Oakville Events - June 2025
From upscale cultural affairs to family-friendly community festivals, Oakville offers a full calendar of exceptional events throughout June 2025. Explore the highlights below:
- Summer in the Square – June 5, 2025
A sophisticated evening in Towne Square featuring live orchestral rock, a live art installation by Tiffany Pratt, and a charity auction in support of The Lighthouse. - 50th Anniversary of Oakville Seniors Centre – June 5, 2025
A reunion-style afternoon at Trafalgar Park Community Centre celebrating 50 years of community with refreshments and shared stories. (Event is sold out.) - Oakville Festivals of Film and Art (OFFA) – June 18–25, 2025
The 12th annual Oakville Film Festival returns with 100+ films, gala premieres, and arts events across venues including Film.Ca Cinemas and the Oakville Centre for the Performing Arts. - Oakville Family Ribfest – June 19–22, 2025
Oakville’s largest outdoor event featuring award-winning rib vendors, live music, a beer garden, midway, and local vendor marketplace. Held at Sheridan College. - Oakville Children’s Business Fair – June 21, 2025
A showcase of young entrepreneurs (ages 6–14) selling products and services at Queen Elizabeth Park Community Centre. Free and open to the public. - Pride High Tea with The Queen – June 21, 2025
A glamorous Pride Month event hosted by Kenadie St. James at The Wine Bar in downtown Oakville. Includes live drag performance, tea, and mimosas. - Secret Gardens of Oakville Tour – June 22, 2025
A self-guided tour of Oakville’s most beautiful private gardens hosted by the Oakville Horticultural Society. Tickets required; event runs rain or shine.
Be sure to check individual event websites for ticket availability and updates. To receive regular updates on Oakville events and activities please be sure to sign up to our regular newsletter.