Cupid Made Me Do It 2 Mile Urban Challenge
- Date Sat 7th February 2026
- Time 10:00AM EST
- Location Willimantic, Connecticut
- Price Free - $32.80
- Races 2 races
Event summary
Get ready to lace up your running shoes for the Cupid Made Me Do It 2 Mile Urban Challenge on Saturday, February 7, 2026, in vibrant Willimantic, Southeastern Connecticut! This exciting 2-mile road race kicks off at 10:00 AM and takes participants through the heart of downtown, crossing three charming bridges along the scenic route. With early registration priced at just $30 until February 6th, and special rates for kids, this event is perfect for runners of all ages.
Participants can also form teams to compete for various awards, including the Largest Team and Most Spirited Team, so bring your festive spirit and dress in your best Cupid-inspired attire! Each individual category winner will be rewarded with a delicious gourmet cupcake, adding a sweet touch to your race day experience. Don't miss the chance to join this lively community event, which supports the Windham Area Interfaith Ministry and is part of the Romantic Willimantic Chocolate Festival. Mark your calendars and join us for a day of fun, fitness, and community spirit!
Participants can also form teams to compete for various awards, including the Largest Team and Most Spirited Team, so bring your festive spirit and dress in your best Cupid-inspired attire! Each individual category winner will be rewarded with a delicious gourmet cupcake, adding a sweet touch to your race day experience. Don't miss the chance to join this lively community event, which supports the Windham Area Interfaith Ministry and is part of the Romantic Willimantic Chocolate Festival. Mark your calendars and join us for a day of fun, fitness, and community spirit!
Organiser's Description
This 2 mile road race starts and ends on Riverside Dr in Willimantic and runs through downtown, crossing three bridges.
T-SHIRTS guaranteed if registered by MIDNIGHT, FEB 1ST, 2026 (MUST BE PRESENT AT EVENT TO RECEIVE)
Registration $30 through February 6th, 2026 $10 Age 6 to 12 Age 5 and under FREE $35 Race Day/ $20 Age 12 and Under
TEAMS: Create a team or join and existing team. Compete for Team Awards: LARGEST TEAM, MOST ENTHUSIASTIC TEAM, MOST SPIRITED TEAM, MOST CUPID-LIKE TEAM, MOST HOLIDAY INSPIRED TEAM (Costumes encouraged)
INDIVIDUAL AWARDS: will be given to the overall Male, Female, and Non-Binary finishers plus top three in the following age groups: 5 and under, 6-12, 13-19, 20-29, 30-39, 40-49, 50-59, 60-69, 70-79, 80+.
The overall Male, Female, and Non-Binary winners as well as each age group winner will receive a gourmet cupcake donated by A CUPCAKE FOR LATER.
Race day registration starts at 8:30 at the First Baptist Church and the race starts at 10:00. A portion of the proceeds go to the WINDHAM AREA INTERFAITH MINISTRY.
This race is part of the schedule of events for the ROMANTIC WILLIMANTIC CHOCOLATE FESTIVAl.
This is event is being produced by FIRST MILE RACE MANAGEMENT.
Professionally chip timed by TK TIMING.
T-SHIRTS guaranteed if registered by MIDNIGHT, FEB 1ST, 2026 (MUST BE PRESENT AT EVENT TO RECEIVE)
Registration $30 through February 6th, 2026 $10 Age 6 to 12 Age 5 and under FREE $35 Race Day/ $20 Age 12 and Under
TEAMS: Create a team or join and existing team. Compete for Team Awards: LARGEST TEAM, MOST ENTHUSIASTIC TEAM, MOST SPIRITED TEAM, MOST CUPID-LIKE TEAM, MOST HOLIDAY INSPIRED TEAM (Costumes encouraged)
INDIVIDUAL AWARDS: will be given to the overall Male, Female, and Non-Binary finishers plus top three in the following age groups: 5 and under, 6-12, 13-19, 20-29, 30-39, 40-49, 50-59, 60-69, 70-79, 80+.
The overall Male, Female, and Non-Binary winners as well as each age group winner will receive a gourmet cupcake donated by A CUPCAKE FOR LATER.
Race day registration starts at 8:30 at the First Baptist Church and the race starts at 10:00. A portion of the proceeds go to the WINDHAM AREA INTERFAITH MINISTRY.
This race is part of the schedule of events for the ROMANTIC WILLIMANTIC CHOCOLATE FESTIVAl.
This is event is being produced by FIRST MILE RACE MANAGEMENT.
Professionally chip timed by TK TIMING.
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First Baptist Church, 667 Main St, Willimantic, 06226, CT, United States
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Cupid Made Me Do It 2 Mile Urban Challenge
