Orangeville Fall Fair

Orangeville Fair Grounds 247090, 5 Sideroad, Mono, Ontario, Canada

Orangeville Fall Fair

Orangeville & Area Job Fair

Best Western Plus Orangeville Inn & Suites 7 Buena Vista Drive, Orangeville, Ontario, Canada

Are you searching for a new job or a career change? Are you tired of commuting and looking to work closer to home? Explore local employment opportunities at the Orangeville & Area Job Fair. Learn about current job openings and connect with Dufferin County businesses looking to hire. Key industries represented will include manufacturing, social services, healthcare, and retail.

Orangeville Santa Claus Parade

Town of Orangeville

Gather family and friends to see the jolly old elf and make some merry memories at the Orangeville Santa Claus Parade! 

Orangeville Winter Market

Orangeville Town Hall Second St. & Broadway, Orangeville

Dufferin County’s only indoor Farmers Market! Join us every Saturday from early November to mid-April inside Town Hall for local produce, meats, and treats.

Christmas in The Park 2023

KayCee Gardens 29 Bythia St., Orangeville, Ontario, Canada

This is a free community event created by the dedicated members of the Orangeville Optimist Club who spend countless months creating this magical world of lights, exhibits and entertainment for the whole family.

Orangeville Beginner Band

New Hope Community Church 690 Riddell Rd, Orangeville, Ontario, Canada

Come join the Orangeville Community Band’s Beginner Band! You’ll get weekly instruction on how to read music and play the instrument of your choice. You’ll also have opportunities to perform with the OCB.

14th Annual Island Lake Ice Fishing Derby

Island Lake Conservation 673067 Hurontario St, Orangeville, ON, Canada

The 14th Annual Ice Fishing Derby at Island Lake Conservation Area. Cash prizes for Northern pike, black crappie, and yellow perch in the adult category. Prizes in the youth category.

Caledon Dufferin Women’s & Babies Show

Monora Park Pavillion 500 Monora Park Dr, Mono, Ontario, Canada

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

Orangeville Blues & Jazz Festival

Alexandra Park 11 Second Street, Orangeville, Ontario, Canada

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!

Celebrate Your Awesome

Alexandra Park 11 Second Street, Orangeville, Ontario, Canada

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!