senior-friendly events across Oakville, Mississauga, Etobicoke & Toronto Midtown – curated monthly by Livia Care.

September brings the best of early autumn to the Greater Toronto Area. From blues and jazz festivals to museum exhibitions, heritage harvest celebrations and the season's last garden concerts, the neighbourhoods we serve are alive with experiences that are meaningful for older adults and their families. Here is our curated guide for September 2026.
Oakville
Kerrfest | Friday–Sunday, September 11–13 | Westwood Park, 173 Kerr Street, Oakville | A beloved neighbourhood music festival with live bands on multiple stages, local food vendors and a market. | Ticketed
World of Threads Festival | Opens Wednesday, September 23 (runs through January 17, 2027) | Queen Elizabeth Park Community and Cultural Centre, 2302 Bridge Rd, Oakville | An international exhibition of contemporary fibre and textile art, featuring 192 artists from 22 countries. | Free
Oakville Civitan Farmers' Market | Every Saturday through November 28, 8am–1:30pm | Dorval Crossing, 240 North Service Rd W, Oakville | Fresh local produce and artisan goods supporting community charitable causes. | Free
Harvest Festival | Saturday & Sunday, September 26–27, 10am–4pm | Bronte Creek Provincial Park, 1219 Burloak Dr, Oakville | Experience harvest season as it was a century ago at historic Spruce Lane Farm, with pumpkin picking, apple cider pressing, farmhouse tours and tractor rides. | Some activities paid/by donation
Mississauga – Port Credit, Lorne Park & Mineola
Tim Hortons Southside Shuffle Blues & Jazz Festival | Friday–Sunday, September 11–13 | Port Credit Memorial Park, 40 Lakeshore Rd E | The 28th annual celebration of blues and jazz on three stages, including two free stages, along the waterfront. | Main Stage $30–$40/day, $80 weekend pass; two stages free
Lakeview Artisan Market | Bi-weekly Sundays 9am–2pm (Sept 13 & 27) | Small Arms Inspection Building, 1352 Lakeshore Rd E | 80+ artisan and food vendors steps from Lake Ontario. | Free
A League of Our Own: Mississauga Sports Exhibition | Final week, through September 6, Thu–Sun 12–4pm | Adamson Estate, 850 Enola Ave, Mississauga | A beautifully curated heritage exhibition celebrating Mississauga's sporting history, in its closing days. | Free
Etobicoke & Toronto West
Bloor West Village Toronto Ukrainian Festival | Friday–Sunday, September 18–20 | Bloor St W, Bloor West Village | North America's largest Ukrainian festival, marking its 30th year with music, dance, food and cultural displays along the avenue. | Free
Humber Bay Shores Farmers' Market | Every Saturday through mid-October, 9am–2pm | Humber Bay Park West, 2225 Lake Shore Blvd W | Local produce and artisan goods in a scenic lakefront setting. | Free
Sorauren Farmers' Market | Every Monday, 3–7pm, year-round | Sorauren Park, 50 Wabash Ave | A neighbourhood favourite for fresh produce, baked goods and artisan finds. | Free
Toronto Midtown – Forest Hill, Rosedale & Casa Loma
Casa Loma Summer Series: Symphony in the Gardens | Monday, September 7 (season finale), gates 5pm, performance 7:30pm | Casa Loma outdoor gardens | The Casa Loma Symphony Orchestra closes out the season with an elegant evening of orchestral music amid the castle gardens. | $55/person (VIP dining package $250/person)
Eglinton Way Farmers Market | Every Sunday 8am–1pm through October 25 | 125 Burnaby Blvd at Eglinton Ave | Fresh produce, baked goods and artisan finds serving the Lawrence Park, Bedford Park and Lytton Park communities. | Free
Psychedelics: Art. Culture. Science. | Ongoing through December 6 | Royal Ontario Museum | An innovative exhibition exploring the art, culture and science of mind-altering substances through history. | Ticketed (exhibit surcharge on general admission; free for ROM members)
At Livia Care, we believe that a vibrant, connected life at home is one of the greatest gifts we can support. When professional, compassionate care is in place, families are freed to focus on the moments that matter most. To learn more about how Livia Care serves families across these neighbourhoods, visit www.liviacare.ca.
Published by Livia Care | Toronto's Premium Home Care Provider | www.liviacare.ca | Updated monthly.




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