Wilton Back the Track Trot 5K Run & Two Lap Fun Run

Wilton High School Track Veterans Memorial Stadium, Wilton, CT

A great preseason sport warm up for athletes and family fun event for all ages! Show your Wilton Spirit and trot the track! This 5K and Kids' Fun Run support rebuilding the Wilton High School track. Saturday, Aug. 24, 9 a.m. at the Wilton Track. All participants get a t-shirt. $30 to participate in the 5K […]

$10 – $35

Woodcock Nature Center “Where the Wild Things Run” 5K Welcomes Runners of All Ages

Woodcock Nature Center 56 Deer Run Rd, Wilton, CT

Woodcock Nature Center welcomes runners, hikers and walkers of all ages at its annual Where the Wild Things Run 5K and Kids Fun Run on Sunday, Oct. 6. For several decades, this event has highlighted Woodcock’s nearly five miles of publicly accessible trails and raised money for the center’s educational programs. The popular 5K, which kicks-off […]

$20 – $30

Where the Wild Things Run 5K and Kids Fun Run!

Woodcock Nature Center 56 Deer Run Rd, Wilton, CT

Woodcock Nature Center welcomes runners, hikers and walkers of all ages at its annual Where the Wild Things Run 5K and Kids Fun Run on Sunday, Oct. 6. For several decades, this event has highlighted Woodcock’s nearly five miles of publicly accessible trails and raised money for the center’s educational programs. The popular 5K kicks-off […]

$20 – $35

Wilton Family YMCA Annual Swamp Romp

Wilton YMCA 404 Danbury Rd., Wilton, CT

Loyal Wilton Family YMCA members, staff, and Board members are getting ready to take their polar plunge in the icy cold pond at the Riverbrook Regional YMCA’s Annual Swamp Romp on Saturday, March 7. The Romp is held to raise funds to support the Y’s Youth Development Programs that serve over 3,645 youth annually. Through the various […]

Free

Mother’s Day-Father’s Day Run/Walk Challenge, Supporting First Candle

VIRTUAL 137 Old Ridgefield Road, Wilton, CT

Want an easy way to complete a marathon? Sign up for the First Candle Run/Walk Challenge happening over the six weeks between Mother's Day and Father's Day. Sign up at any time during the six weeks but if you complete the entire challenge you will have done a marathon. All proceeds go to support the […]

Get Smart for Wilton 5K (to Benefit Wilton Education Foundation)

Wilton High School Track Veterans Memorial Stadium, Wilton, CT

Come run for a great cause! The Get Smart for Wilton 5K presented by community partners in support of the Wilton Education Foundation is scheduled for Sunday, May 24 at 9 a.m.. This family-friendly charity event is a chip-timed race on a USATF certified course and attracts runners of all levels, from elite racers to […]

$25 – $30

DIY DK100 Mitch Ancona Ride to Benefit NRVT

NRVT Twin Oaks Lane, Wilton, CT

The Norwalk River Valley Trail (NRVT) introduces the DIY DK100 Mitch Ancona Ride on Saturday, Sept. 12, when Mitch Ancona, owner of Ancona’s Wines and Liquors, will ride an epic 100 miles on the NRVT to showcase the trail and raise funds to build more miles. Mitch will be riding the East Loop of the Wilton […]

Recurring

Where the Wild Things Run 5K & Kids Fun Run

Woodcock Nature Center 56 Deer Run Rd, Wilton, CT

Run Wild for Woodcock! 90% trails, 100% outdoor fun. Woodcock Nature Center welcomes runners, hikers, and walkers of all ages at its annual Where the Wild Things Run 5K and Kids Fun Run. This year a hybrid-virtual race will be offered between Oct. 23-25 (hours of 8 a.m.-6 p.m. only) on the Woodcock Trails. Sign-up […]

$20 – $35.00

Circle of Care’s 7th Annual 5K

VIRTUAL 137 Old Ridgefield Road, Wilton, CT

Calling all runners/walkers/bikers/Wilton locals! Circle of Care for families of children with cancer is hosting its 7th annual, 2nd virtual, CARE to Run 5K. This event takes place virtually over the weekend of Saturday, May 1, and Sunday, May 2, and you can participate in this 5K your way--- run, walk, bike, row (indoor or […]

5k Race Ahead for Safe Driving: All Proceeds for School Resource Officer Elise Ackerman

Merwin Meadows 52 Lovers Ln, Wilton, CT

Please join the Wilton Video Club and the WHS DECA chapter on Saturday, April 2 for a 5K to benefit School Resource Officer Elise Ackerman of the Wilton Police Department, who was diagnosed with cancer last year. Proceeds from the race will support SRO Ackerman and her family during this difficult time. Sponsors include the Ridgefield […]

$34.99

Circle of Care 5K

Merwin Meadows 52 Lovers Ln, Wilton, CT

Run or walk (or 5K-your-way) the Circle of Care's "CARE to Run 5K" benefitting families of children with cancer. The in-person run that local supporters know and love is back this year — with the option for supporters new and old, and near and far, to continue participating virtually. This one's a hybrid event so […]

$35

Wilton Education Foundation’s ‘Get Smart for Wilton 5K’

Wilton High School Track Veterans Memorial Stadium, Wilton, CT

The Wilton Education Foundation holds its 12th Annual Get Smart for Wilton 5K on Sunday, May 29, at 8:30 a.m. This family-friendly, charity event is a chip-timed race on a USATF certified course and attracts over 300 runners each year of all levels, from elite racers to beginners, local runners, teachers, seniors, moms, dads and kids, all raising visibility and funds to […]