Located on historic Route 66 in Rogers County, Claremore is a small Oklahoma city of nearly 16,000 people best known as the home of Will Rogers, the Cherokee-born cowboy, humorist, and film star who became one of the most popular figures in 1930s America.
The Will Rogers Memorial Museum sits on twenty acres Rogers himself purchased, planning to retire there. The collection covers his vaudeville career, his newspaper columns, and the plane crash that killed him in 1935. It is a genuinely interesting stop even if you arrive knowing nothing about the man.
The J. M. Davis Arms and Historical Museum holds one of the largest private firearms collections in the world — over 12,000 firearms plus swords, steins, and outlaw memorabilia. Claremore's annual Chili and Bluegrass Festival draws crowds in the autumn, and the town's Route 66 heritage — including the preserved Claremore Auto Dealership, a 1936 Streamline Moderne landmark — makes it a natural stop on a cross-country drive.