This vintage fedora was made in the 1940s by “Royal”. It is a wool felt, factory blocked in a teardrop crown. The styling is similar to the Stratoliner model, with a thin western ribbon and bound brim, with fedora blocking and flanging.
This Pilgrim Carlsbad was available mail-order throughout the 1930s and 1940s. With the quality of the trimmings on this one, I’d say it’s probably from the 1930s. It’s a big, curled brim cowboy hat, tom mix creased. And wool felt- this was a budget hat- a working man’s hat.