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Boo on Broadway

Downtown Orangeville

We’re celebrating all things spooky in Downtown Orangeville with Halloween haunts, ghostly goodies, creepy competitions and more! Witches' walk scavenger hunt, The Great Pumpkin Popup, kids' entertainment, petting zoo and trick or treating.,

Joy & Lights Tree Lighting

Downtown Orangeville

Spend a joyful evening with family and friends celebrating the beginning of the festive season in delightful Downtown Orangeville. The evening will include the annual tree lighting, live entertainment, visits with St. Nick, carolling and of course, local holiday shopping! See the website for full event schedule.

Orangeville Santa Claus Parade

Downtown Orangeville

Gather with family and friends to see the jolly old elf and make some merry memories. Come early to shop, marvel at the festive yuletide window displays, grab a hot chocolate or bite to eat and settle in for a great parade! Please note the parade start time is approximate and subject to change, so…

In The Hills

In The Hills is an independent, locally owned print and online magazine that has earned its reputation as the best-read, best-loved magazine in Headwaters.

The magazine is delivered to more than 40,000 homes and farms throughout Caledon, Erin, Dufferin, Orangeville and Creemore – up to double the circulation of any other local publication. And it is available to visitors at local inns, restaurants, specialty retail stores and other tourist locations.