Stroud, located West of OLT on Historic Route 66 about six miles.

Stroud was founded in 1892 and named for James Stroud, a trader. Early in its history the town had a reputation as a "Wild" town due to its many saloons and other businesses catering to thirsty cowboys and travelers arriving from "dry" Indian Territory. These days were short-lived, however, because Oklahoma statehood forced Stroud to become "dry" as well.

On March 27, 1915 Stroud became the victim of the legendary outlaw Henry Starr as he attempted to rob two banks at one time. "Henry Starr, along with six other men, decided to rob two banks at the same time... The [Stroud] robbery would prove... disastrous for Henry Starr. Proceeding to rob the Stroud National Bank and the First National Bank, word of the holdup spread quickly and the citizens took up arms against the bandits. Henry and another outlaw named Lewis Estes were wounded and captured in the gun battle. The rest of the gang escaped with $5815. Henry would be sentenced to prison at the Oklahoma State Penitentiary, but would be paroled after serving only four years.

The town became quiet until about 1926 when U.S. Route 66 was built through it. When construction was completed, Stroud became a rest stop with amenities like motels, gas stations and restaurants. The most notable restaurant is the Rock Cafe, built from rocks removed during the construction of Route 66. A fire gutted the restaurant in 2008; it has since been rebuilt and is now open for business once more.