11 of the Weirdest New York Roadside Attractions Worth Stopping For

by John
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11 of the Weirdest New York Roadside Attractions Worth Stopping For

New York state is legendary for its weird and wonderful roadside attractions—the kind that turn quick drives into memorable detours. Here are 11 of the weirdest spots worth stopping for:

Weirdest Roadside Attractions in New York

Large outdoor sculpture of a troll-like creature in a crawling pose, presented as a roadside attraction 

World’s Largest Kaleidoscope (Mount Tremper)
Step inside an actual barn-sized kaleidoscope and enjoy a psychedelic, immersive show.

Balanced Rock (North Salem)
A 60-ton granite boulder delicately perched on smaller stones—it’s New York’s own Stonehenge and a place of local myth.

Secret Caverns (Howes Cave)
The rival to Howe Caverns, Secret Caverns is marked by zany hand-painted signs and features funky tours and a hidden waterfall.

Two-Story Brick Outhouse (Pine Creek)
A literal double-decker outhouse with three “seats” upstairs and three downstairs, built as a community joke.

Oldest Living Fossil Trees (Schoharie County)
Stand among ancient trees known as the oldest in the world, hiding in a rural graveyard.

RiverWorks Giant Six-Pack (Buffalo)
Massive beer cans—100 feet tall!—now form the structure of part of RiverWorks Brewing Co. in Buffalo.

Ichabod Crane Schoolhouse (Kinderhook)
This preserved one-room schoolhouse is named for the character from “The Legend of Sleepy Hollow” and fits the town’s spooky appeal.

Crawling Troll Sculpture (various towns)
Huge troll-like wooden sculptures built by Danish artist Thomas Dambo draw crowds and photo ops across New York.

Prosser Hollow Schoolhouse (Pindars Corners)
A quirky, tiny brick school, it still turns heads for its classic 19th-century design.

A Boy’s Grave with a Window (Chenango County)
A poignant oddity: a child’s grave topped with a window so his mother could visit after burial.

Cohoes Mastodon (Cohoes)
A quirky display honoring a 13,000-year-old mastodon discovered locally, complete with restored skeleton and giant statue.

These eclectic stops show off the playful, quirky, and sometimes touching side of New York road culture.

SOURCES

(https://cnynews.com/new-york-roadside-oddities/)
(https://www.cnbankpa.com/Resource-Center/Education/C-N-Library/Roadside-Attractions)(https://www.fiftygrande.com/50-weirdest-roadside-attractions/)
(https://www.cheapism.com/roadside-attractions/)
(https://www.atlasobscura.com/things-to-do/new-york-state)

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