British troops and Prohibition couldn’t stop this spot from becoming one of the United States' oldest continuously-run taverns.

This classic steam-powered train takes tourists on a nostalgic trip around the Connecticut River Valley.

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

This opera house along the banks of the Connecticut River has two Tony Awards to its credit but it’s never staged a single opera.

The ancient past meets the retro-future at these dinosaur tracks that are protected by a geodesic dome.

A reliquary of pop culture marvels, including the world's largest (and most terrifying) Jack-in-the-Box.

A lone tower rises above the cliffs in a city park, offering fantastic views of the Connecticut landscape.

Amazing views of Long Island Sound can be seen from this mountaintop tower.

Panoramic views of the city of New Haven and the Long Island Sound, with a side of history.

It looks like a whale, it's part of Yale, and it's best-known by a nickname you can probably work out for yourself.

While many places make the claim, the Library of Congress says this restaurant is the birthplace of the hamburger.

After decades of neglect, a brutalist icon is getting new life as an eco-friendly hotel.

The world's largest public collection of PEZ memorabilia.

This enormous abandoned factory is now a makeshift graffiti gallery.

The last vessel built by a submarine pioneer stands as a monument to his legacy.

This large boulder was used as a lookout point by Revolutionary War militiamen.

This "thrice-cursed" island is allegedly home to Captain Kidd's lost treasure.