Lawrence, Kansas
Prior to Kansas Territory being established in May 1854, most of Douglas County was part of the Shawnee Indian Reservation (created in 1830). During this period, the Oregon Trail ran parallel to the Kansas River, roughly through the area where Lawrence would eventually be situated and a hill known then as "Hogback Ridge" (i.e., Mount Oread, which sits on the water divide separating the Kansas and Wakarusa River). This area was used as a landmark and an outlook by those on the trail. While this territory was technically unopened to settlement prior to 1854, there did exist a few "squatter settlements" in the area, especially just north of the Kansas River.
Montgomery County, Kansas
When Kansas was admitted to the Union as a state in 1861, the Osage Indian reservation occupied a large tract of land near the southern border. The reservation had been established in 1825. After the Civil War ended, the Osage lands were coveted as the largest and last reserve of good land in the eastern part of the state. As early as 1866, the Osages were forced to cede tracts at the eastern and northern edges of the reservation. This treaty conceded white settlement on land in the eastern part of what is now Montgomery County.