Cheshire Half Marathon, Relay & 5K

Sunday, April 21, 2024 • Cheshire, CTCourse Map

Cheshire Road Races Half Marathon & 5k in Cheshire, CT

April weather may still be cool in Connecticut, but that’s the perfect time to kick your running season in gear, and the Cheshire Half Marathon provides a fun race to jump-start anyone’s race season.

The half marathon begins and finishes at Cheshire High School, south of downtown Cheshire. From there, the course heads out of the high school and west onto Higgins Road before making a loop through a residential area to the west of the start line, then turning left onto the Farmington Canal Heritage Trail.

The course continues along the trail for four miles before making a sharp right turn onto River Road and continuing north along Brooksvale Avenue, Mt. Sanford Road, and Brooksvale Road. After a brief second stint on the Heritage Trail, half marathoners retrace most of their steps from the first mile of the course before crossing the finish line on the Cheshire High School track.

For runners not ready to take on the full half marathon alone, a 5K course is available, along with a 2-person relay of the half marathon.

Race Weather & Climate

Cheshire is a town in New Haven County, Connecticut, located in the southern part of the state. It’s about 12 miles from New Haven, one of the larger cities in Connecticut. Cheshire offers residents a suburban lifestyle with proximity to urban amenities and a strong sense of community.

In Cheshire, CT, on April 21st, you can anticipate an average high temperature of around 61°F and an average low temperature of approximately 38°F. This time signifies the late spring season with milder temperatures and increasing chances of sunny days. April typically sees an average rainfall of about 4 inches for the month.

Cheshire Half Marathon Past Results

Cheshire Half Marathon Course Map

See the race route map for the Cheshire Half Marathon here.

Starting Time

  • 7:45 AM – kids fun run
  • 8:30 AM – half marathon, relay
  • 8:36 AM – 5K

Race Fees

There is a $55.00 fee for the half marathon.
There is a $28.00 fee for the 5K.
There is a $11.00 fee for the kids 1/2 mile.
There is a $11.00 fee for the kids 1/4 mile.


To reserve your spot in the 2024 running of the Cheshire Half Marathon or 5K race, register online at here.

Cheshire Half Marathon Race Website

See more races in: April, Connecticut