Tours & Routes

Sometimes the journey can be as much fun as the destination

Our region is criss-crossed by a variety of tours and routes for all types of arts and culture activities. Whether you’re exploring Headwaters heritage on a historic walking tour, finding your inspiration on an art route or catching a behind the scenes view at a seasonal tour, we have a selection of tours and routes for your enjoyment.

Select from the tours and routed in this section and let your imagination be your guide to a day of exploring.


Headwaters

Art Route – Headwaters Parade of Horses     Ι     Website

Headwaters Parade of Horses, a whimsical and unique series of outdoor horse sculptures featuring 26 fiberglass horses transformed through the creativity of talented artisans. These magnificent sculptures have been vibrantly brought to life to reflect the spirit of the Headwaters.


Seasonal Tours (Gallery, Studio, Farm, Home)

So come for a visit and be inspired! Every rural back road, from Mulmur to Terra Cotta, is a potential scenic drive and a chance to sample the magnificent landscapes so often transformed on the artist’s canvas. Century homes, schoolhouses and historic buildings rejuvenated into galleries and studio spaces offer a glimpse of our proud heritage.


Caledon

To celebrate its 40th anniversary, Heritage Caledon has produced a number of walking tours of Caledon.

Historic Walking Tour – Alton Village (Queen Street West to Millcroft Inn)     Ι     Tour Booklet

Historic Walking Tour – Alton Village (north and east from the hotel)       Ι    Tour Booklet

Historic Walking Tour – Alton Village (south from the hotel)       Ι    Tour Booklet

Historic Walking Tour – Bolton Core – Queen Street     Ι     Tour Booklet

Historic Walking Tour – Bolton East     Ι    Tour Booklet

Historic Walking Tour – Bolton West     Ι    Tour Booklet

Historic Walking Tour – Caledon East      Ι    Tour Booklet

Historic Walking Tour – Caledon Village       Ι    Tour Booklet

Historic Walking Tour – Cheltenham      Ι    Tour Booklet

Historic Walking Tour – Inglewood       Ι    Tour Booklet

Historic Walking Tour – Terra Cotta       Ι    Tour Booklet


Dufferin County

Art Route – Art Walk of Tree Sculptures     Ι     Route Booklet

Orangeville’s Art Walk of Tree Sculptures boasts 55 pieces on public property, featuring the work of 19 different artists plus the Headwaters Carving Club.


Art Route – Utility Box Art Display Program

The Utility Box Art Display Program is designed to recognize local artists, celebrate the Town’s culture and history, and promote Orangeville as an arts and culture hub for the region.


Footsteps From Our Past      Ι     Tour Booklet

Footsteps from our Past will guide residents and tourists alike through Orangeville’s history, highlighting significant buildings and structures that were the foundation of the community you see today. The tour is divided into three sections with the first section starting at Town Hall located at 87 Broadway.

Historic Walking Tour – Orangeville Booming Broadway Tour (2.2 km)

The “Booming Broadway Tour” highlights businesses that helped Orangeville grow.

Historic Walking Tour – Orangeville Founders Tour (2.5 km)

The “Founders Tour” celebrates the founders of Orangeville.

Historic Walking Tour – Orangeville Prosperous Years Tour (2 km)

The “Prosperous Years Tour” focuses on Zina Street and the success of local merchants and business people.


Historic Walking Tour – Shelburne     Ι     Tour Booklet

Take a stroll through time.  Shelburne was established in 1860 and by 1869 the population had reached 70 people. While the first buildings were a hodge-podge of log and wood structures built from local timbers by local tradespeople, many of these commercial buildings were destroyed by fire in the late 1880s. All were replaced by sturdy brick buildings, of which many remain here today for you to enjoy on our walking tour.


Erin

Historic Walking Tour – Downtown Erin     Ι     Tour Booklet

This self-guided tour takes less than an hour, allowing you to see fascinating brickwork and window designs from the Victorian era, and learn about the mill industry that helped establish a thriving local economy herein the 1800s.