In the 18th century commercial fishing and shellfishing supplemented local incomes and residents worked on herring boats and went after whales. By the 19th century, coastal packets from Boston were being serviced and several windmills created power resources in the town, but the heaviest reliance by residents was on cod and mackerel fishing. Life long residents recall that in those days the very old and the very young farmed, while all the able-bodied men fished. Fishing in Orleans declined as competition from larger boats and larger ports grew, but the town had established a commercial importance on the Cape as a market center for other communities, that continues into the 20th century.

Small businesses like the Mayo Duck Farm that produced 50,000 ducklings in 1918 were welcomed by the town, but the major modern change in Orleans was spurred by the impact of summer development. This resort home development, which accelerated between 1915 and 1940 and still continues, has had the greatest effect on the town and in turn has supported increasing commercial development along Route 6.

Orleans Mass is located in Southeastern Massachusetts, at the elbow of Cape Cod. Bordered by Eastham on the north, the Atlantic Ocean on the east, Chatham and Harwich on the south, and Brewster and Cape Cod Bay on the west. Orleans is about 22 miles from Hyannis; 88 miles southeast of Boston.