The Town With A Famous Corner—Winslow, AZ
Nestled along historic Route 66, Winslow, AZ, carries the weight of railroads, Native American heritage, roadside kitsch, and genuine small‑town charm. For motorcycle riders, Winslow is a must-visit if you’re motoring down the Mother Road, or are visiting the area in general.
This is where the spirit of Route 66 meets the legacy of the railroad and the quiet power of the desert.
Winslow’s real claim to fame comes in many forms. First, there’s the iconic Standin’ on the Corner Park, immortalized in Eagles’ song “Take It Easy.” With a bronze statue, a tributary mural, and a flatbed Ford sitting at the curb, it’s a photo op you must take.
Then there’s La Posada Hotel, one of the last great Fred Harvey railroad inns. Designed in 1930 by Mary Jane Colter, the place is part luxury and part museum.
The Old Trails Museum dives deep into Winslow’s roots, from the Native Hopi trade to the railroad era and Route 66 stories. Nearby, Homolovi State Park preserves hundreds of ancient Puebloan archaeological sites, giving you a chance to stretch your legs on hikes that lead past ruins and colorful mesas.
Rolling into this small desert town on Harley-Davidsons during our own Route 66 adventure just felt right. The old brick buildings down the main street made us feel like our calendar had rolled back several decades. Although our visit was quick, we did grab lunch and “people watch” as other travelers took photos at the corner.
For motorcyclists, Winslow has a magnetic draw with wide skies, red desert dust, and the low hum of Route 66 beneath your wheels. It’s impossible to roll into Winslow with anything but The Eagles blaring on your radio.
Facts & Info
Nearby Attractions
- Meteor Crater
- Standin’ on the Corner Park
- Homolovi State Park
- Hubbell Trading Post
- World’s Smallest Church
Nearby Roads
Riders heading to Winslow often cruise in on historic Route 66, which runs right through downtown. From here, you can branch off on SR 87 heading south for twistier terrain or explore the scenic desert by riding toward the Meteor Crater Natural Landmark.
The roads around Winslow mix long, sweeping stretches of highway with old alignments of Route 66 and desert vistas, making this part of Northern Arizona a sweet middle point for cross-country or regional adventures.
Recommended Lodging: La Posada Hotel
This legendary Fred Harvey house is an experience. With its Mary Colter architecture, vibrant gardens, and art-filled rooms, La Posada is part museum, part retreat. You’ll be steps from Standin’ on the Corner Park and the Old Trails Museum, and can even catch trains from the back patio platform.
Food & Dining
Winslow’s food scene tells its story one plate at a time, mixing Southwestern spice, railroad-era elegance, and a dash of classic roadside charm.
The Turquoise Room inside the historical La Posada Hotel anchors the experience with refined regional dishes served in a space that still carries the glow of the Santa Fe Railway’s golden age. Find it at 303 E Second St, Route 66, Winslow, AZ.
For something simpler, the Sipp Shoppe serves sandwiches, root beer floats, and thick milkshakes inside a restored bank building that leans hard into its retro character. Find it at 101 W Second St, Winslow, AZ.
When the day calls for a cold beer and easygoing comfort food, RelicRoad Brewing Company and Bojo’s Grill offer exactly that.
Best Time to Travel
The most rider-friendly seasons in Winslow are spring and fall. Temperatures are mild, the skies are clear, and the desert isn’t blistering hot.
Summer can be scorching, while winter nights bring a chill in the high desert. I recommend riding in fall, as the thinner crowds make stops like Standin’ on the Corner and La Posada more peaceful.