The Crooked Lake House began in 1780 as a stagecoach stop on what was then the Albany-Boston post road. In 1840, that structure was destroyed by fire and then rebuilt on the same foundation. At the turn of the century, the structure was enlarged and remodeled as a small Victorian hotel. It became a favorite spot for Teddy Roosevelt while governor of New York State.

In the 1920’s The Crooked Lake House once again was enlarged and remodeled, giving it much of the Adirondack style that is characteristic of the building today. During Prohibition, the bar and the downstairs rooms became the setting for high stakes poker games with gangsters such as Legs Diamond. In 1938 the Art Deco ballroom was built to accommodate the Big Band circuit. Glenn Miller, Benny Goodman and the Dorsey Brothers appeared on stage regularly, while NBC broadcast the performances live every Saturday night from 1941 to 1943.

In the years since, The Crooked Lake House has been host to numerous dignitaries and celebrities and became the heart of the surrounding communities. The building closed in 1976, and sat empty and silent until 1990. At that time a major restoration project was begun to completely restore the structure to its former glory. The Crooked Lake House has reclaimed its place as a favorite location for entertainment, private parties, and fine dining.

The Crooked Lake House moves into the 2lst Century refitted and full of new inspiration, while also keeping its historical heritage preserved and reminding us of how things once were, and can still be.