Looking for the perfect place to stay during your visit to the Hills of Headwaters?  We have a wide variety of accommodation partners who are looking forward to your visit. Enjoy your stay at an award-winning inn, resort or hotel, experience the charm of a bed & breakfast, or get closer to nature with a… Read more »

Travel & Transportation

There are a number of ways to get to the Hills of Headwaters or travel around the area once you’re here. Let us help you plan your trip.   The Official Road Map of Ontario Interactive Ontario Road Map Bolton GO Transit Orangeville GO Park & Ride Orangeville Transit System Find The Way – portal… Read more »

Real Estate

Once you’ve discovered the Hills of Headwaters, you’re not going to want to leave! Any one of our experienced real estate agents would be pleased to help you find your dream home.  Inspired to build a new home?  Let one of our new home builders help you get creative.

Education & Training

Learning comes to life in our region. From formal classes to hands-on learning opportunities, there’s no better place to be inspired than the Hills of Headwaters.

Antiques & Auctions

History comes alive in our region’s antique shops, or check out a country auction – they happen throughout the year, and are not only a great chance to pick up some great deals on all kinds of items, but are truly a tourism experience in themselves!

Animal Services

We all love our animals and while you’re visiting we want to help you make sure your animals are well taken care of!

Places of Worship

We are pleased to offer a list of places to worship in Headwaters and invite you to visit the one that most suits your needs during your stay. Along with regular services, many sites offer heritage tours, concerts or rentals for events, weddings or community functions.

Government Services

The Hills of Headwaters includes the Town of Caledon, Town of Erin, and all of Dufferin County, including the Town of Mono & Town of Shelburne. You will also find access to a wide variety of provincial and federal services in the area.


The region’s rivers have shaped and determined the history and development of the Hills of Headwaters. While many of the mills established to harness waterpower are gone, the settlements that formed around the mills live on as scenic towns and villages where quaint shops and tearooms welcome visitors.

Sports & Recreation

Breathe in the fragrant country scents of spring, bathe in the sunny days of summer, delight in the colourful hues of fall, or feel the crispness of winter snow. Discover our numerous trails, unique with natural life in all seasons. There is something for everyone, from bird and wildlife enthusiasts, photo-buffs, serious backpackers or day… Read more »