Crawford, OK

See 51 vintage windmills, a wind generator and a reconstructed dugout with a sod roof to get an idea of how the early Oklahoma settlers might have lived.

If you’re in western Oklahoma, this store gets high reviews for its customer service and selection. Support local business by shopping at this locally-owned and operated store. 

The Hill is a favorite throughout Woodward. This hometown bar offers a fantastic atmosphere to relax with friends any day of the week, and its karaoke is a hit as well.

At Polly Anna Café, you’ll find homemade classics that are made right. The staff is awesome, but you might have to wait for your meal because they cook everything to order. 

The longest stretch of this iconic highway runs through Oklahoma. Along the way, make a pit stop at the Oklahoma Route 66 Museum. (Clinton)