Oakville events calendar — concerts, markets, family things to do | The Oakville Digest
Outdoor concert in Oakville — crowd watching a band on stage

Events happening in Oakville.

Your Oakville event calendar. What’s on this week: festivals, markets, live music, classes, and family days out.

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el cuadro flamenco 💃🏾 Featured
Friday, August 21st
7:30PM – 9:00PM

el cuadro flamenco 💃🏾

el cuadro F l a m e n c o Date: August 21, 2026, 7:30 - 9:00 p.m. Location: Taste of Colombia. 67 Bronte Road, Oakville Four global artists unite in the percussive and vibrant art of Flamenco. The 4 components of Flamenco ( song, guitar, dance and rhythm ) traditionally form a conversation, with each artist listening and responding, letting the soulful music lead them to the breaks and phrases of complicated and rhythmic time signatures. A style that takes you back in time to the traditions of small gathering and jam sessions in the Flamenco barrios of Andalusia. More info .

Taste of Colombia · $35.00 + hst
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9 events
Oak Fall Market & Food Festival
Fri, Sep 18 – Sun, Sep 20

Oak Fall Market & Food Festival

· Free
Bake & Connect: Sourdough Bread-Making Workshop (and more!)
Sunday, September 20th
2:00PM – 5:00PM

Bake & Connect: Sourdough Bread-Making Workshop (and more!)

Taste of Colombia - Fair Trade Coffee & Gift Shop · $125.43 CAD
The PARTY: Dinner in Gairloch Gardens
Thursday, September 24th
6:00PM – 11:59PM

The PARTY: Dinner in Gairloch Gardens

Gairloch Gardens
JB's Clambake for NKF
Saturday, October 3rd
5:00PM – 8:00PM

JB's Clambake for NKF

· Free
Good to know

Oakville events — frequently asked questions

What events are happening in Oakville this weekend?
This page lists every upcoming event in Oakville, including this weekend. Use the When filter at the top of the calendar to jump to This week, or pick a custom date range to see exactly what's on Friday, Saturday and Sunday: concerts, markets, festivals, theatre and family activities. The calendar is updated daily, so new events appear as soon as they're announced.
What are the best things to do in Oakville?
There's something on year-round: waterfront festivals and live music in summer, farmers' markets, art exhibitions at Oakville Galleries, theatre, fitness and wellness classes, and family days out across downtown Oakville, Bronte and Kerr Village. Browse by category above to find the kind of thing you're in the mood for.
Are there free events in Oakville?
Yes, many Oakville events are free, including outdoor concerts, community markets, library programs and seasonal celebrations. Each listing shows pricing where the organizer has provided it, so the free events are easy to spot as you scroll the calendar.
What family-friendly things to do are there in Oakville?
Plenty. Oakville has family events all year: splash pads and park days in summer, holiday markets and skating in winter, plus story times, workshops and kids' festivals. Filter the calendar by category to see family-friendly events happening soon.
How do I add or submit an event in Oakville?
If you're hosting something in Oakville, use the Submit your event button at the top of the calendar. It's free. Once it's approved, your event appears on this calendar and can be featured in The Oakville Digest newsletter, which reaches thousands of local readers each week.
How often is the Oakville events calendar updated?
Daily. The Oakville Digest adds new concerts, markets, festivals and community events as soon as they're announced and drops them once they've passed, so this calendar stays current. Bookmark the page and check back through the week.