One of the oldest family-owned independent insurance agencies in the Berkshires of Western Massachusetts, Toole Insurance was established in 1939 with a simple mission: to provide superior personal service to customers seeking the most thorough insurance coverage. Toole Insurance is dedicated to providing smart solutions for risk management and insurance needs using 21st century resources. Toole Insurance has three offices in the Berkshires: Lee, Lenox and Great Barrington, MA.