11 of the Weirdest Massachusetts Roadside Attractions Worth Stopping For

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11 of the Weirdest Massachusetts Roadside Attractions Worth Stopping For

Here are 11 of the weirdest roadside attractions in Massachusetts that are worth stopping for their quirky charm and uniqueness:

  1. The Paper House, Rockport
    Built entirely of newspapers by Elis F. Stenman in the 1920s, this house is a bizarre architectural feat and curious sight for visitors.
  2. Ponyhenge, Lincoln
    An open field filled with a herd of abandoned rocking horses and toy ponies placed mysteriously in varying poses.
  3. The Museum of Bad Art (MOBA), Somerville
    A museum dedicated exclusively to “art too bad to be ignored,” featuring a rotating collection of delightfully dreadful artwork.
  4. The O’Reilly Spite House, Cambridge
    A tiny, wedge-shaped house built out of spite to block a neighbor’s view, now a famous local curiosity.
  5. The Troll on the Common
    A large outdoor wooden sculpture of a troll-like creature with a whimsical expression, often fascinating visitors.
  6. The Unclaimed Baggage Center (though technically in Alabama, it’s popular in road trip lists) – unique store selling lost or unclaimed airline baggage items.
  7. The Big Duck (just outside Massachusetts in NY but often included in New England road trip guides) – a building shaped like a duck, selling duck-themed merchandise.
  8. The World’s Largest Lobster Trap
    Located nearby but part of New England’s quirky roadside fame, it’s a giant trap perfect for photo ops.
  9. The Dinosaur Footprints — Western MA
    Real 200-million-year-old fossilized dinosaur tracks that can be explored up close with free access.
  10. The Circle Museum
    A quirky open-air display of scrap metal sculptures and welded creatures, providing a blend of weirdness and art.
  11. An abandoned milk truck in Hadley, featured for its haunting artistic presence and photo appeal on a back road.

These roadside oddities offer a fun mix of art, history, and just plain weirdness, turning routine road trips across Massachusetts into memorable adventures.

SOURCES

[1](https://travellikejess.com/weird-road-trip-stops-roadside-attractions/)
[2](https://961srs.iheart.com/featured/80s-show/content/2025-04-04-odd-massachusetts-spot-crowned-weirdest-roadside-attraction-in-the-state/)
[3](https://roadtrippers.com/magazine/americas-weirdest-roadside-attractions/)
[4](https://www.atlasobscura.com/things-to-do/massachusetts)
[5](https://www.fiftygrande.com/50-weirdest-roadside-attractions/)

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