The History of Glenwood Mill dates back to Stephen Bailey, son of Joseph Bailey, born January 11, 1760. On May 26, 1794 Stephen purchases approximately 53 acres for 46 pounds, seventeen shillings, current money of the State of New York. It being a part of the tract surveyed by the king of England to James Drummond Lundin, the "Earl of Perth". This was a wilderness tract of land and Stephen found his way by a footpath were he encountered hardships incident to pioneer life.

Stephen was a man of great strength and stood over six feet in height and was a man of considerable enterprise and business ability. Prior to this death in 1819 he acquired a large estate. Stephen and his wife had 10 children and willed each of them a parcel of land. There were three different mills on this tract, thus the large print on the front of the mill today - Glenwood Mills 1805-1888. The first mill further up the stream, built by Stephen Bailey, was near his log cabin. No vestige remains. The second mill burned and the third mill was a two­floor structure built in 1805. This is the same mill of today with additions and repairs added.

The 1805 mill stood the ravages of time through all the years. In 1888 farmers had a raising day. They turned out with long wooden poles that were used reach the lumber up for the building of the third floor. When finished, before the milling machines were added, a gala celebration was held. The early owners of the mill were Daniel Decker. and Abram and Isaac Owens. Isaac Owens sold the mill to Nathaniel Townsend who built the 1805 mill. Benjamin Fuller purchased the mill in 1867. Heoperated the mill until 1887 when it was sold at a sheriff's sale to Captain Bailey, the great-grandson of Stephen Bailey. Daniel Bailey remodeled the mill in 1887.

The burr stones used at the mill were imported from France and were shipped in a circular wooden box. Turbines replaced the water wheel in 1887, though they did not prove successful. The old water wheel was broken up for metal and sold to the government during World War I. The mill was noted for making the finest flour in the area.

In 1941, Daniel Van Duzer, grandson of Captain Bailey, was an heir to his estate. None of the other heirs were interested in the mill and they agreed to let Daniel have it if he would clear up the back taxes owned on the mill. His wife, Ethel, had a vision that the old mill could be cleaned up and made into a good place to spend their summers. After the mill was cleaned, a celebration around the milling equipment took place. There was dancing on the first floor, ladies on the second floor (where they could have more quiet) and eight tables of card playing on the third floor. The activities that took place from 1941 to the present day, are too numerous to mention. Beginning in 1998, the new owners, Hank & Sue Capro purchased the mill and converted it into a bed and breakfast which has been featured on HGTV's "If Walls Could Talk".