U.S. Federal Route 50 is the main east-west highway across Jackson County. It connects the Jackson-Washington State Forest to Interstate 65. U.S. Rt. 50 passes through the following towns in Jackson County. Brownstown Seymour U.S. Rt. 50 is multi-plexed in Jackson County. Indiana State Route 135, near Brownstown. Indiana State Route 11, at Seymour. U.S. Rt. 50 intersects the following highways in Jackson County. Indiana State Route 235, near Medora. Indiana State Route 135, near Vallonia. Indiana State Route 135, at Brownstown. Indiana State Route 39, at Brownstown. Indiana State Route 11, at Seymour. Indiana State Route 11, at Seymour. Interstate 65, near Seymour. U.S. Rt. 31, near Seymour.