Whether you’re cruisin’ down Route 66 during the historic highway’s centennial in 2026 or planning an epic Southwest vacation on your own time, a weekend in Winslow, Arizona, is worth adding to your travel itinerary. Nestled in the painted mesas and high desert vistas, Winslow is a town that cherishes its rich past and offers a variety of activities for history buffs and outdoor enthusiasts alike. Outside of the town’s own interesting sites, Winslow is within proximity to several points of interest, including a national park, state park, and national landmark! See for yourself in the historic hub of Winslow, Arizona.
This story was created in partnership with Visit Winslow.
Day 1: Standin’ on the Corner
Begin your weekend in Winslow, Arizona, with a visit to the Winslow Visitor Center, where friendly staff can provide you with maps, brochures, and insider tips to make the most of your trip. Then, make your way to the iconic Standin’ on the Corner Park, situated in the heart of downtown Winslow. Here, you can pose next to the life-sized bronze statue, Easy, that pays homage to The Eagles’ hit song “Take It Easy.” Take some time to explore the surrounding area, where you’ll find nostalgic Route 66 memorabilia and charming shops offering souvenirs and local crafts.
Next, immerse yourself in Winslow’s fascinating history by visiting the Old Trails Museum. Housed in a historic bank building, the museum showcases artifacts and exhibits that tell the story of Winslow’s evolution from a railroad hub to a thriving community along the Mother Road. Learn about the town’s role in westward expansion, its ties to the Santa Fe Railway, and its enduring legacy as a stop along Route 66. For a more intimate look at Winslow’s past, head to the Affeldt Mion Museum, located in the enchanting La Posada Hotel, just a short walk from the Old Trails Museum. This hidden gem features a collection of hand-crafted Navajo rugs, including the world’s largest Navajo rug!
As the day winds down, treat yourself to a memorable dining experience at the Turquoise Room, also found within the La Posada Hotel. After enjoying the delicious regional cuisine, walk the grounds of the La Posada to see local artworks and learn about the building’s history as a railway haven in the early 1900s. Finally, retire to The Winslow for a more modern stay and a restful night’s sleep.
Day 2: Such a Fine Sight to See
Day 3: Take It Easy
Start your morning by grabbing breakfast at the Flatbed Ford Cafe and heading to Clear Creek Reservoir at McHood Park, an oasis located on the outskirts of Winslow. Here, you can enjoy a variety of water activities, including fishing, boating, cliff jumping, and kayaking. Cast your line in the reservoir’s calm waters, or rent a kayak from Clear Creek Rentals to explore the canyon’s hidden coves.
If you’re looking for a land-based activity, make your way to Jack’s Canyon Sport Climbing Area for hiking and rock climbing. With its rugged cliffs and world-class sport climbing routes, Jack’s Canyon offers a playground for climbers of all skill levels. Spend the afternoon exploring the over 300 routes, scaling the sandstone walls, and taking in breathtaking views of the surrounding desert landscape.
Before wrapping up your weekend in Winslow and hitting the road, make a stop at Meteor Crater National Monument on your way west out of town on Route 66. Marvel at one of the best-preserved meteor impact sites on Earth, formed over 50,000 years ago by a colossal collision that left behind a crater nearly a mile wide. Explore the visitor center’s exhibits and interactive displays to learn more about the history and science behind meteor impacts, and take a guided tour of the crater rim.