Events & Festivals

Park McCullough House concerts in North Bennington.

In Bennington, Summer Means Music

When did Bennington get so musical? The truth is, the Town has always had a robust musical culture, from local bands and troubadours to a community symphony orchestra.

The Village Garage Bar in Bennington, Vermont.

In Bennington, April is the Coolest Month

Art, beer, and spirits are in flower in Bennington.

Family-Friendly Halloween in Bennington

Looking for some safe and spooky fun this Halloween? These socially-spaced adventures in Bennington are sure to be a ghoulishly good time!

September is Lively in Bennington

Even in a Certain Cemetery We’ve told you once (see last month’s post) and we’re telling you twice, Garlic Town USA is coming to town on Saturday, September 4, at

Eventful Days Ahead!

There’s a lot going on in Bennington this summer! Here are some of the town’s coolest events for August through Labor Day weekend.

In late March, more than 100 Vermont maple producers take part in a weekend festival that celebrates maple syrup. The weekend event including nearly a dozen Bennington County sugar makers. Come for family fun, tasty maple treats. sugar house tours and sugar-on-snow.

A man jumps into freezing Lake Paran during the Penguin Plunge at Winterfest

Celebrate Winter in North Bennington at Winterfest

Looking for a family-friendly way to celebrate all things winter in Vermont? The annual North Bennington Winterfest will be held on Saturday, January 25 with breakfast at 9 am, followed by a full day of indoor and outdoor events.

A family celebrates Christmas with Santa and Mrs. Claus

Fabulous Holiday Events in Bennington, Vermont

With December right around the corner, we wanted to share some fun and family-friendly holiday events happening right here in Bennington. If you’ve yet to find yourself in the holiday spirit, now is the time to get out and enjoy all that Bennington has to offer, from holiday tours and a tree lighting to brunch with our favorite jolly old elf.

Celebrating Bennington’s Arts Tradition

The names are a veritable Hall of Fame of American artists from Robert Frost to Martha Graham to John Gardner, Shirley Jackson, Kenneth Noland, Bernard Malamud, Pat Adams, Jules Olitski, to Norman Lear. And, they have made Bennington, Vermont synonymous with arts, culture, and history.