Oakville Midnight Madness

20 July

Oakville’s largest retail event of the year comes to town once again this summer, drawing over 50,000 people each year. Aside from great bargains and best buys, there is also live entertainment on every block.

Oakville Jazz Festival

8 - 12 August

Enjoy live outdoor performances by the finest North American talents in Downtown Oakville.

Oakville Fall Festival

22 September

This much-anticipated event begins with a pancake breakfast at the Town Square. The highlight of the event is `A Taste of Downtown Oakville' where gourmet food, wine, art & entertainment are the order of the day. Also included are activities for the kids such as a hayride and face painting.

Oakville Tree-Lighting Ceremony

16 November

Kick off the holiday season with the lighting of the Town Square tree, complete with a Christmas carol and a hot apple cider treat.