As Route 66 celebrates its 100th anniversary in 2026, there's never been a better time to rediscover Oklahoma City's stretch of the Mother Road. From historic landmarks and roadside attractions to colorful murals and new public art installations, the iconic highway continues to connect the city's past with its present.
Oklahoma is home to more than 400 miles of Route 66, including 51.5 miles within Oklahoma City limits. Whether you're planning a weekend outing or simply exploring a different part of town, here are six stops worth checking out.
Kicks 66
One of Oklahoma City's newest roadside attractions is hard to miss. Standing 35 feet tall, Kicks 66 is a bright red cowboy boot sculpture located outside the National Cowboy & Western Heritage Museum. Created by local artist Cameron Eagle and unveiled in June 2026, the illuminated sculpture celebrates the Mother Road's centennial and offers a new photo opportunity for visitors.
Route 66 Centennial Monuments
Four new Route 66 monuments have joined Oklahoma City's landscape in celebration of the highway's 100th anniversary.
Tower Theatre and Route 66 Robot
In Uptown 23rd, visitors can experience a mix of history and creativity. The historic Tower Theatre, originally opened in 1937, remains a recognizable neighborhood landmark with its vintage neon marquee. Across the street, an eight-foot-tall metal robot offers a playful nod to Route 66. Together, the two attractions make an easy stop for photos before exploring nearby shops and restaurants.
Milk Bottle Building
Located along Classen Boulevard, the Milk Bottle Building is one of Oklahoma City's quirkiest historic landmarks. Built in 1930, the small, wedge-shaped structure is topped with an oversized milk bottle that was added in 1948. The building has served several purposes over the decades and remains a recognizable piece of the city's Route 66 history.
Lake Overholser Bridge and Route 66 Park
On Oklahoma City's west side, the historic Lake Overholser Bridge offers a glimpse into the early days of automobile travel. The steel truss bridge, which opened in 1925, is a popular spot for photography and scenic views.
Nearby Route 66 Park offers more opportunities to explore, with walking paths, wetlands, an observation tower and interpretive displays celebrating the historic highway.
POPS and Arcadia Round Barn
Just northeast of Oklahoma City, two classic roadside attractions make for an easy day trip. POPS is known for its towering 66-foot soda bottle sculpture, diner and extensive selection of specialty sodas.
A short drive away, the historic Arcadia Round Barn has stood since 1898. The distinctive red barn now welcomes visitors interested in learning about its history and exploring one of Oklahoma's most recognizable Route 66 landmarks.
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