Among the area's first settlers was Richard Gwin [or Gwynn], a Welshman who reputedly traded with the Algonquian Indians from 1672.

In 1779, Wimbert's son, Martin Tschudi, patented a nearby plot of land called Sly's Adventure.

In 1829, three enterprising brothers, John, Samuel, and Charles Wethered, converted the Franklin Paper Mill to the manufacture of woolen cloth.

In 1871, the Wethereds sold the property and Ashland Manufacturing Company to William J. Dickey, whose family came from the market town of Ballymena in the north of Ireland.

Many new homes were constructed for the millhands, a Presbyterian church and a manse were built, and a village store, owned by Dickey, sold everything from buggy whips to licorice sticks.

The Glasgow Mills closed and the formerly prosperous Dickeyville became a shanty town with a reputation for crime and low life.

The red house at 5131 Wetheredsville Road (built c. 1850) was the home of Billy Ware, who served as a soldier in the Union Army in the American Civil War and carried the colors of his regiment at the Battle of Gettysburg.

The stone house at 5123 Wetheredsville Road (built c. 1810) was the home of Enos Humphreys, one of the founders of the Independent Order of Odd Fellows (I.O.O.F.).

Ashland Chapel, in the center of the village at 2331 Pickwick Road, was built on land given by the mill-owning Wethered family in 1849 as a house of worship for mill workers.

The last house on Wetheredsville road is 4901, built in 1865 for the Ashland superintendent, the grounds include the historic location of the Tschudi home.

2423 Pickwick, built in the General Grant style in 1872, was restored as a studio by noted Baltimore muralist R. McGill Mackall in 1932.

The present owner, sculptor Barry Johnston, displays some of his bronze sculptures in the back yard.

2433 Pickwick (c.1875) was the home of Malcolm Moos, an advisor to President Dwight Eisenhower and reportedly had a direct telephone link to the White House.

In 1899, Teddy Roosevelt spoke from the wooden front steps (the main entrance to the building, now demolished).

Most noteworthy is the Fourth of July celebration that includes a parade around Ashland Chapel and a dinner-dance on Pickwick Road.