Bennington Trailfest

Bennington Trailfest – Saturday, July 30, 2022 – Noon to 3 pm

Recreation Center • 655 Gage Street, Bennington, VT

Bennington Trailfest is a free event for hikers and the community! Activities on the 30th will be geared to both trail hikers and the Greater Bennington Community. All attendees will be able to enjoy free food, live entertainment, trail skill demonstrations and participate in hiking workshops all geared towards increasing awareness of the A.T. and Long Trail and celebrating Bennington becoming an officially designated Appalachian Trail Community™.

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.

Hikers will be provided transportation to and from the Route 9 Trailhead to the Trailfest event along with a place to camp, lunch Saturday, and breakfast on Sunday. Transportation will be available on July 30 from 11:30 am to 3:00 pm between the event and the trailhead. 

DOWNLOAD the Hiker Overnight Info Sheet

Hikers can stop by the registration table for more information on staying overnight. Volunteers will also be on hand to drive hikers to grocery stores for re-supply if desired.

The Bennington Appalachian Trail (A.T.) Community, a volunteer-run community group committed to raising awareness of the A.T. in Southwestern Vermont. The event will increase support and stewardship of this outdoor recreational resource while also supporting hikers and building awareness in the hiking community of the benefits of stopping in Bennington or using our town as a base while hiking the trail.

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.


Trivia Contest

Download and printout this trivia contest to be entered to win a basket of hiking related gifts from the GMC and a pair of socks from Darn Tough socks. Bring your entry to Trailfest on July 30th from noon to 3 pm to be entered to win.

Facebook Event Page Link:  


Bennington Community Center, 655 Gage Street, Bennington, VT 05201

Hiking Information and Resources

Please visit the Bennington Chapter of the Green Mountain Club.

THANK YOU to our SPONSORS for 2022!

  • Williams Financial
  • Town of Bennington
  • Bringing You Vermont
  • Bennington Pizza
  • Woodford General Store
  • The Angry Egg 2
  • GVH Studio
  • Ken Milman
  • Bridget Elder
  • Love, Cody & Company, CPAs, P.C.
  • Hawkins House

Support the Event

• Become an A.T. Community Business Supporter

• Offer a special discount for that day/weekend

• Consider being an event sponsor

• Help promote the event through your social media

• Help promote the event with in store signage/flyers

For more information, contact Michael Wajda