Behind the Scenes (…Literally!) at Theatre Orangeville
Art Lovers
If we say A night out at the theatre, what pops into
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Headwaters
Hibernate in York
Art Lovers
Experience the arts and culture of Headwaters! Hibernate in style with live
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Winter Outdoor Adventure
Adventure Seekers
Add a little thrill to the chill of winter! Get your heart
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Get Cozy in Headwaters
Art Lovers
In the north-west reaches of Headwaters, you will discover small towns that
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Families that learn together
Family Fun
Family memories are made in Headwaters. Enjoy pond skating, snowshoeing and tobogganing
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Foodie Road Trip
Foodie Fanatics
Foodies, rejoice! There’s winter bounty to be found in Headwaters. Even in
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Road to the Royal – Harvest in Headwaters
Family Fun
The Royal Agricultural Fair at Toronto’s Exhibition Place is a time-honoured tradition
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Prohibition, Halloween and Dinner Theatre at Museum of Dufferin
Art Lovers
Changing leaves, bountiful harvests, apple cider and sweater weather—these are the hallmarks
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Fall for the Cheltenham Badlands
Family Fun
The Cheltenham Badlands occupy a special spot in my heart. Its unique
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Temperance & Temptation: Headwaters Detours
Family Fun
Suggested detours for the Temperance and Temptation self-guided Headwaters tour
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Rural Luxury: The Millcroft Inn and Spa
Art Lovers
The Millcroft Inn and Spa in the picturesque hills of Caledon is the epitome of rural luxury
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Adventure in the Sky
Adventure Seekers
The Brampton Flying Club and Great War Flying Museum offer aviation enthusiasts and families a thrill like no other
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