W 66 AYS TO CELEBRATE THE 100TH ANNIVERSARY OF ROUTE 66 Spanning 2,448 unforgettable miles from Chicago to Los Angeles, the legendary U.S. Route 66 is more than just a road — it’s a living, ever-evolving piece of American history. When it first opened in 1926, this continuously paved highway was a marvel of its time, forging a vital link between rural towns and major cities across eight states. Today, Route 66 beckons road-trippers with a nostalgic slice of Americana: classic diners, neon-lit Pack your bags, cue up your road-trip playlist and hit the highway for a legendary adventure. Our list of 66 trip ideas will help get you started as you rediscover the road that shaped a nation. HOUCK 2 Turquoise enthusiasts won’t want to miss Chee’s Indian Store , a Navajo-owned gift shop with display cases chock full of gorgeous jewelry. Standin’ on the Corner Park, Winslow 8 CROSSED STATES PLAYLIST GET YOUR KICKS ON AZ’S ROUTE 66 Cruise down AZ’s stretch of Route 66 with Visit Arizona’s toe-tappin’ playlist full of vintage vibes and classic music legends. Scan the QR code to listen now. 28 VISITARIZONA.COM WINSLOW CHAMBER OF COMMERCE In the 1930s, Route 66 became a lifeline for families fleeing the economic hardship of the Dust Bowl, offering a path to hope and opportunity out west. Following World War II, Route 66 pulsed with promise once again, as returning soldiers traveled its lanes in search of a fresh start. motels and quirky roadside attractions. In 2026, the journey becomes even more meaningful as Route 66 celebrates its 100th anniversary with commemorative events along the route. LUPTON 1 As soon as you cross the Arizona-New Mexico border, pull over at Yellowhorse Trading Post for authentic American Indian pottery.