This Dutch-styled residential building was originally a cocoa company's World's Fair showpiece.

The oldest playground in America.

Radical Bookstore and Community Space.

From bench to vandalism to art, this silly prank seat was funny enough to become permanent.

The oldest surviving wood-frame building in North America is still in the family.

Quirky castle designed by the American actor best known for portraying Sherlock Holmes on stage.

For 20 years, this whale skeleton has been slowly dripping oil on the floor of the museum where it hangs.

You can spend the night as an honorary lighthouse keeper in this quaint, historic beacon.

The often-overlooked ruins of one of the first buildings designed by famous landscape architect Frederick Olmsted.

The bears may be gone, but their old cages can still be found.

The sprawling, eccentric estate of Ames and Ames, a brilliant botanist, and a genius inventor and artist.

From economic backbone of a community to deadly diving hole, these former stone quarries are now a park for rock climbers and graffiti artists.

A beautiful Victorian-era cemetery, complete with a miniature village.

A historic bridge with a lovely acoustic anomaly.

Site of a famous 19th-century transcendentalist utopian community, now abandoned.

An elaborate, hidden model train in the Needham Town Forest.

She become one of the first women to serve in the United States military by secretly dressing like a man.

This fairy tale-themed amusement park is now abandoned, and childhood metaphors abound.