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James Jackson

James Jackson is a freelance writer who grew up on a farm in Caledon.

When he was 14, Holland’s parents installed a shooting area in a corner of the basement, complete with hockey boards and Plexiglas to protect the walls, and simulated ice on the floor. They even hired an artist to draw a crowd of The Simpsons characters, along with a few familiar hockey faces, who watched their son shoot. Photo by James Jackson.

Peter Holland’s Hockey Homecoming

Nov 25, 2015

Scoring with the Leafs. A Caledon boy’s hockey dream comes true.

Three generations: James, Thomas and David Jackson standing at the crossroads in France that Thomas helped defend as part of the Normandy assault on the morning of June 6, 1944.

My Grandfather’s War

Sep 11, 2013

Three generations of a Caledon farming family travelled to 
Europe to retrace the steps of the 1st Canadian Parachute Battalion 
during WW II.

Early morning at Caledon’s roundabout.

The Circle Game

Mar 22, 2012

Peel’s first roundabout at Dixie Road and Olde Baseline Road puts Caledon drivers on the merry-go-round.

A Persuasive Man

Sep 13, 2010

Ad man, radio host and author Terry O’Reilly discusses growing up in Sudbury, what it means to live in the Age of Persuasion, and why advertising really is an art.

In The Hills is an independent, locally owned print and online magazine that has earned its reputation as the best-read, best-loved magazine in Headwaters.

The magazine is delivered to more than 40,000 homes and farms throughout Caledon, Erin, Dufferin, Orangeville and Creemore – up to double the circulation of any other local publication. And it is available to visitors at local inns, restaurants, specialty retail stores and other tourist locations.