The South Main Street Historic District is a surviving collection of eleven commercial buildings built from 1877 to 1915 in the old downtown of Oregon, Wisconsin, plus the WWI memorial.

James Coville built another log house in 1843, just north of the district, and operated a shoe shop in it.

A post office was added in 1848, and a frame hotel called the Oregon Exchange in 1849.

In 1864 the Beloit and Madison Railroad reached town, making Oregon a shipping point for the surrounding country.

The village continued to grow, adding a flour and grist mill in 1890, the first bank in 1892, a volunteer fire-fighting company in 1895, a water tower in 1898, a creamery in 1900, a telephone exchange in 1901, and paved streets in 1916.