This former prison now houses a lovely library devoted to Quebec's oft-maligned English-speaking history.

This lovely, if imposing, piece of Canadian gothic is possibly the most photographed hotel in the world.

City law dictates that this mountaintop cathedral containing the heart of a saint is to remain the tallest building in town.

The skyline of Montreal includes the silhouette of an unexpected fruit-shaped Canadian staple.

Designed by Buckminster Fuller, this relic of the 67 Expo survived fire and ice.

This 1967 experiment in modular architecture was designed to be a new model for urban living.

A grand Gothic Revival basilica with stained glass depictions of Montreal's religious history has only one soul resting in its crypt.

One of the oldest producers of hand-folded fortune cookies still uses its original secret recipe.

A collection of 20th-century automata, penny arcade games, and musical contraptions.

In all of the 29 years it was in operation, no prisoners ever escaped successfully... or so they claim.

A wall of chewing gum moonlights as collective art.

Civil War-era Fort designed to withstand invasion and attack, with tricky traps called "murder holes."

This upscale streetwear store is hidden behind a fake Snapple machine in the back of a deli.

Mrs. Mallard and her brood are a beloved fixture in Boston Public Garden.

This monument on Breed's Hill proves that one of the most famous battles of the Revolutionary War is misnamed.

The massive machine creates cracking displays of indoor lightning.

A men’s restroom became a sandwich shop.

Ice cream stand, snack bar, and time capsule of milk conveyance.

Berthed at the Charlestown Navy Yard in Boston, "Old Ironsides" is the oldest commissioned warship still afloat.

Macabre headstones carved with winged skulls, dancing skeletons, and pithy reminders of impending death.

The American Revolution was galvanized into serious action due to the tragic clash with British soldiers that occurred at this location.

Narrowest house in Boston.

A former waterfront market is now in the center of town due to some interesting Boston engineering.

The site of Paul Revere's historic two lantern warning.