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Roadside oddities in Connecticut

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57 of 7093 places

Roadside oddities57

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Giant objects, odd monuments and things built for no clear reason.

  • Roadside oddities41.1424° N, 73.5294° W

    New Canaan, CT

    Architect Philip Johnson's nearly transparent 1949 home reduces a house to a glass rectangle exposed on every side. The property also contains a collection of experimental buildings and landscape structures; entry is available only through scheduled tours.

    Access
    Seasonal or ticketed
  • Roadside oddities41.2779° N, 72.4676° W

    Westbrook, CT

    The bridge over the Patchogue River became famous for the musical hum produced as vehicle tires crossed its metal roadway. Rebuilding altered the original structure, but the town preserved the bridge's unusual open-grate character and its long-running 'singing' identity.

    Access
    Roadside, no entry
  • Roadside oddities42.0253° N, 72.1399° W

    Union, CT

    A roadside restaurant on the Massachusetts line where every diner is invited to leave with free used books. Shelves crowd the dining room and thousands more books are stored throughout the property, turning a highway meal into an unusually literal food-and-books stop.

    Access
    Open to visitors
  • Roadside oddities41.8607° N, 72.6838° W

    Windsor, CT

    A roughly 30-foot version of Travelers Insurance's red umbrella logo stands outside the company's Claim University campus. The giant corporate symbol was moved from Hartford to Windsor and is visible from the public approach even when the facility is closed.

    Access
    Roadside, no entry
  • Roadside oddities41.4187° N, 73.4500° W

    Danbury, CT

    A roadside boulder has been painted as a cartoon dog with a different expression on each visible side. The rock was repainted in 2016, transforming one formerly snarling face into a sadder and friendlier-looking dog.

    Access
    Roadside, no entry
  • Roadside oddities41.5618° N, 72.6463° W

    Middletown, CT

    A monumental stylized stone head stands near the Connecticut River as a memorial connected with the Wangunk people who lived in the region. The oversized sculpture is both a public artwork and an unusual visual landmark.

    Access
    Open to visitors
  • Roadside oddities41.4920° N, 72.1000° W

    Uncasville, CT

    A private backyard has been transformed into a homemade dinosaur park filled with large hand-built prehistoric creatures. Visitors have historically been welcomed with permission, but this is residential property: ask first and never wander onto the grounds uninvited.

    Access
    Private land, view only
  • Roadside oddities41.4470° N, 72.7275° W

    Durham, CT

    The former home and studio of reclusive artist William Kent preserves a huge body of woodcuts, sculptures and other unconventional work. The farmhouse functions more like a time capsule of an intensely personal artistic world than a conventional gallery, with visits generally arranged in advance.

    Access
    Seasonal or ticketed
  • Roadside oddities41.3979° N, 73.4501° W

    Danbury, CT

    A gigantic fiberglass Uncle Sam towers over the Danbury Railway Museum property. The roughly 38-foot figure is a classic product of the giant roadside-statue era and returned to Danbury after spending years at other locations.

    Access
    Open to visitors