Events in Oakville: Oakville Event Calendar | 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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12 events
Ali Cherri: To Fall, Patiently
Through Oct 3

Ali Cherri: To Fall, Patiently

Gairloch Gardens
A Large Slow River: Janet Cardiff’s Audio Walk in Gairloch Gardens
Friday, September 18th
11:00AM – 12:00PM

A Large Slow River: Janet Cardiff’s Audio Walk in Gairloch Gardens

Oakville Galleries in Gairloch Gardens · Free
British Car Day 2026
Sunday, September 20th
9:00AM – 4:00PM

British Car Day 2026

Bronte Creek Provincial Park
Barkday Social
Sunday, September 20th
11:00AM – 2:00PM

Barkday Social

Oakville Town Square · Free
Walk & Talk History
Wednesday, September 23rd
1:30PM

Walk & Talk History

Sovereign House, 7 West River Street, Oakville
Never Get Lost Again: Intro to Orienteering and Map Reading
Saturday, September 26th
10:00AM – 1:00PM

Never Get Lost Again: Intro to Orienteering and Map Reading

Sixteen Hollow Park · $71.03 – $220.79 CAD
Buttonbush Tree Planting
Saturday, September 26th
10:00AM – 12:00PM

Buttonbush Tree Planting

Buttonbush Woods
Harvest Festival
Sat, Sep 26 – Sun, Sep 27

Harvest Festival

Bronte Creek Provincial Park
Public Astronomy Night -- Saturn Night!
Saturday, October 3rd
6:30PM – 10:30PM

Public Astronomy Night -- Saturn Night!

Bronte Heritage Park
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.