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Featured Tours

The Hills of Headwaters have something to offer every explorer. Hike the high country on the Bruce Trail, enjoy a round of golf whether you're a beginner or professional, and revisit the roots of Ontario.

Featured Tours
Create Your Own Tour
Visitor's Guide

A Definitive Country Retreat
Health & Well-being
Four-diamond cuisine, luxurious accommodations, and pampering at the spa – the perfect retreat from the city!

Artful Pleasures
Arts, Culture & Heritage
Discover Art in the Hills of Headwaters and be inspired!

Countryside Escape
Agriculture & Farm Fresh
Farm fresh food, horses grazing in pastures, and rural living at it’s finest!

Discovery Broadway, Downtown Orangeville
Small town charm & urban flair combine for the perfect getaway to the Hills of Headwaters!

Experience The Great Outdoors
Enjoy wholesome fun for young and old alike!

Family Fun
Fresh open air and old-fashioned fun make for a perfect getaway!

Girl's Getaway
Shopping, dining & a little time with “the girls” – a perfect getaway!

Hockley Valley Escape
Arts, Culture & Heritage
Majestic scenery, artisan studios and a world-class resort, are just steps away!

Mind, Body & Spirit Getaway
Health & Well-being
Take a deep breath, relax, and experience tranquility in the Hills!

Nature's Getaway!
Hiking, biking and more – what better way to explore!

Planes, Trains & Automobiles
The spectacular hills and valleys are best seen from the air, on the rails, or on the back roads!

Step Back in Time
The echo of big box stores seem a distant memory in the Hills!

Experience some of southern Ontario's best golf, just steps outside Toronto's back door!

Tee-it-up Again
Rolling hills, valleys and the Niagara Escarpment, define golf in the Hills of Headwaters!

Unique Shopping Discoveries
One-of-a-kind delights, sophisticated fashions & old-fashioned customer service!

Events Calendar

Featured Events

The Comedy of Errors
Jul 15 - 16, 2011
Alton Mill - Galleries & Art Studios

TIME FRAME: Juried Art Show & Sale
May 28 - Jul 10, 2011
Alton Mill - Galleries & Art Studios

Caledon Farmers' Market - Bring Your Pet Day
Jul 14, 2011
Town of Caledon

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Featured Tours
Featured Tours