Past Events from September 24, 2022 – April 18, 2025 › Cities and Towns › Bennington › – Happy Vermont

Vermont Events

Mayfest Arts & Crafts Festival in Bennington

Downtown Bennington 479 Main. Street, Bennington, VT, United States

Mayfest Arts and Crafts Festival, an annual street fair, is one of Bennington's favorite traditions! Enjoy entertainment, food, activities, arts, crafts and more.

Bennington Fourth of July Celebration + Fireworks

Willow Park East Road, Bennington, VT, United States

Head over to Willow Park at 5 p.m. for a clogging performance followed by live music. There will be a variety of food trucks serving fried dough, hot dogs, sausages, kettle corn, soda, cotton candy and more. Fireworks are scheduled to begin around 9:30 p.m.

Bennington Trailfest

Bennington Community Center 655 Gage Street, Bennington, VT, United States

The 3rd annual Bennington Trailfest offers activities for trail hikers and the community. Enjoy free food, non-alcoholic beverages, live entertainment, trail skill demonstrations and participate in hiking workshops. Long-distance hikers will be provided transportation to and from the Route 9 Trailhead, along with an in-town...

Recurring

Concerts in the Courtyard at Bennington Museum

Bennington Museum 75 Main Street, Bennington, VT, United States

Spend a summer Friday evening at Bennington Museum's Concerts in the Courtyard weekly series. The museum will remain open during the concerts, which are from 5 to 7 p.m. There will be free children’s activities, and food and beverages may be purchased from the Avocado...

Stone Skipping Festival in North Bennington

Lake Paran 269 Houghton Street, North Bennington, VT, United States

Don't miss the annual Stone Skipping Festival in North Bennington. Throw with the Pros, New England's only stone skipping event. Watch the world champions or enter the competition yourself. Food trucks and local craft brewers will be on-site. Free admission. Pay a small fee to...

Bennington Cemetery Tour

Bennington Museum 75 Main Street, Bennington, VT, United States

Take a tour of the Bennington Center Cemetery with Bennington Museum curator Jamie Franklin. Have you ever wondered what stories lie in the cemetery behind the Old First Church? This guided tour starts in the museum's Vermont Rocks! exhibition, where you will learn about Vermont’s...

Harvest Festival in Bennington

Downtown Bennington 479 Main. Street, Bennington, VT, United States

Get ready to embrace the charm of autumn at Better Bennington Corporation's 3rd annual Harvest Fest. Enjoy live music, fall activities, food, artists, crafters, contests and prizes in the heart of downtown Bennington. The event takes place from the intersection of South and Main Streets...

Fall Festival at Whitman’s in North Bennington

Whitman's Feed Store 1873 VT Route 67 East, North Bennington, VT, United States

The third annual Fall Fest at Whitman's Feed Store in North Bennington is a free, family and pet-friendly event. Enjoy music, giveaways, a 50/50 raffle, face painting, pumpkin painting, outdoor games, food vendors and more.

Vermont’s Only Witch Trial – New England Legends in Bennington

Bennington Museum 75 Main Street, Bennington, VT, United States

Learn about Vermont's only witch trial. In the 1780s, the widow Margaret Krieger became the only person to be tried for witchcraft in Vermont. Her trial took place in the Southern Vermont town of Pownal and is documented in this soon-to-be-released episode of New England...

Recurring

Snowball Bazaar in Bennington

Second Congregational Church 115 Hillside Street, Bennington, VT, United States

Shop at the 76th Annual Snowball Bazaar in Bennington. Enjoy a Serendipity Tag sale, featuring fresh greens, desserts. pet items, crafts and gently used household goods, jewelry, books, Christmas items and more. A cafe will serve up delicious soups, breads and and dessert. A raffle...

Santa in the Stable in North Bennington

Park-McCullough Historic Governor's Mansion 1 Park Street, North Bennington, VT, United States

A holiday line-up guaranteed to provide local families a festive time in-community in the Park-McCullough Historic Governor's Mansion Carriage Barn. Visit with Santa and Mrs. Claus, enjoy cookie decorating, ornament making and other fun craft projects. The Four Corners Carolers will share holiday cheer throughout...

Winter Festival in North Bennington

Lake Paran 269 Houghton Street, North Bennington, VT, United States

The North Bennington Winter Festival includes a chili fest, sled races, baked goods, craft shows, live music and more. Find updates and a full schedule on www.facebook.com/NoBennWinterFest