Bennington Trailfest – Saturday, July 30, Noon to 3 pm


The Bennington Appalachian Trail Community invites the greater Bennington Community and trail-lovers alike to attend Bennington Trailfest on Saturday, July 30 from 12 pm to 3 pm at the Bennington Community Center (Rec Center) located at 655 Gage Street.

Entertainment includes live music by Greg Van Houten and Cindy Baxter who will be performing from 1 pm to 2 pm. Bring a chair! A trivia contest on hiking and local history will follow with prizes. A hiker “trail talk” will happen at 2:25 pm as well.

Bennington Trailfest is an afternoon celebrating the Appalachian Trail (A.T.) and Long Trail (L.T.), which are co-aligned in southern Vermont, crossing Route 9 in Woodford a mere 5 miles from the center of Bennington.

Trailfest activities on the 30th will be geared to both trail hikers and the greater Bennington community and will include free food, non-alcoholic beverages, live entertainment, trail skill demonstrations and hiking workshops offered by local recreation groups, as well as our partners at the Appalachian Trail Conservancy, Green Mountain Club and Green Mountain National Forest. Hikers along the A.T. and L.T. will be provided transportation to and from the Route 9 Trailhead along with room and board.

A trivia contest is available online at that you can fill out and bring to the event to be entered to win a basket of GMC hiking related gifts plus a pair of Darn Tough socks. One entry per person please!

We look forward to celebrating with all hiking enthusiasts, those interested in learning more about hiking, and all community members just wanting to have a good time. We encourage those that live close to the Community Center to walk or ride a bicycle to the event, or carpool. Event information can be found at

In June of 2021, Bennington was designated an A.T. Community. Our volunteer-run community group is committed to raising awareness of the A.T. in Southwestern Vermont. The Appalachian Trail Community™ program, administered by the Appalachian Trail Conservancy, recognizes towns and cities that help promote and protect the A.T. The program helps grow outdoor recreation economies and stewardship opportunities to protect the Trail and adjacent lands. To learn more, visit