Middlesex Driving Academy

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.

Contact

Hours

Monday10:30 am - 07:30 pm 
Tuesday10:30 am - 07:30 pm 
Wednesday10:30 am - 07:30 pm 
Thursday10:30 am - 07:30 pmOpen now
Friday10:30 am - 07:30 pm 
Saturday10:30 am - 07:30 pm 
Sunday10:30 am - 07:30 pm 

Map

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, Thursday, 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.

Do the students recommend it?

This driving school has got a positive average rating of 4.48 out of 5 based on over 140 reviews on Facebook, GetPassed and Google. Below you can see the most relevant ones.

Reviews

Daniel B.
5

I highly recommend Middlesex Driving Academy, great stuff and Mr. Rick is the best, very patient and funny, the day of the road test he is there, making sure everyone is ok and relaxed, he explains and goes over with you about the road test, just to refresh your memory with the last minute details, and it helps a lot, I can t thank him and his stuff enough for all the great customer service and attention they give to each one of us, I passed my road test this last Saturday , and I am very happy and excited to get on the road, once again, Thank you so much .

Francis V.
5

I have been driving for years but failed a first attempt when I booked a test directly with RMV at a test center. I decided to try going through a school and have a practice test beforehand. Middlesex Driving Academy was very thorough with the process from start to end. From the time I called for my first inquiry about their process, the person over the phone gave very clear instructions and followed me through the necessary steps promptly, until the very end of my test. The instuctor who took me...
for my practice was very encouraging and put me at ease. It gave me the confidence I needed and the support I was looking for to make sure that the bad habits that I had picked up were corrected and that I was familiar with what the road tester was looking for when evaluating with my driving. It was worth the money I paid. I passed!!!

Miranda L.
5

I just finished behind-the-wheel instruction and backseat observation at Middlesex Driving Academy, and my experience has been great!! All the instructors are kind and offer very useful corrections. My driving has improved a lot since I started here. I highly recommend Middlesex Driving Academy it s easy to book lessons, and you get the times that you request! Also I passed the road test on my first attempt!

Loafla
5

I took my driving test with them and got my license. The tester was very patient, kind, and very fair. I didn t feel overly nervous or anxious at all. Great place and people!!

Jessica K.
5

My daughter enjoyed all the instructors she had here and they also provide night driving lessons which I feel is important when they are learning to drive. We signed up for the driving test at the school and its nice because the kids are familiar with the area after having lessons. They were great here and would recommend them!

Irani M.
5

This is place is great! This is a testament to how cool the owner, Mr. Rick Smith, is. Mr Smith is very pleasant to work with, supportive, and has an awesome sense of humor. The academy reflects the professionalism of its people. Mrs. Ryan is a great driving instructor!

Narayanan M.
5

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.

Tracy K.
5

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!

Rebecca F.
5

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.

Haydn K.
5

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 !!

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