Bennington is an incorporated town in Bryan County, Oklahoma, United States. The population was 334 at the 2010 census. In 1853, a Presbyterian minister named A. G. Lansing established Mount Pleasant Mission Station near present-day Matoy in the Choctaw Nation, Indian Territory. Lansing turned the mission operation over to Rev. Charles …Bennington is an incorporated town in Bryan County, Oklahoma, United States. The population was 334 at the 2010 census. In 1853, a Presbyterian minister named A. G. Lansing established Mount Pleasant Mission Station near present-day Matoy in the Choctaw Nation, Indian Territory. Lansing turned the mission operation over to Rev. Charles C. Copeland, who moved the mission a few miles farther south because the original site was in a boggy and remote location that was unhealthy. Copeland renamed the mission Bennington Mission Station, honoring his home town of Bennington, Vermont. A post office was established in 1873, but closed in 1878. It was reestablished in 1884. The peak population during this period was 45 people.