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Gilmore's Driving School

Holden, Massachusetts

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Wachusett High School

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Gilmore's Driving School
456 Main Street (Rt 122A)
Holden, MA 01520
(Next to Jed's hardware)


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Gilmore's Driving School is a local family and female-owned business founded in March 2010 at our original location in Boylston. At the end of our original Boylston lease, the renewal terms from the new building owner were so unreasonable that we moved the office to our existing Holden location. Mr. Gilmore is the General Manager and offers a vast array of driving experience on anything with wheels, sports coaching experience, was formerly the GM of another driving school, and has been an active RMV-certified driving instructor since 2006. Mrs. Gilmore is a full-time RN, and is here on Saturdays and when we have one of our in-house road tests. The driving school is the only business that we own, and we are 100% devoted to providing the highest quality driver education available anywhere. You'll enjoy better service and drive newer, more comfortable and safer cars. Unlike big corporations that treat you like a number, we're highly focused on just one thing: providing the best possible experience to our driver education students, including the highest road test passing rate in the Worcester area.

Our Philosophy:
We aim to save lives by providing the best driver training in the area regardless of price, going above and beyond to provide a superior-quality education. Only top-performing, highly experienced and well-compensated instructors are hired - we NEVER do training with trainees! We're fully licensed, insured, and bonded, 100% focused on quality driver education. The safety of all road users is our first priority: we train our students to anticipate and prevent hazards, rather than just reacting to them.

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Our Staff:
To be considered for employment, applicants must be motivated primarily by a love of what they do and the desire to help others. Each of our instructors is fully RMV-certified and background checked, with an average of 18 years driver education experience. The Gilmores take extraordinary measures to keep our staff fully employed year-round despite this being an extremely seasonal business, thus maintaining a highly talented workforce.

Customer Service:
We care about our students like family, and we'll do everything humanly possible to help you if we see that you're giving your driver education a good effort. We use the Schedule2Drive online scheduling system, enabling students to schedule lessons anytime, 24/7. We carefully limit the number of students that we accept, so that you won't have to struggle to get your road lessons finished.

Training Vehicles:
When inexperienced new drivers are behind the wheel, vehicle safety is of utmost importance. We purchase only new or late model, IIHS top safety-rated and/or 5-star rated cars. Our fleet prominently features Toyota all-wheel drives, which provide plenty of passenger room, excellent visibility and superior safety ratings. The Gilmore fleet is 100% all-wheel drive and equipped with snow tires from December to March (and sometimes April). Frequent maintenance and safety inspections are performed by ASE Master technicians. In addition to dual controls, all cars are equipped with the latest safety features, such as:

We never compromise on the quality of our program, including vehicles. Your tuition covers all costs of using our cars for lessons; there are no hidden charges.

Copyright 2010-present Boylston Auto School Inc. DBA Gilmores Driving School. All rights reserved.