The 25 Best Roadside Attractions in Vermont
Ranked by Roadtrippi users — the people who've actually been there. Updated June 2026. Roadtrippi catalogs 109 roadside attractions in Vermont.
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1. Vermont Marble Museum: Hall of Presidents (Closed)
Proctor, VT
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2. Path of Life Garden
Windsor, VT
A peaceful New Age-y place, with stops along the path for Sorrow, Contemplation, the Tree of Wisdom -- and a Buddha and a driftwood rock band.
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3. Giant Teddy Bear
Shelburne, VT
Huge toy Teddy Bear made of hay bales, so it may not last long. But it's big.
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4. Oldest Marble Quarry in the USA
Dorset, VT
Long abandoned, the Norcross-West Marble Quarry is conveniently right next to a highway. Big marble blocks and a water-filled pit are used as a swimming hole. Historical marker out front.
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5. Where Teddy Roosevelt Learned McKinley Had Been Shot
Isle La Motte, VT
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6. Somewhere Near the Birthplace of Chester A. Arthur
East Fairfield, VT
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7. Bizarre Memorial Park
Burlington, VT
Neighborhood park is a circular plaza next to a shopping center, and features statues of crouching, double-faced lion people created by local sculptor Leslie Fry.
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8. The Whispering Statue
Barre, VT
An acoustical anomaly enables someone to whisper to you from across a statue plaza. Reportedly better than the same whispering trick at St Paul's Cathedral.
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9. Smugglers' Notch
Jeffersonville, VT
Craggy passages between rocks and small caves offered hidey-holes for slipping past trade embargoes in 1810s, as part of the Underground Railroad in the 1850s, and to traffic liquor from Canada during the 1930s.
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10. Steampunk Locomotive Built of Junk
Rutland, VT
A full-size steam locomotive made of junk. Artist Guohua Xu sculpted the piece, named "Across Time and Space," from found Vermont steel.
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11. The Lost Bomber (Gone)
Middlesex, VT
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12. World's Tallest Ladderback Chair
Bennington, VT
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13. Sheldon Museum
Middlebury, VT
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14. Floating Bridge
Brookfield, VT
A bridge that actually floats on the water's surface. Closed in 2008; rebuilt and reopened in 2015.
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15. Champ: Undulating Lake Monster
Saint Albans, VT
With a head and neck that resemble the prow of a Viking ship, "Champ" undulates in and out of the ground next to its aquatic home of Lake Champlain. Well-made of wood, rugged enough to be climbed on. Unveiled Sep. 2021.
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16. Face and Hand of AA Founder
Rutland, VT
Abstract marble sculpture of Bill Wilson, founder of Alcoholics Anonymous, who wrote that he developed his willpower as a child in Rutland. One side is an enlargement of his face, the other is his oversized open hand. Sculpted by Steve Shaheen in 2019.
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17. Experimental Balloon and Airship Museum
Post Mills, VT
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18. Batman Meets Mr. Halloween
Rutland, VT
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19. Jet on a Stick
Middlebury, VT
An A-4 Avengers fighter jet trainer, up on a pylon at an American Legion post, serves as symbol of hours logged in service of the nation.
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20. Opulent Children's Play House
North Bennington, VT
Lavish child's play house mimics architecture of the historic Park-McCullough house and was actually built to serve as a dog house. Oh those wacky super-rich... Contains tiny furniture and a working stove.
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21. Propane Tank Sculptures
Lyndonville, VT
Goofy dinosaurs, giant bugs, Satan -- and, most recently, Star Trek spaceships -- show the under-appreciated range of the propane tank as art.
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22. Big Maple Syrup Jug
Ferrisburgh, VT
Maybe seven feet tall. It's an opaque, plastic jug, painted to resemble a quart syrup jug you'd buy in a store.
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23. Round Church - Devil-Resistant
Richmond, VT
Built in 1812-14, a 16-sided wooden structure. Without a corner for the Devil to hide in, supposedly.
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24. Tree Full of Bras
Killington, VT
Halfway up Skye Peak, visible from a ski resort chair lift -- which also is how the bras got in the tree.
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25. Knight's Spider Web Farm (In Transition)
VT
Browse all 109 attractions in Vermont on Roadtrippi.