Orland is a town located in the northwest corner of Steuben County, Indiana in Millgrove Township at the intersection of State Road 120 and State Road 327. The population was 434 at the 2010 census. Orland was founded by John Stocker.
Orland is recognized as the first settlement in Steuben County, populated by immigrants from Vermont and originally known as Vermont Settlement. Each year in late July, Orland celebrates this heritage with the Vermont Settlement Festival.
In the decades leading up to the American Civil War, Orland was a stop on the Underground Railroad, sheltering and protecting runaway slaves until they could complete the journey to Windsor, Ontario, Canada. The home of Russell Brown was said to contain a secret apartment on the second floor, complete with a separate stairway, in which 15 to 20 slaves might hide. S. U. Clark's hotel also was said to have a secret hiding place behind a basement cupboard, while the Butler family south of Orland "fed and sheltered scores of them and then took them on to other stations."