The late American artist Chandler O’Leary chronicled her travels in sketch stories for more than a decade, generating a huge following, as well as prints, stationery and a book.

Illustration of a lobster with the coat of arms of Canada in the background, featuring details about its size and a humorous caption.

These sketches from her travels in The Great White North, as she labels it, are perfect for today’s Canada Day post. They are quintessential images of my country. (Click on the images to go to her original stories.)

A colorful sketch depicting the Canadian Potato Museum in O'Leary, Prince Edward Island, with a humorous potato character and vibrant autumn foliage in the background.
A colorful sketch depicting a large muskie fish statue next to a sign that reads 'Husky the Muskie' in Kenora, Ontario, with trees and a lake in the background.
Watercolor sketch of the Empress Hotel in Victoria, BC, featuring a Canadian flag and vibrant red vines on the building.
Illustrated map of Cape Breton, featuring various trails like Cabot Trail and Ceilidh Trail, with a tartan pattern background.
A watercolor sketch depicting a moose statue with a plate of poutine in the foreground, alongside handwritten notes about the location, Sault Ste. Marie, and its historical context.
Colorful sketches of Northern Kwakiutl masks, featuring stylized faces of animals and humans, with annotations describing each mask.
A sketch depicting a bear crossing a road with a driver's perspective in the foreground, surrounded by lush greenery and roadside signage, capturing a moment from a travel journey in Canada.

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A watercolor sketch depicting Rideau Street in Ottawa, Ontario, adorned with Canadian and Quebec flags, along with historical buildings and street lamps, celebrating Canada Day.


For Canada Day, the anniversary of the July 1, 1867 date that we became a country.

Chandler O’Leary’s Drawn the Road Again site, here.

Note: I have run these drawings on Canada Day Before (a few years ago) so if it looks familiar, that’s why.


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