Our Features

The Best Options For You


  • Training

    Ready to learn how to drive? Come to us when you're starting out.

  • Unlimited Support

    We stay with our students. We are here to help in any way we can.

  • Licensed

    Fully licensed by the state of Connecticut

  • Flexible times and locations

    If you are unable to come to us, we will come to you for behind the wheel lessons.


We are located at 28 Cross Street, New Canaan, CT 06854.

Lewis School of Driving, Inc. was established in 1970 by Chester R. Lewis, Jr., a retired New Canaan police officer. In 1990 Marie Winters Trant, his stepdaughter, bought the business.

Mr. Lewis was very active in the business until his death on February 16, 2006. He has left an indelible mark in the area and will be forever loved and remembered.

We are licensed by the State of Connecticut and our Instructors and Cars are annually inspected by the Department of Motor Vehicles.

All of our instructors are trained personally by us and have to be tested by the State. They go through a rigorous screening process which includes FBI fingerprinting, DCF history check, driving records and health history.

We have seven vehicles for behind the wheel instruction. They are all late model Toyota Corollas installed with dual control brakes and mirrors.

We drive seven days a week and pick up students at their home, school or work in our surrounding towns.