Winter Wonderland 5 Miler
Milford, CT
Sun, Jan 31, 2027
In 187 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 →
About this race
☃️ Race Announcement
We are excited to announce the 46th annual Winter Wonderland 5 Miler Sunday, January 31, 2027 at 9:30 am!!!!
📅 Upcoming Details
Details to come in Fall 2026!
💰 Community Impact
- Scholarships: The proceeds and donations of this event fund scholarships given to Milford High School Seniors.
- Charitable Donations: Contributions are made to local charities.
- Kid's Track Summer Series: This event allows us to host the Kid's Track Summer Series!
- Free Weekly Track Meet: The Kid's Track Summer Series is a free weekly track meet for kids hosted by the Milford Road Runners.
🏆 Organization
The Milford Road Runners is a 501(c)(3) organization.
🔗 More Information
You can find more details about the race at Winter Wonderland 5 Miler.
Course map
Train with a club
Run clubs near Milford to train with before race day.
Suggested Races
Organize this race?
Claim it free to manage your listing — and get it featured for free, while spots last.