Tackle the Trail

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Tackle the Trail The race winds through the Air Line Trail State Park, starting in Windham, CT, and finishing in Putnam, CT. Proceeds support higher education in NE CT.

The race features a marathon, half-marathon, 10K, and relay team marathon. Tackle the Trail is a trail run put on by the Quinebaug Valley Community College Foundation to help local students receive a higher education. The run takes place on Connecticut's Airline trail starting in Windham CT and ending in Pomfret, CT. The race is open to individuals and teams. For more information- tacklethetrail.org

09/24/2026

This is your reminder to sign up for Tackle the Trail! Choose from Marathon, Marathon Relay, 1/2 Marathon, and 10K and sign up before registration closes on October 4th! Visit tacklethetrail.org

Connecticut Office of Tourism Visit Eastern CT VisitPomfretct Discover Putnam, Connecticut Northeastern CT Chamber The Last Green Valley CT DEEP Wyndham Land Trust Run 169 Towns Society Central Mass Striders Shenipsit Striders Women on the Run Barrington Trail Runner

09/17/2026

We are officially one month away from Tackle the Trail! There's still time to choose your distance and sign up for this unique trail race. Challenge yourself and have fun while enjoying peak fall colors in scenic Northeast CT.
Head to tacklethetrail.org to secure your spot!

Register for Northeast CT’s Unique Race in an Amazing PlaceSince 2014, Tackle the Trail™ has become a destination event ...
09/10/2026

Register for Northeast CT’s Unique Race in an Amazing Place

Since 2014, Tackle the Trail™ has become a destination event as Northeast CT’s unique race in an amazing place. Always the third Saturday in October, the race offers various distances: marathon, marathon relay (up to 5 runners per team), ½ marathon, 10K, and TackleJR. The scenic course traverses 26.2 miles of the northern portion of the Air Line State Park Trail from Windham through downtown Putnam, CT during the peak fall foliage season. With registration closing at midnight on October 4th, there is still time to sign up and secure your spot.
Race Director Monique Wolanin, a lifelong runner and former cross-country coach shared, “Each year, we are proud to welcome runners from near and far to Tackle the Trail and to our community. Tackle embodies the spirit of northeast CT, including our many local partners, sponsors, and 130 volunteers. The best part is that race proceeds support Windham County residents pursuing their higher education goals.”
Tackle the Trail™ has quickly grown to become a nationally recognized race, with runners from 35 states and five countries over the 13-year history of the event. As race day approaches, there are many ways to take part in Tackle the Trail, as a runner, a sponsor, or volunteer. All race information, including registration and volunteer sign-ups, is available at https://tacklethetrail.org/.

09/01/2026

September is here! As we move from summer to fall, now is the time to sign up for Tackle the Trail! On 10.17.26 runners from near and far will take on our unique race - with marathon, marathon relay, 1/2 Marathon, and 10K distances along the scenic northeast CT Air Line State Park Trail. Head to tacklethetrail.org for all race info!

08/20/2026

Tackle the Trail has the BEST volunteers, and you could be one of them! Join the fun on 10.17.26 - learn more and sign up to volunteer at www.tacklethetrail.com

Only 2 Months until we Tackle the Trail!As we continue the countdown to race day on 10.17.2026, we are highlighting muti...
08/17/2026

Only 2 Months until we Tackle the Trail!
As we continue the countdown to race day on 10.17.2026, we are highlighting muti-year runner and sponsor, Sara DiIorio. As a running partner and "sole sister" to our Race Director, Monique Wolanin, Sara believes in what our unique race in an amazing place represents: "I love Tackle because it speaks to my passions - exercise, education, challenge, and giving back!”
Join Sara and runners from near and far at Tackle the Trail! Learn more and register at www.tacklethetrail.org!
Visit Eastern CT Visit Connecticut Discover Putnam, Connecticut The Last Green Valley The Last Mile Racing LLC. Northeastern Connecticut Chamber of Commerce The Northeast Connecticut Education Foundation

Address

Airline North State Park Trail
Pomfret, CT
06259

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