Latest Past Events

Celebrate Your Awesome

Alexandra Park 11 Second Street, Orangeville

Celebrate Your Awesome is an annual event that celebrates pride and diversity in Orangeville with family-friendly entertainment. This will be a day of food, music, education and fun! You can expect food trucks, art market vendors, the Community Zone, buskers, live music and TWO drag shows!

Orangeville Blues & Jazz Festival

Alexandra Park 11 Second Street, Orangeville

The award-winning and highly successful Orangeville Blues & Jazz Festival will be celebrating its 20th Anniversary from May 31st to June 2nd turning downtown Orangeville once again into the region’s largest musical festival and special event venue!

Caledon Dufferin Women’s & Babies Show

Monora Park Pavillion 500 Monora Park Dr, Mono

Celebrate women with a sip-and-shop Mommy Market, workshops, baby products, entertainment, wellness, fashion and more.