HOLBROOK Before reaching Holbrook, drive along the 28-mile scenic road from one end of Petrified Forest National Park to the other and pull over along the way for outlooks, ancestral pueblos, crystal-laden petrified logs, striped badlands and hiking trails. WINSLOW At Homolovi State Park , enjoy fresh air and incredible sights on the half-mile, wheelchair-accessible Homolovi II Trail, which leads to the largest of the park’s archaeological sites, containing more than 1,200 rooms originally inhabited by Ancestral Puebloans. 3 9 13 Visit Sept. 25–26, 2026 for the annual Standin’ On the Corner Festival for live music, a jovial beer garden, a horseshoe tournament and a live auction. the World’s Smallest Church . 14 Enjoy a moment of quiet inside 15 At RelicRoad Brewing Company , pair a craft beer with a loaded-up Southwest burger, and don’t forget a side of the house-made onion rings. the Santa Fe Railway, Harvey Girls and more at the free Old Trails Museum . Also located within park grounds, explore Hopi murals while enjoying a scoop of ice cream inside Painted Desert Inn , a Pueblo Revival-style adobe structure. 4 Sip on an old-fashioned soda or root beer float in the retro-style Sipp Shoppe . 10 Want your own piece of petrified wood? Pull into Stewart’s Petrified Wood Shop to purchase fossilized wood pieces, plus dinosaur bones, meteorites and crystals. 5 architecture (designed by architect Mary Colter), picturesque gardens and Southwestern-chic rooms at La Posada , a hot spot among Hollywood’s jet set in the 1930s. 11 Steep in the Spanish-style 16 See exhibits about Route 66, Peruse everything from tribal 6 crafts to an old chuckwagon to vintage surgical equipment to Route 66 memorabilia at the Navajo County Historical Society , housed in an 1800s courthouse. Snap a selfie with one of the many dinosaur statues around town, such as outside Rainbow Rock Shop and Jim Gray’s Petrified Wood Co. 7 At 2nd Street and Kinsley 12 Avenue in the historic district, take a picture in Standin’ on the Corner Park , which pays tribute to the Eagles tune that put Winslow’s stretch of Route 66 in the history books. 17 Pick up tchotchkes, vintage-style toys and cold drinks at the Meteor City Gift Shop , a historic trading post inside a geodesic dome. Take a 45-minute tour of Meteor Crater Natural Landmark , where 50,000 years ago, a meteor slammed into the earth with the force of more than 20 tons of TNT, creating a crater nearly a mile across and more than 550 feet deep. Dinos of Holbrook, Holbrook 18 Spend the night at the iconic Wigwam Motel , a historic landmark featuring tipi-style rooms and classic cars. 8 2,448 miles FLAGSTAFF 19 Before reaching Flagstaff, be dazzled by fast-paced casino action, live entertainment and a steak and seafood dinner at Twin Arrows Navajo Casino Resort . Monument , explore the 1-mile round-trip Island Trail to see 25 ancient cliff dwellings. Road Classic Car Show on Aug. 15, 2026, a charity event hosted by the Route 66 Car Club of Flagstaff. Scoot your boots to some 24 country music at The Museum Club . Originally opened in 1931 as a museum and taxidermy shop, this rustic log cabin is now a jovial roadhouse. names like Tower Station IPA or Sunday Drive American Lager at Mother Road Brewing Company . 23 gleaming glory at the Mother Admire classic cars in all their 26 Choose from 100 different flavors of shakes and malts at Galaxy Diner . 27 Stop for the “Famous Breakfast” at Miz Zip’s , a 1952 diner beloved for its hearty plates of pancakes, French toast, and biscuits and gravy, plus freshly baked pie. 20 At Walnut Canyon National AN PHAM Attend the Flagstaff Route 21 66 Centennial celebration June 6, 2026 with a classic car show, streetscape chalk art and nostalgic re-enactments. 28 Learn about the enduring legacy of Route 66 at the new exhibit “Wagon Road to Mother Road” at the Museum of Northern Arizona . at Americana Motor Hotel, decked out in retro style. 25 Enjoy a taste of craft brews with 29 Enjoy a playful, nostalgic retreat 22 Bowl a strike at Starlite Lanes , open since 1958. 29