2026 “Best of Norwalk”
Award for Livery Service
Teddy’s is proud to be voted Best Livery Service in Moffly Media’s 2026 Best of Norwalk awards. This recognition reflects our continued commitment to reliable, professional car service for our Norwalk clients — from airport transfers to corporate travel. Thank you to our loyal riders for making this possible.
2025 “Best of Norwalk”
Award for Livery Service
This honor means the world to us—not only because it comes from such a respected publication, but because it comes from you, our loyal customers and community. Nearly 100,000 votes were cast across Fairfield County for Moffly Media’s 2025 Best of the Gold Coast awards, and thanks to your support, Teddy’s has been recognized again as one of the very best in Fairfield County.
2023 ‘Best Car Service’
by Westport, Weston & Wilton Magazin
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!
LCT Magazine
2020 Operator of the Year (31-44 vehicles) – Winner!
Luxury 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.
LCT Magazine
2012 Operator of the Year (31-50 vehicles) – Winner!
LCT 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.
Inc. 5000
Fastest Growing Companies For 7 Years in a Row!
Teddy’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.
Limo Digest Operator of the Year Finalist
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.
Connecticut Family Business of the Year Finalist
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.
Why Choose Teddy’s
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:
“We used Teddy’s Limo service to and from JFK and the service was excellent. They met us at exactly the correct time and they communicated with us in a timely way. Both drivers were professional and courteous. The can engage in conversation as much and as little as you wish. The cars are excellent and well kept; very comfortable rides. I highly recommend this service.”
“Gene my contact was so helpful with scheduling my rides. I’m confident the driver and car will be exceptional, too.”
“Teddy’s Limo service is first rate from the minute they answer your call to the minute the driver drops you off. The staff is incredible. The dispatcher keeps you well informed, the drivers ( I have used them numerous times) are polite, friendly, and professional. I cannot recommend them enough. One of the best company interactions I can remember. Perhaps other companies should look at their business model. I 100% recommend that you try Teddy’s once and you will see why I’m writing this. Five star all the way.”
“Teddy’s chauffeurs are professional and always exceed my expectations.”
“Always prompt, courteous and safe. I have used Teddy’s many times and have always been happy. Highly recommend!”
“Had a great experience last night with our driver, Robert. Not only did he stay in touch throughout the pick up process, he had a great sense of humor. We were exhausted after a long day of travel, and his light hearted conversation was welcome and appreciated. Thank you, Robert!”
“In regard to a celebrity golf charity last week: “Stacey and I just want to say thank you for an incredible job! You and your team were first class and buttoned up! Thank you for handling everything so gracefully. We were more than impressed. We do this a lot and transportation services can be such a nightmare. Kevin was attentive, organized and accommodated our every car service need. Even when we changed on the fly!””
“I’ve used Teddy’s for many years. You do a fantastic job. Everyone who answers the phone is ALWAYS courteous and calm. I appreciate the flexibility in rescheduling when my flights are canceled or delayed. The email confirmations of the service come quickly and the one day prior reconfirmations are appreciated. Percy was a good driver and very professional.”
“Both drivers I had recently were excellent (Jack yesterday and Rodolfo on the 10th) and were also interesting to talk to. They made for smooth and friendly rides to and from JFK.”
“I want to thank you so very much for your wonderful service this past Saturday. The SUV was beautiful, Enoch, the driver was so polite and very pleasant and the drive down to Chelsea Piers was very pleasant, my son said.
“It was an excellent experience each way.”
Start Earning Rewards
Thank you for considering Teddy’s Transportation System for your Connecticut and New York 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.
