Winter Wonderland 5 Miler
Milford, CT
Sun, Jan 31, 2027
In 117 days · Sun, Jan 31, 2027
Don't let race day sneak up
One email during race week. That's it.
Sunday, January 31st, 2027
P.O. Box 57, Milford CT
23–38°F · some rain risk
See last 10 years
On this date: rain 1 of the last 10 years
2026
4–22°F
dry
2025
32–40°F
rain
2024
30–38°F
dry
2023
28–41°F
dry
2022
2–27°F
dry
2021
11–26°F
dry
2020
27–41°F
dry
2019
1–16°F
dry
2018
16–31°F
dry
2017
20–32°F
dry
Best months to race in Connecticut →
Race-day forecast says layers
23°F at the start.
Gloves, ear warmers, throwaway layers, hand warmers — delivered before race day.
About this race
We are excited to announce the 46th annual Winter Wonderland 5 Miler Sunday, January 31, 2027 at 9:30 am!!!!
Details to come in Fall 2026!
The proceeds and donations of this event fund scholarships given to Milford High School Seniors, donations to local charities, and allow us to host the Kid's Track Summer Series! This is a free weekly track meet for kids hosted by the Milford Road Runners. The Milford Road Runners is a 501(c)(3) organization.
Course map
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Run clubs near Milford to train with before race day.
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