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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…

Oct 21, 2026
Janet Kerr

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…

Oct 19, 2026
Janet Kerr

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…

Jul 31, 2026
Janet Kerr

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…

Jul 31, 2026
Janet Kerr

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…

Jul 31, 2026
Alex MacEachern

Summer Sale

High-end, gently used apparel, home goods and more! 100% of the proceeds go to the Big Life Foundation.

May 9, 2026
Janet Kerr

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…

Apr 20, 2026
Janet Kerr

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…

Feb 5, 2026
Janet Kerr