The historic village of Old Bennington sits on the western end of Bennington. Most buildings in the village are historic. Route 9 runs east to west through the village.
Old Bennington has significant historical significance and is one of the earliest Vermont settlements. Well known for it’s well preserved Revolutionary war-era homes, many homes have plaques indicating the historical figure who had owned/built them.
Among the many historic building are The Old First Church and The Bennington Battle Monument. Robert frost and his family are buried in the cemetery behind the Old First Church.