Oakville Events and Beyond
Arts & culture
Gardening, fairs, art, movies, shopping and dogs — hand-picked for a woman in her 50s, starting in Oakville and worth the drive to Mississauga, Milton, Hamilton, Niagara-on-the-Lake, Burlington, St. Jacobs and Toronto.
Coming up
- Toronto Biennial of Art 2026: Things Fall Apart: Saturday, September 26, 2026 to Monday, December 21, 2026, More than 10 sites across Toronto, with the Art Museum at the University of Toronto as the main exhibition hub
- Oakville Historical Society Ghost Walks: Tuesday, October 13, 2026 at 6:30 PM ET (22:30 UTC), 110 King Street, downtown Oakville (enter through the gates at Navy Street and King Street)
- Operation Mincemeat: A New Musical: Tuesday, October 27, 2026 to Monday, December 14, 2026, Royal Alexandra Theatre, Toronto
- Art Toronto 2026: Thursday, October 29, 2026 to Monday, November 2, 2026, Metro Toronto Convention Centre, 255 Front St W, Toronto, ON
- Haunted Happenings: Candlelight Tour: Thursday, October 29, 2026 at 7:00 PM ET (23:00 UTC), Erchless Estate, 8 Navy Street, Oakville, Ontario
- Latin Bands & Folkloric Dance Showcase: Friday, October 30, 2026, Small Arms Inspection Building, 1352 Lakeshore Road East, Mississauga
- Merexa Halloween Market at Oakville Place: Friday, October 30, 2026 to Monday, November 2, 2026, Centre Court, Oakville Place, 240 Leighland Ave, Oakville, Ontario
- Toronto Creator's Pop-Up Market: Friday, October 30, 2026 at 10:00 AM ET (14:00 UTC), Woodbine Park, 1695 Queen Street East, Toronto, ON
- Haunted Happenings: Candlelight Tour (October 30 occurrence): Friday, October 30, 2026 at 7:00 PM ET (23:00 UTC), Oakville Museum, Erchless Estate, 8 Navy Street, downtown Oakville, Ontario
- Tails & Treats: Saturday, October 31, 2026 at 1:00 PM ET (17:00 UTC), Towne Square, downtown Oakville
- Oakville Symphony: Enchanted: Saturday, October 31, 2026 at 7:30 PM ET (23:30 UTC), Oakville Centre for the Performing Arts, 130 Navy St, downtown Oakville
- Romeo and Juliet: Saturday, October 31, 2026 at 7:30 PM ET (23:30 UTC), Four Seasons Centre, 145 Queen St W, Toronto
- Beaches Artisan Market – Final Day of 2026 Season: Sunday, November 1, 2026, Kew Gardens, 2075 Queen St E, Toronto
- The Karate Kid — The Musical (final performance): Sunday, November 1, 2026, Princess of Wales Theatre, Toronto
- The Sunday Antique Market: Sunday, November 1, 2026 at 9:00 AM ET (14:00 UTC), Small Arms Inspection Building, Mississauga
- Ontario Artisan Market & Ontario Vintage Market: Sunday, November 1, 2026 at 10:00 AM ET (15:00 UTC), Evergreen Brick Works, Toronto, ON
- Symphony Spooktacular: Sunday, November 1, 2026 at 1:30 PM ET (18:30 UTC), Roy Thomson Hall, Toronto
- Oakville Symphony: Enchanted: Sunday, November 1, 2026 at 2:00 PM ET (19:00 UTC), Oakville Centre for the Performing Arts, 130 Navy St, downtown Oakville
- Pumpkin Parade: Sunday, November 1, 2026 at 5:00 PM ET (22:00 UTC), Oakville Museum, Erchless Estate, 8 Navy St, downtown Oakville waterfront
- Owen Riegling: In The Feeling Tour: Sunday, November 1, 2026 at 8:00 PM ET (01:00 UTC), FirstOntario Concert Hall, 1 Summers Lane, Hamilton, Ontario