Upcoming Downtown Oakville
Community
Interesting events in downtown Oakville and the surrounding area — seasonal festivals, holiday magic, art, music, food and wine, and community celebrations. Confirmed dates only.
Coming up
- Haunted Happenings: Candlelight Tour: Thursday, October 29, 2026 at 7:00 PM ET (23:00 UTC), Erchless Estate, 8 Navy Street, Oakville, Ontario
- 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
- Laila Biali: Joni Mitchell and The Canadian Songbook Reimagined: Friday, October 30, 2026 at 8:00 PM ET (00:00 UTC), AEG Liebherr Auditorium, Oakville Centre for the Performing Arts, 130 Navy Street, 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
- Oakville Diwali Swasthyam: Sunday, November 1, 2026 at 12:00 PM ET (17:00 UTC), St. Volodymyr Cultural Centre - SVCC, 1280 Dundas Street West, Oakville, Ontario
- 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
- Oakville Choral Society Fundraiser Concert (2:30 PM): Sunday, November 1, 2026 at 2:30 PM ET (19:30 UTC), Merriam School of Music, Studio A, 2359 Bristol Circle, Oakville
- Oakville Choral Society Fundraiser Concert (4:00 PM): Sunday, November 1, 2026 at 4:00 PM ET (21:00 UTC), Merriam School of Music, Studio A, 2359 Bristol Circle, 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
- In Conversation with Peter Mansbridge & Mark Bulgutch: Thursday, November 5, 2026 at 7:00 PM ET (00:00 UTC), AEG Liebherr Auditorium, Oakville Centre for the Performing Arts, 130 Navy Street, Oakville, Ontario
- Classic Albums Live: Billy Joel's The Stranger: Friday, November 6, 2026 at 8:00 PM ET (01:00 UTC), AEG Liebherr Auditorium, Oakville Centre for the Performing Arts, 130 Navy St, downtown Oakville
- The Holiday Marketplace at Iroquois Ridge High School: Saturday, November 7, 2026, Iroquois Ridge High School, 1123 Glenashton Drive, Oakville
- Classic Albums Live: Billy Joel's The Stranger: Saturday, November 7, 2026 at 8:00 PM ET (01:00 UTC), AEG Liebherr Auditorium, Oakville Centre for the Performing Arts, 130 Navy St, downtown Oakville
- Vivaldi and Company: Sunday, November 8, 2026 at 7:30 PM ET (00:30 UTC), Oakville Centre for the Performing Arts, 130 Navy St, downtown Oakville
- GIVEOakville 2026 campaign: Friday, November 13, 2026 to Tuesday, December 8, 2026
- Oakville Santa Claus Parade: Saturday, November 14, 2026 at 9:00 AM ET (14:00 UTC), Downtown Oakville and Kerr Village parade route
- Holiday Market at Film.ca Cinemas: Saturday, November 14, 2026 at 10:00 AM ET (15:00 UTC), Film.ca Cinemas, Oakville, Ontario
- Family Holiday Workshop: Clay Wreaths: Saturday, November 14, 2026 at 12:00 PM ET (17:00 UTC), Oakville Galleries, Gairloch Gardens, 1306 Lakeshore Road East, Oakville, Ontario
- GIVEOakville LIVE! 2026: Sunday, November 15, 2026 at 1:00 PM ET (18:00 UTC), Appleby College, 540 Lakeshore Rd W, Oakville