entertainment

Downtown Orangeville shines brighter than ever this holiday season with the return of the Joy + Lights Festival, now spanning two enchanting weekends filled with twinkling lights, live entertainment, family…

Sales in the front. BIG bargains out back. Downtown Orangeville’s letting its hair down for the ultimate clearance event! Up front: Shop the classic sidewalk sales at shops along Broadway…

Oktoberfest returns to Downtown Orangeville! Downtown Orangeville, Taphouse Craft Beer + Kitchen, and The Hometown Market Orangeville are coming together to bring you Oktoberfest on Mill! Experience a taste of…

We’re celebrating Halloween all month long! With spooky sidewalks and an authentic Haunted Walking Tour running thru Oct 31, Downtown Orangeville is truly a spooktacular Halloween destination! Of course, it…

This year Saugeen Schutzhund Club of Ontario and Oneida Working Dog Club are proud to be co-hosting the highest-level event held annually by the German Shepherd Schutzhund Club of Canada…

This is a long-standing community tradition bringing together families from across the region to celebrate agriculture, local food, entertainment and rural heritage through exhibits, livestock and family-friendly attractions. It features…

This February 2026, Justin Gray became the first Canadian to win a Grammy in the Best Immersive Audio Album category for Immersed. This award is shared by Producer Drew Jurecka.…

This community event brings together the best of Caledon and provides an opportunity to celebrate together as a community! Join us for family fun including kids’ activities, local vendors, musical…

Three flat-broke lady con artists are willing to do anything to meet their office rent. One client happens to drop the fact she has just held up the local bank…

A gathering of local bands and refreshments are provided. $15; children 12 & under free, at the church office.