Cupid Made Me Do It 2 Mile Urban Challenge

Race Overview

• Date: 2026-02-07
• Location: First Baptist Church, Willimantic, CT
• Distance: 2 miles
• Course: Starts and ends on Riverside Dr, runs through downtown, crossing three bridges.

Registration Details

• T-Shirts: Guaranteed if registered by midnight, Feb 1st, 2026 (must be present at event to receive).
• Pricing: $30 through February 6th, $10 for ages 6 to 12, Free for ages 5 and under, $35 Race Day, $20 for age 12 and under.

Team Information

• Teams: Create a team or join an existing team.
• Awards: Compete for Team Awards including Largest Team, Most Enthusiastic Team, Most Spirited Team, Most Cupid-like Team, and Most Holiday Inspired Team (Costumes encouraged).

Awards

• Individual Awards: Overall Male, Female, and Non-Binary winners, plus top three finishers in age groups: 5 and under, 6-12, 13-19, 20-29, 30-39, 40-49, 50-59, 60-69, 70-79, 80+.
• Prize: Winners will receive a gourmet cupcake donated by A CUPCAKE FOR LATER.

Event Day Information

• Registration: Starts at 8:30 AM at First Baptist Church.
• Race Start: 10:00 AM.
• Proceeds: A portion of the proceeds go to the Windham Area Interfaith Ministry.
• Festival: This race is part of the Romantic Willimantic Chocolate Festival.

Race Management

• Produced By: FIRST MILE RACE MANAGEMENT.
• Timing: Professionally chip timed by TK Timing.

More Information

• Race URL: Cupid Made Me Do It Race