Coupons
Event Calendar
Choose a Region
Find Somewhere to Stay
Find Somewhere to go
Find Out What's On
Find Things To do
Newsletter
Description
Downtown Orangeville’s holiday season runs as one ten-day festival, 20 to 29 November 2026, and admission is free. It opens with the tree lighting on Friday 20 November at 3 p.m. and closes on Sunday the 29th at 5 p.m.
The three things to plan around
Tree lighting — Friday 20 November, which opens the festival.
Santa Claus Parade — Saturday 21 November. The single busiest day of the ten.
The Very Merry Holiday Market — 20–22 and 27–29 November. An open-air, European-style market on Second Street, run out of wooden chalets done up with garlands and lights, selling handcrafted gifts and festive food and drink. Note the gap: it runs the first weekend and the last, not the days in between.
Also on across the ten days
- Fireside Sips Lounge — mulled wine, festive cocktails and craft beer
- Santa visits
- Festive window displays through the downtown
- Double Joy Book stamps at participating downtown shops
- Live entertainment across the festival
Practical
- 20 November, 3 p.m. – 29 November, 5 p.m.
- Centred on Broadway, downtown Orangeville, with the market on Second Street
- Free
- Run by the Downtown Orangeville BIA — 519-942-0087, events@downtownorangeville.ca
Full programme and any schedule changes are on the BIA’s event page.
See everything on in Orangeville, and the rest of the season on Events.




