Caledon was first settled in the 1820’s largely by families emigrating from Scotland, Ireland and England. There were numerous small hamlets and crossroads communities throughout Caledon. Some of these remain and have been urbanized while others have vanished into the history books.

Caledon’s first pioneer communities sprung up on strategic sites along the Credit and Humber rivers which provided power to operate saw and grist mills that were so much a part of the pioneer experience. The arrival of the railway in the 1870s marked another period of growth for Caledon.

Old Township Hall, circa 1875, located at 18365 Hurontario Street in what is now Caledon Village, was the political and social hub of the community that stretched far and wide into the countryside. Old Township Hall was strategically located as all the concession roads in the township bisected Hurontario Street

In 1974 the Town of Caledon was formed arising out of a series of amalgamations with neighbouring townships. From the time of amalgamation right up to the present day Caledon has experienced tremendous growth and yet much of its rural landscape remains. Rural Caledon has largely escaped development and is home to some of the prettiest horse farms in Canada. Each Caledon hamlet or village is separated from one another by rolling countryside, beautiful farms and conservation areas. Today, Rural Caledon is a popular tourist destination for hikers,photographers, cyclists and others who come to marvel at its beauty and enduring charm.