Middlesex Driving Academy Winchester

At Middlesex Driving Academy, driving is more than just a skill—it's an empowering journey. Nestled in the welcoming city of Winchester on Swanton Street, this owner-operated school dives deep into the nuances of road safety and driving confidence.
Here, students find not only comprehensive driver education classes, but also specialized behind-the-wheel training. Whether it’s sharpening skills with experienced instructors or understanding local driving rules from another perspective, every lesson is designed to enhance readiness for both novice and seasoned drivers alike.
Operating daily from 10:30 AM to 7:30 PM, this academy prides itself on accommodating busy schedules with flexible lesson times. Their dedication shines through in their personalized approach: small class sizes ensure ample attention while on-site road tests keep worries at bay.
Calling connects prospective drivers to a supportive team eager to answer questions or set up appointments. With multiple success stories under its belt, the driving school stands resolutely committed to helping individuals conquer their driving fears and master the road—all while creating unforgettable memories along the way.
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FAQ
What is the phone number of Middlesex Driving Academy?
The contact phone number is .
What is the address?
Middlesex Driving Academy is located at 66 Swanton St, 01890 Winchester, Massachusetts. Find out .
What are the opening hours?
The school's opening hours for today, Wednesday, are from 10:30 am to 07:30 pm, so it's open right now. Check the schedule for more information.
Open on weekends?
Yes, Middlesex Driving Academy is open on Saturdays and Sundays from 10:30 am to 07:30 pm.
Reviews
This is my third driving school, and by far the best! They are so on top of everything which was refreshing giving the first two schools were a nightmare. Friendly, organized and so thorough in their training. Such a great experience! Highly recommend!
They are very organized and friendly. I had some private lessons with Mr.Smith & he was really good in making sure we understand how to drive safely and also the requirements to pass the road test. Would highly recommend the school.
I cannot recommend Middlesex Driving Academy enough!!! I m 23, never had my license and finally got myself to book some adult driving lesson. I went in very nervous but immediately felt a sigh of relief after meeting Ms. Ryan! I was lucky enough to take all of my classes with her and I truly couldn t have done it without her. She was personable, helpful, and beyond approachable. Every class I became more and more confident in myself and the skills I was building. I took my road test today and passed...
. But beyond that, I have gotten over my fear of driving and I m just so grateful I decided to take lessons at Middlesex Driving Academy! Everyone I encountered in the office was so positive and welcoming and I m thinking of buying some more classes just to hang around them again !!
Middlesex is a great place to learn how to drive! I had an outstanding experience with all the instructors, but I must express my gratitude to Ms Fernando. I had her for many of my lessons and she was very funny, helpful with improving my parallel parking, and also with other questions I had. Thanks to her and all my other instructors at middlesex driving, I passed my road test first try! I would 100% recommend signing up for lessons here.
Had a great overall experience. I just needed a practice run with some more focus in rules and regulations while driving. My instructor was Mrs. Ryan. She was very polite and gave clear suggestions and instructions on where I can improve. Ended up passing the test!
Middlesex driving offered a great experience for my daughter. Classroom time was easy as she did it online for a week. Driving was sometimes hard to schedule but they helped to make it on time so she was able to get her license when eligible. Highly recommended.
This place is amazing!! Rick Smith (the owner) was very easy to get in touch with for scheduling lessons!! He was also very friendly and thorough during the driving lessons I had with him before I took my road test, which I passed!! I felt extremely confident during the test because of Rick s instruction. I strongly recommend Middlesex Driving Academy to anyone trying to get a license! You will not regret it!!!
The office staff is efficient and friendly. They go the extra mile to schedule lessons and answer questions. The driving instructors were very patient with educating our son and daughter. Rick was always funny and pleasant. Our family would recommend Middlesex Driving Academy to anyone.
Im in my early 40s, grew up in NYC, lived in Boston and just never ended up getting a license. Once my wife and I bought a house in Medford it was time. There wasnt a not nice person there, supportive and great. I especially have to call out Joanie (Ms Fiore) cause she was 85% of my lessons. Perfect amount of calming sass, yet also assistance when you have questions and never caused stress. I passed my road test on first try. This place is 100% encouraged for people of all ages. Theres no convenient...
way to do it on either side, but I do wish they could lock the same instructor for each lesson. Theyre all good, but some teach differently than others, and if you get someone that isnt your usual it causes unnecessary nerves if their style is not the same.
Excellent experience with Middlesex Driving Academy. Instructors are great. Convenient location, straightforward process to schedule observation and driving hours. Highly recommend.
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