5 running, walking, and cycling events in Wallingford, Connecticut
From big races to Saturday morning group runs—find running, walking, and cycling events and connect with the local endurance sports community.
Wallingford
5 events in Wallingford-
Sun, Apr 26, 2026 at 9:00 AM
Join us for the 4th Annual WFC Walk for Hope to End Homelessness!
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Sat, Jun 13, 2026 at 8:00 AMSee full details
The Gaylord Gauntlet 5K Trail and Obstacle Run is an annual event held on the 400-acre campus of Gaylord Specialty Healthcare in Wallingford, CT—a 137-bed long-term acute care hospital serving individuals recovering from life-changing injuries or illnesses. As a cornerstone fundraiser for the hospital, the event supports the Gaylord Sports Association, which is dedicated to enhancing the lives of people with physical disabilities through adaptive sports and recreation.
The Gauntlet course features a mix of wooded trails and open fields, with 24 natural and manmade obstacles designed to challenge participants of all levels. The event is entirely planned, built, and run by Gaylord staff and volunteers, and includes a lively Festival Area with local vendors, live music, and food trucks.
Open to runners of all abilities, the Gaylord Gauntlet is a true community celebration that brings together participants, families, and supporters for a day of fun, fitness, and purpose.
Race Results can be found here: https://my.racewire.com/results/37904
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Sun, Jun 14, 2026 at 9:00 AMSee full details
We have organized this race to honor friends who have struggled with mental health, substance use and suicide. The majority of proceeds from the race will go to Coalition for a Better Wallingford, a grassroots organization focused on early prevention and awareness. This is a rolling 5K through a beautiful New England town. The race starts and ends at a local park and winds through residential neighborhoods, past train tracks and by open fields. In addition to the 5K, we are offering a free, although donations are appreciated, family hike at Marcus Cooke Park. There are well marked trails for those choosing to go out on their own and a guided hike will also be offered for those interested.
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Sun, Oct 04, 2026 at 9:00 AMSee full details
Almost 50 years ago, Johanna Manfreda Fishbein started a tradition in Wallingford that would grow and change significantly over the years, bringing organizations throughout the town together to collaborate in an effort to support residents in need.
The Wallingford Family YMCA is proud to continue this tradition as host of the annual Fishbein/YMCA Community Road Race on Sunday, October 4 in collaboration with Celebrate Wallingford.
Hope to see you there!
Note: Registration for this event is only available online and will remain open until 8:30AM on race day. Once you have registered, your race bib may be collected at advance packet pickup or on race morning. On Race Day, please allow plenty of time to park, check in and be ready to run at 9:00AM
Entry Fees
- 5K Race - 19+ Yrs - $30 before Jan 1, $35 from Jan 1-Oct 1, thereafter $40
- Race shirt included for first 200 participants - sizes by availability
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5K Race - Under 19 - $5 (No shirt provided)
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1 Mile Youth Race - Under 14 (Parents, Guardians & Teachers are welcome too!) - $5
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Healthy Living 1K Walk - $10 (FREE for LiveSTRONG at the Y participants)
- Walk shirt included for first 100 walkers - sizes by availability
- Note:
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Reduced 5K entry fee for under 19 will be shown at the checkout.
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Shirts will be available to purchase the day of the race for $10, if available.
Event Schedule
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Early Bib Pickup - Friday, October 2
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Race Day Check In Opens at 7:00AM
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Youth Race & Healthy Living Walk Start - 9:00AM
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5K Run Start - 9:10AM
Awards
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Awards will be given to top three overall M/F 5K Race winners
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Top finisher in each 5K Race age category
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1-9 yrs
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10-14 yrs
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15-19 yrs
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20-29 yrs
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30-39 yrs
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40-49 yrs
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50-59 yrs
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60-69 yrs
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70-79 yrs
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80+ yrs
- Please note that while Non-Binary is an entry option, no awards will be offered in this category
Local Clubs & Organizations
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Club[email protected] (203) 284-2772
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Club
USA Swimming Club. 53 members.
[email protected] 2032694497120