During the late 1880s and 90s, Constant Moody Ruggles was the proprietor at the Ossawinamakee Hotel. Ruggles was a Civil War veteran from Oshkosh, Wisconsin, who first came to Manistique in 1875 with Ebenezer James. Ruggles was a partner in the James Bros. Sawmill which flourished briefly at the village of Jamestown on the Manistique River. He had diverse business interests including a butcher shop, stage coach line, livery stable and a strawberry farm. According to the above business card, Ruggles was also a guide for tourist fishermen seeking a good trout stream.
Manistique – The Ossawinamakee Hotel in Manistique, regarded at the plushest in the area following its construction in 1883 has been sold by Carl Graves to Curran Chevrolet Sales here.
The hotel purchase was concluded Friday night by Graves and the three members of the Curran Partnership, Ellsworth, Leon and Donald Curran. Plans for use of the building are indefinite. Graves had owned the 42 -room wood structure the past nine years. It houses a bar, restaurant and a Western Union office in addition to the hotel facilities.