Roadside Attractions on Route 66

Quirky roadside attraction tied directly to the town’s most famous native son, Sheb Wooley.

A beloved 1955 Route 66 drive-in theater that entertained generations of locals and travelers before closing.

Massive roadside rocking chair along Route 66, once billed as the world’s largest and now a popular photo stop.

Late Victorian home on the National Register; a landmark of Cuba's early prosperity.

Historic, restored neon sign that serves as a popular photo op.

Artist-created village with restored historic buildings and quirky art.

Rusty tow truck that inspired the Pixar Cars character Mater, located outside Gearhead Curios.

Historic garage featured in local lore and Route 66 tales.

Display of scorched locomotive from the 2011 fire, popular Route 66 photo stop.

The surviving boots of Galena’s famous “Frecs the Miner,” a quirky Route 66 roadside tribute left after the original statue was lost in a 2022 fire.

A historic shotgun tied to the Bonnie and Clyde era, displayed inside Liberty Pawn as a relic from one of America’s most infamous outlaw stories.

A towering 21-foot fiberglass Texaco attendant known as “Big A,” standing watch over Main Street as one of Galena’s most recognizable roadside figures

Route 66 themed eatery inspired by the Pixar Cars character Tow Tater located in historic Galena.

Historic gas station with restored 1930s architecture.

170-ft water tower shaped like a ketchup bottle — iconic photo stop.

Famous Route 66 station with museum-like displays.

Historic-looking structure and local favorite stop.

Retro-themed car wash on Route 66.

Extinct cinder cone volcano offering hiking and views.

Restored 1932 filling station — one of the most-photographed on Route 66.

Fully restored Sinclair gas station turned museum.

Restored Art Deco gas station and Route 66 visitor center.

Tiny historic jail from the early 1900s — quirky and popular roadside photo stop.

Former penitentiary turned attraction.

One of the best-preserved Texaco stations on Route 66.

One of the most iconic Muffler Men statues on Route 66.

Beloved giant blue whale sculpture photo op.

Granite Stonehenge replica — unique roadside stop.

Historic cabins from Route 66’s heyday, now decaying.

Roadside attraction with candy, museum displays, quirky gifts, and selfie spots.

Once a functioning roadside weld shop, now a rustic Route 66 relic.

Painted boulder shaped like a frog, local icon and quirky photo stop.

Historic site marking the location of Fort Blair, a Union outpost during the Civil War and the site of the 1863 Battle of Baxter Springs.

Historic Phillips service station along Route 66 in Joplin, representing the classic full-service stops that once fueled travelers across America.

Former roadside gas station along Route 66 in Joplin

Former Texaco service station located along Route 66 in Joplin,

Early Magnolia gas station dating back to 1925, showcasing one of the earliest fueling brands in American road travel.

Former roadside gas station along Route 66 in Joplin

Large steel Route 66 shield sculpture located at the roundabout where Kansas Route 66 meets US‑400, serving as a modern landmark for travelers.

Restored Phillips service station representing classic roadside fueling stops from the mid-20th century.

Former Route 66 gas station.

Replica honoring Edwin Hubble.

Restored filling station and general store from Route 66’s heyday.

Long-abandoned garage, a relic of motoring past.

Former Route 66 drive-in theater site tied to Carthage’s postwar roadside entertainment era.

Quirky airplane-themed roadside sculpture displayed at the Flyin W stop on Route 66.

Cottage-style former filling station in Kendricktown near the old Alt 66 and US 71 junction.

Small stone station in Kendricktown tied to an early Humble or Magnolia-Mobil design.

Ruins of a combined Texaco station and cafe at the old Route 66 and US 71 junction.

Surviving 1940s service station building along the historic Route 66 corridor.

Quirky roadside sculpture of a woman changing a tire.

Former Gulf station whose brick service building still survives on East Central Avenue.

Small roadside police warning sign on Route 66 known for catching drivers off guard.

1930s cottage-style filling station later reused under several names along Route 66.

Long-closed service station still visible on Route 66.

Abandoned Route 66-era business.

Restored vintage gas station structure with classic pumps.

Former gas station and memorabilia shop, now closed.

Restored vintage Conoco station, a nostalgic photo op.

World’s largest concrete totem pole — iconic Route 66 site.