Great Drives in the Hills of Headwaters
Great Drives in the Hills of Headwaters
  • Art in the Hills
  • Places to shop in the Hills of Headwaters
  • Getaways

Great Fall Drives
Spectacular Fall Colours

The Hills of Headwaters, just steps outside Toronto’s back door, is replete with some truly wonderful places to visit – settlements such as Erin, Hockley Village, Belfountain, Shelburne, Bolton and Orangeville boast some fabulous events, things to see and people to meet. The routes to them all are well maintained and easy to find. And the fall colours that provide the backdrop are indeed spectacular. With our many country roads and the rolling terrain provided by the Niagara Escarpment any back-road route will deliver an impressive fall show.

Parks & Trails

The region’s many conservation areas, parks and trails provide the perfect destination point for a great fall drive. Pack a picnic lunch, or treat yourself at a country tearoom or restaurant. Our hamlets and villages are also great stops. Take some time to stroll the heritage downtowns; each with boutique shops, art galleries and coffee shops to explore.

Art in the Hills

Fall in the Hills of Headwaters celebrates the Arts like no other time of year. Plan your fall drive to coincide with one of many studio tours and arts events or book in advance theatre tickets for a professional live performance at Theatre Orangeville paired with a scenic tour on the Credit Valley Explorer Tour Train.

Hills of Erin Studio Tour
September 18th and 19th, 2010 September 25th and 26th, 2010
For the first time, this year's tour will be held over two weekends to give you more options for planning a fall outing in the Hills of Erin!

Caledon Hills Studio Adventure
September 25 & 26, 2010

Headwaters Arts Festival
September 24 to October 11, 2010

For those looking for a fall getaway, we are also offering several overnight packages to make your visit to the Hills of Headwaters more relaxing.

Request a Map

Use our online map to the Hills of Headwaters, or request a free map by mail, to plot yourself a back-road drive this fall!

More for you in Headwaters

Art in the Hills

Couple your culinary adventures with a visit to an artist's studio - Step outside Toronto’s back door and discover ART IN THE HILLS!

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Grown in the Hills

These are the Hills of Headwaters, part of the greenbelt... our living countryside.

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