Bennington is a picturesque historic town situated in Southern Vermont located just three hours from New York City and Boston. This charming town is home to quaint mom and pop shops, exquisite restaurants, and a lively community. Close to the mountains and home to Bennington College, a small yet influential liberal arts college. Bennington is also home to the Bennington Battle Monument, the tallest human-made structure in all of Vermont. This is the perfect place for those looking to be close to the mountains without being in them. You will find plenty of historic homes as well as updated modern homes in Bennington.