This ongoing tradition began way back in the year 1939, when members of the Freedom Chamber of Commerce decided to sponsor a reunion and chuck wagon feed in honor of the old time cowhands of this vast area who braved the perils and hardships of the range in search of their fortune.
Keeping with the theme of the "Old West," the Old Jail is still standing to accommodate those rowdy cowhands who might get a little out of hand during the Big Rodeo celebrations. Located just to the right of the jail is a partial of land reserved for the fellas who weren'
This huge slab of Oklahoma granite known as the Cowboy's Memorial is the site of the annual Cimarron Cowboys Association meeting following the chuck wagon feed. It took seven years for the monument to move from thoughts to granite, but in April of 1950, the memorial was dedicated.