In 1864, the petition to hold Masonic meetings was presented to the Grand Lodge by prominent Masons of Windham, including John R. Rollins, Jason Webb, Beniah H. Hall, Freeland A. Staples, Elias R. Howard, Samuel T. Johnson, Samuel Hawkes, Hiram C. Loveitt and George Hamblen. The first meeting was held at Webb’s Hall, a local tavern at Windham Hill, on Nov. 12, 1864. Lodge members in August 1865 discussed building a new hall, primarily because of the insecurity of Webb’s Hall, which was a public building.

A building committee was chosen in June 1866 and on Jan. 19, 1867, a two-story building was completed at Windham Hill. The total cost was $2,000.
Membership totaled nearly 70 by the winter of 1869.

Windham Hill was the main road between Portland and Bridgton, and the busy community included the church, post office, tavern, stores and shops. Professionals like doctors, lawyers and the minister all lived here and had offices. It was the center of the town’s activities but things would change.

In 1880, one of the Masonic members wrote: “At the Hill, the doctor and minister alone remain. Every store is closed.” The change in the village was caused by the building of the “new road,” later to be known as Route 302, which left Windham Hill off the main line of travel.

Membership decided the Lodge must be moved, and that North Windham, the latest flourishing village, would be the location. By 1880, the Presumpscot Lodge had 130 members. The debt on the building was canceled by September 1885 and in November of that year, a lot of land on Route 302 was purchased. By 1887, the building was moved to a new lot, adjacent to the church near Boody’s Corner.

Windham continued to change. In 1970, a new brick Lodge building was constructed on the upper end of River Road.

The old 1867 Lodge building on Windham Hill became the site of various businesses. and in 1999 a child care facility was on the ground floor. The building was at that time owned by the local church.