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Ready for a Challenge? Best Road Races in Connecticut Await

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Connecticut ranks as one of the healthiest states in the United States, which isnโ€™t surprising when you think of its massive number of great outdoor activities and road races that welcome the whole family. Here are the great road races across Connecticut, so lace up your sneakers and get ready to hit the road.


Manchester Road Race, Manchester, CT

The Manchester Road Race is an annual event that is a favorite for many Connecticut residents. The course is 4.748 miles long and starts and finishes on Main Street. In addition to the adult race, there is a Little Manchester Road Race for very young children. Keep in mind that pets, strollers, and headphones are not allowed in the race.

Faxon Law New Haven Road Race, New Haven, CT

The Faxon Law New Haven Road Race takes place on Labor Day every year. Winners of certain races are eligible to win cash prizes. Races include a kidโ€™s fun run, 20K, a half marathon, and a 5K. Along the course there are over 10 bands and DJs, and numerous crowds cheering on runners, especially along the New Haven Green. The bands and crowds make this race an exciting one, so do be sure to register early!

Oโ€™Putnam, Oโ€™Niantic, and Oโ€™ Hartford 5Ks, CT

Get out to see the state by joining in on the oโ€™run fun. Oโ€™runs will take you to Putnam for the Courthouse Oโ€™Putnam 5K, Niantic for the Oโ€™Niantic 5K, and Hartford for the Oโ€™Hartford 5K. If you register and run in each of the three races, youโ€™ll earn a Trinity Medal for completion of a total of 15K. Oโ€™runs encourage runners to see different parts of the state and find the hidden gems of Putnam and Niantic. As with several other races, runners and those watching the race are encouraged to bring non-perishable food items to donate so Connecticut can โ€œoutrun hunger.โ€

Niantic Jingle Bell 5K, Niantic, CT

Head to McCook Point Beach and Park for a festive 5K. Proceeds from this race support the Brian T. Dagle Memorial Foundation, Inc., which seeks to help those who are grieving receive the necessary support. The run starts and ends at McCook Point Beach and goes through the scenic (and hilly) Niantic Beach neighborhoods. Be sure to register online before the race begins.

Pequot Road Race, Southport, CT

The Pequot Running Clubโ€™s website describe their group as โ€œfitness-conscious runners of all ages and abilities.โ€ The club was created in 1978, when a group of runners would meet several days a week. This club later created the Thanksgiving Day 5 Mile Road Race. This has become a tradition around the holidays among Connecticut folk, and you wonโ€™t want to miss it! Several thousand runners participate each year, traversing the hills of scenic Southport, Connecticut, all the way down to Long Island Sound.ย 

Norwich Winterfest, Norwich, CT

Each November, Norwich holds its annual Norwich Winterfest 5K, which benefits mental health diagnoses for Reliance Health, Inc. In addition to races, other activities include face painting, massages, and a parade that begins at 1 p.m. This run is open to all fitness levels and walking is allowed. Cash prizes are available for the top finishers in each category.

Key Insights at a Glance

  • Manchester Road Race: A favorite local event featuring a 4.748-mile course that starts and finishes on Main Street, with a separate race for young children. Note: No pets, strollers, or headphones are allowed.
  • Faxon Law New Haven Road Race: Held on Labor Day, this race includes a kids' fun run, 20K, half marathon, and 5K. It features live bands and crowds along the route, especially at New Haven Green.
  • O'Putnam, Oโ€™Niantic, and O' Hartford 5Ks: A series of races that take participants through different Connecticut towns, offering a Trinity Medal for those who complete all three events. Participants are encouraged to donate non-perishable food items.
  • Niantic Jingle Bell 5K: A festive 5K at McCook Point Beach and Park supporting the Brian T. Dagle Memorial Foundation. The course runs through scenic and hilly beach neighborhoods.
  • Pequot Road Race: Hosted by the Pequot Running Club, this Thanksgiving Day 5 Mile Road Race is a holiday tradition. Thousands of runners enjoy the scenic route through Southport to Long Island Sound.
  • Norwich Winterfest 5K: An annual November race benefiting Reliance Health, Inc., with additional activities like face painting and massages. The race is open to all fitness levels, and cash prizes are awarded to top finishers.
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