Reputedly the smallest jail in North America.

One of the last remaining covered bridges in the province of Ontario.

A 1975 bylaw prohibits the construction of any building that would block the view of this Gothic Revival church.

This building's metal facade is the last of its kind in all of Canada.

The nude sculpture on this fountain shocked conservative townsfolk when it was first unveiled, but not as much as the dead body found in it decades later.

Among the cliffs of the Elora Gorge is an oft-overlooked piece of celebratory graffiti.

This metal sculpture is a tribute to the Canadian Pacific Railway, which had a station in the village that has now been converted into a library.

These strikingly barren, rolling red hills were caused by bad farming practices.

This historic library honors the legacy of the British Empire's first children's librarian.

The remains of the oldest bone-headed dinosaur in North America.

Known as "Toronto's Flatiron."

A touching tribute to the "Wonkey Donkey."

The remains of a once-famous hotel that also acted as an artist colony.

This half-ton piece of the Alps sits at the base of the CN Tower.

Canada's largest dinosaur skeleton was hidden away in storage for more than 40 years.

Along with his smaller donkey pal, he guards the museum’s exhibits and memorabilia.

An abandoned 1970s theme park that has been turned into a space for waterfront walking.

This "Palace of Purification" has made many film appearances as a dark and sinister headquarters.

This massive, ancient stone was disassembled and then put back together again.

One of the largest underground systems runs under Canada's largest urban center.

This urban oasis is a marvelous meld of music and landscape architecture.

A memorial to the tens of thousands of Irish who fled to North America during the Great Famine.

A fantastic place to see murals, and an important location in the history of Toronto's legal street art scene.

The oldest landmark of Toronto is a testament to shifting sands.