A Little About Us…

Winsor started as a passion project of our founder, John Marques. He was a transportation industry veteran and had keen insight into the acute shortage of skilled commercial drivers in the market. Despite this dire talent shortage, he knew that the lucrative commercial driver job was the perfect career for most teens and adults looking for a stable job.

He decided to bridge the need gap and Winsors was born in 1995. John Marques carefully put together a course that would be short, highly relevant, and in sync with the industry needs. Such an approach would guarantee a job for the graduating student and a swift hiring process for the companies. A true win-win.

Today, we invite you to be a part of this legacy, a legacy of 25 years of excellence. Everyone of our students are an extension of our family since we are Family owned and operated for 25+ years.

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What We Can Do For You!

Guaranteed CDL

We have courses that can guarantee you to obtain your license through our school no matter what!

Get You Industry-Ready

We don’t just teach you to drive a commercial truck; we prepare you for a career in commercial trucking. So, when you get out in the competitive professional world, you come out on top.

Assist With every aspect of getting a CDL + Road Test Dates

We don’t just teach you to drive a commercial truck; we prepare you for a career in commercial trucking. So, when you get out in the competitive professional world, you come out on top.

Employment Guarantee

You get access to the hiring process in our network companies right after coming out of the driving academy. As a student, you also get a lifetime job guarantee. That’s priceless!

Join The Family

When you enroll at Winsors , you get access to experienced mentors, trade secrets, and equipment that helps you get ready for the real world of commercial trucking.

We promise you a course in commercial driving that’s complete in every way. From introducing you to the basics to getting you placed, we will be standing by you all along the way.

Join The Family

Learn Truck Driving Training

Since 1995 Winsor’s Tractor Trailer Driving School offers truck driver CDL training with classroom, behind-the-wheel and yard training to help prepare you for a professional driving career. If you are a teenager looking to get your first driver’s license, renew driver’s license or looking to start a new carrier with a Commercial Drivers License (CDL) than you are at right spot.

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Ready For A Safe, Fun Driving Experience?

  • Hands on Training

  • Highly Trained instructors

  • Flexible class hours

  • Online Classroom Sessions facility

  • Expressway/Beltway Driving

  • Parallel parking

  • Highway and city driving

Our Team

– Michelle K.

– Michelle K.

– Michelle K.

– Michelle K.

– Michelle K.