3 events in Ridgefield, Connecticut

From big races to Saturday morning group runs—find 5k events and connect with the local endurance sports community.

•  Run Like a Mother 5K and Kid's 1-Mile 2026 [runlikeamother.com] [Register at runsignup.com]
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  Sun, May 10, 2026 at 8:00 AM

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  Run Like a Mother 2026 🌸

  Women’s 5K & Kids 1-Mile

  📍 Ridgefield, Connecticut

  🗓 Sunday, May 10, 2026

  Kids 1-Mile – 8:00 AM

  Women’s 5K – 8:30 AM

  Mother’s Day in Ridgefield means one thing — Run Like a...

  Run Like a Mother 2026 🌸

  Women’s 5K & Kids 1-Mile

  📍 Ridgefield, Connecticut

  🗓 Sunday, May 10, 2026

  Kids 1-Mile – 8:00 AM

  Women’s 5K – 8:30 AM

  Mother’s Day in Ridgefield means one thing — Run Like a Mother is back!

  Celebrate the incredible women in your life (or yourself!) with a joyful, high-energy morning filled with movement, community, and fun. Whether you're chasing a PR or jogging with friends, this welcoming 5K is perfect for beginners and seasoned runners alike.

  The scenic course kicks off at The Ridgefield Playhouse and finishes in beautiful Ballard Park, where the celebration continues!

  Expect:

  • A supportive, all-women race atmosphere

  • Families lining the streets cheering you on

  • A festive finish-line celebration

  • Runner refreshments

  • A fun-filled kids’ activity area

  • Smiles, memories, and Mother’s Day magic

  • Bring the whole family — the kids can race in the 1-Mile before lining the course to cheer Mom to the finish!

  Make it your new Mother’s Day tradition.

  Run. Celebrate. Inspire.

  1 Miles 3.1 Miles 5k Run

  80 East Ridge, Ridgefield, Connecticut, 06877, United States
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• Southwest Cafe Margarita 5K [runsignup.com] [Register at runsignup.com]
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  Sat, Jul 25, 2026 at 7:00 PM

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  THE summer race with the best way to cool down, a margarita of course!

  Barbara Nevins and Southwest Cafe present the 20th annual Southwest Cafe Margarita 5k to benefit Ability Beyond. The yummy...

  THE summer race with the best way to cool down, a margarita of course!

  Barbara Nevins and Southwest Cafe present the 20th annual Southwest Cafe Margarita 5k to benefit Ability Beyond. The yummy margarita you know and love will be waiting for you at the post-race fiesta! Race begins at 7pm!

  The Southwest Cafe Margarita 5K continues to support Ability Beyond, an organization dedicated to empowering every person, no matter their ability, to live, work and thrive as members of their community. The non-profit currently runs two residential programs in Ridgefield: Sunrise Cottage and Ritch Drive. Click on the "donation" button to find out more about Ability Beyond.

  3.1 Miles 5k Run

  109 Danbury Road, Ridgefield, Connecticut, 06877, United States
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• The Ridgefield Road Fest 50th ANNIVERSARY: 1/2 Marathon, 7-Miler, & Iris Fund 5K [runsignup.com]
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  Sun, Oct 18, 2026 at 7:15 AM

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  October 18, 2026

  Ridgefield Half-Marathon 7:15 AM

  Ridgefield 7-Miler 7:15 AM

  Iris Fund 5K 7:30 AM

  These races feature classic fall New England scenery. The races are beginner-friendly, and you will...

  October 18, 2026

  Ridgefield Half-Marathon 7:15 AM

  Ridgefield 7-Miler 7:15 AM

  Iris Fund 5K 7:30 AM

  These races feature classic fall New England scenery. The races are beginner-friendly, and you will run through some of the prettiest roads in Fairfield County! The race starts on East Ridge Road, just above The Boys and Girls Club of Ridgefield, with a few gradual climbs to keep you honest. It then settles into a nice rolling course that winds through southern Ridgefield for two loops that showcase some of the flattest miles in the town. With a fast downhill into downtown Ridgefield and back to the Boys and Girls Club, where you're sure to finish strong and smiling!

  This race’s primary benefactor is the Boys & Girls Club of Ridgefield. The Boys & Girls Club of Ridgefield is a national award-winning youth activity center designed to offer programs for school-aged children after school and during vacations in five core areas: The Arts, Character & Leadership, Education, Health & Life Skills, and Sports, Fitness & Recreation.

  The 5K proudly supports The Iris Fund, founded in loving memory of Iris Crystal Aleman. Dedicated to ending the heartbreak of prematurity, the Fund fuels research into the triggers of labor and supports families facing high-risk pregnancies and loss.

  Everyone who donates $10 or more to the Boys & Girls Club through the registration platform (RunSignUp) will be entered into a raffle for some great prizes! Donating $25 will get you two entries. We will be raffling off items to be announced at a later time.

  3.1 Miles 5k 7 Miles 13.1 Miles Half Marathon Run

  Ridgefield, Connecticut, 06877, United States
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Local Clubs & Organizations