Roadside Attractions on Route 66

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

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

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

In-person Route 66 guessing contest with cash prizes — currently a pie flavor challenge.

Beloved giant blue whale sculpture photo op.

Iconic tilted water tower landmark on Route 66.

Oversized cowboy statue and gift shop near Route 66.

Large green tiki-style roadside art installation.

Route 66 roadside general store and gift shop next to the World’s 2nd Largest Rocking Chair.

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

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

Quirky roadside sculpture of a woman changing a tire.

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

Classic outdoor movie theater showing double features.

Retro-themed car wash on Route 66.

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

The surviving boots of Galena’s famous “Frecs the Miner,â€

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

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

A towering 21-foot fiberglass Texaco attendant known as “Big A,â€

Historic open-air cinema still in operation on Route 66.

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

Historic-looking structure and local favorite stop.

Vintage airplane displayed at the Historic Route 66 Motel property.

Outdoor car art installation parodying Cadillac Ranch.

Desert roadside stop with old-school charm.

Unexpected roadside statue offering a unique stop for travelers.

Unique roadside site with quirky Route 66 branding and historical nods.

Famous filming location, now closed but iconic.

Oddly designed home featuring ski lodge-style architecture.

Whimsical forest of bottle trees, a Route 66 icon.

Large retro-style coffee cup sign in front of a classic diner.

Iconic rooftop statue known as the 'Statue of Liberty of Los Angeles.'

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

Large roadside art featuring Muffler Man by Cerney.

Attraction along Route 66.

Attraction along Route 66.

Roadside attraction and visitor stop located near the midpoint of Route 66.

Historic La Cita restaurant sign and giant sombrero landmark on Route 66.

Sculpture display honoring Route 66 legacy.

Popular Route 66 roadside art installation featuring oversized vintage gas station imagery.

Iconic row of half-buried Cadillacs — major Route 66 landmark.

Whimsical Cars-themed gas stop with photo ops.

Vintage railroad boxcar repurposed as a roadside landmark.

Stretch of Route 66 that plays “America the Beautifulâ€

Roadside travel center since 1934.

Colorful satellite dishes painted along Route 66.

Large cowboy statue — classic Gallup photo op.

Abandoned Route 66 attraction in Houck.

Laid-back outlet for geodes, petrified wood and other raw stones plus dinosaur statues.

Iconic statue of NAU’s mascot.

Western-themed complex with food and fun.

Giant roadside chair sculpture, great for quirky photo stops.

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

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

Two water towers labeled “Hotâ€

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

Marker commemorating Oklahoma's remaining section of original nine-foot-wide Ribbon Road.

Quirky roadside feature where turkey tracks are embedded in the concrete.

Historic Route 66 fiberglass giant.