Award Winning
Private Car Service

Awards & Recognition

2023 'best car service' by westport, weston & wilton magazine

Established in Westport in 1932, as Teddy’s Taxi, today’s Teddy’s Transportation System is proud to have been named the 2023 Best Driver Service of Westport, Weston & Wilton magazine. Teddy's has been offering professional, safe and reliable, private car services to our busiest neighbors for 91 years!

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 LCT Magazine 2020 Operator of the Year (31-44 vehicles) - Winner!

2020 LCT Operator of the YearLuxury Coach & Transportation Magazine has been the top trade media brand for the chauffeured transportation industry for more than 30 years, reaching thousands of industry leaders with its print and online media. Each year, Luxury Coach & Transportation Magazine awards the best players in the luxury coach and transportation business for their high standards, best practices and stellar performance. In the 31–44 vehicle category (operators with a fleet of 31-44 vehicles), Teddy’s Transportation System won Luxury Coach & Transportation Operator of the Year, beating out an array of other very impressive contenders to come out on top as the best in the biz for an operation with such a large fleet size.

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LCT Magazine 2012 Operator of the Year (31-50 vehicles) - Winner!

2012 Operator of the YearLCT Magazine’s Operator of the Year Award is the most prestigious in the industry. The Operator of the Year Award honors chauffeured transportation operators in the $9 billion U.S. industry who have excelled in management, customer service, marketing, fleet quality, safety, and community and industry contributions. Peer recognition of unique abilities and accomplishments also is an important factor. A panel of professional judges score and select winners. Teddy’s Transportation System, Inc. was chosen as the 2012 Operator of the Year Award in the 31-50 vehicles category, and was previously named as one of three Finalists for the award in 2011.

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Inc. 5000 Fastest Growing Companies For 7 Years in a Row!

Inc 5000 Growing Company AwardTeddy’s Transportation System, Inc., a global ground transportation company based in Norwalk, CT, was named to the Inc. magazine inaugural list of the 5000 fastest-growing private companies in the country and was a repeat selection for each of the next six years. Teddy’s was the only chauffeured ground transportation company in Connecticut and the Tri-state region to make the 2013 list. According to Inc. magazine, the annual list is the most comprehensive look at the most important segment of the economy: America’s independent-minded entrepreneurs.

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Limo Digest Operator of the Year Finalist

Limo Digest Teddy’s Transportation System, Inc. was chosen as one of three Finalists in the large fleet category for the Limo Digest magazine Operator of the Year.

 

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Connecticut Family Business of the Year Finalist

UConn Family Business The University of Connecticut Family Business Program named Teddy’s Transportation System, Inc. a Family Business of the Year Finalist . Teddy’s was one of four Fairfield County family businesses to receive the annual award.

 

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Whether we’re transporting executives from the financial industry in Greenwich, Westport, and White Plains, the grocery, household goods and beverage industries in Norwalk, Stamford, and Wilton, bio-science, insurance, aerospace or submarines in New Haven, Hartford and New London; Teddy’s ensures that each road warrior is as productive as possible on “travel day.”

Teddy’s Transportation System is the airport car service provider of choice for companies and individuals in New York City’s northern suburbs because you receive:

Professionally trained & licensed

Professionally trained & licensed

99.7% on time and on schedule

99.7% on time and on schedule

Live agents, 24/7, no waiting

Live agents, 24/7, no waiting

Luxurious fleet of Lincoln sedans

Luxurious fleet of Lincoln sedans

Convenient, easy to use technology

Convenient, easy to use technology

See What Our Customers Are Saying

“Teddy's Limo takes the stress out of ground travel. It starts when you first make a call to them to request a car service. The staff is super nice, knowledgeable, and you can really tell that they take pride in their company as well as their clients. The cars are spotless, the drivers are friendly, safe and always on time.”

Lisa F., Executive Assistant at global supply chain company

Google Reviews, February 2022

Contact Teddy’s Transportation Today

Thank you for considering Teddy’s Transportation System for your private car service and airport transportation needs. We look forward to being of service and having you travel with us. Get a customized quote today or book now.