Shopping
Joy + Lights Festival: Merry + Bright
Kick off the holiday season in Downtown Orangeville with Merry + Bright, the first of two enchanting Joy + Lights Festival weekends! Experience twinkling lights, live entertainment, family fun and…
Christmas in Georgetown – Handmade Craft Fair
This beloved Georgetown tradition is the perfect place to kick off your Christmas shopping and soak in the magic of the holiday season. Over 80 handmade vendors Free swag bags…
The Mullet Sale & Community Garage Sale
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…
Orangeville Oktoberfest
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…
Boo! on Broadway & Beyond
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…
Summer Sale
High-end, gently used apparel, home goods and more! 100% of the proceeds go to the Big Life Foundation.
Cecil Books Grand Opening
Cecil Books is a community bookstore in downtown Shelburne. We specialize in new and used books, stationery and gifts from Canadian small businesses. Having soft launched in April, we’re now…
17th Annual Caledon Day 2026
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…



