The original building dates to 1783 when it was the home of the Reverend David Avery, 2nd pastor of the Old First Church. Unable to afford the upkeep he sold the estate to Nathanial Brush, a notable participant in the Battle of Bennington, who later became a politician. Brush shortly ran out of money, turning the mansion into a boarding house and general store.
In 1870 Tom Saxton, a Troy NY merchant, purchased and refurbished the property to its original grandeur.
In 1910 the entire house burned to the ground, leaving only the foundation. Philip B. Jennings, a prominent Bennington businessman rebuilt the estate as you see it today and lived in it until his death in 1949.
In the 1950’s the mansion was a booming fine dining restaurant serving such celebrity clientele as Elizabeth Taylor, Richard Burton and Walt Disney. Norman Rockwell is even said to have painted a scene in the main dining room. (although we can’t seem to locate it!)
In recent years the mansion was converted into a quiet country inn and romantic bed & breakfast. Totally refurbished, The Four Chimneys Inn brings you all of the modern day amenities while maintaining its elegance and old world charm.