Bennington Trailfest

Bennington Trailfest Annual Event

Bennington Trailfest is a free event for hikers and the community! Our inaugural event was held in 2022 and attracted about 200 people including 40-50 thru hikers. The event will be held each year towards the end of July. 

The 2023 Bennington Trailfest will be on July 29, 2023

DOWNLOAD the Hiker Information Sheet for Bennington
For additional information on Hiker and Biker resources available in Bennington, check out the Bennington GMC hiker resource page.

Support Bennington Trailfest

• 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
Bennington Trailfest
2022 Trailfest Information
Bennington Trailfest - Saturday, July 30, 2022 - Noon to 3 pm

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™.

Recreation Center • 655 Gage Street, Bennington, VT

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 Information Sheet for Bennington

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.

DOWNLOAD the Bennington Hiker Info Sheet


Trivia Contest

Enter 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
Bennington Appalachian Trail (A.T.) Community
About the Bennington A.T. Community
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,
How to become an A.T. Community Business Supporter
We would love to have you become an A.T. Business supporter! All you have to do is be willing to support hikers visiting Bennington. That can be offering a discount, a place to charge devices, access to wifi, provide hiker information, or even just letting hikers use your bathroom. 

You can download this fact sheet about being a business supporter

Then, download this business supporter application and send it back to our Bennington A.T. Community Committee. Please email Silvia Cassano at