Mount Anthony Country Club on opening day. Bennington Banner file photo.

The beauty of Vermont is timeless, and Bennington stands out as a prime destination for summer adventures. With warm weather, ample outdoor recreation opportunities, minimal traffic, and being surrounded by towering mountains on all sides, Bennington, Vermont, is a fantastic spot to explore this June.

It doesn’t matter if you’re an experienced outdoor enthusiast or just looking for a scenic escape—this vibrant little town, nestled in the southwest corner of the Green Mountains, holds something for everyone. 

Outdoor Adventures Await

Swimmers enjoy the sun and water at the Dorset Quarry. Bennington Banner file photo.

The region is home to numerous state parks, mountain lakes, swimming holes, and hiking trails suitable for all ages and abilities. As a favorite stopping point along the Appalachian and Long Trails, Bennington is an excellent base for both seasoned hikers and casual walkers. And for those who prefer a more leisurely stroll, the town offers scenic walks with pastoral views and historic sites. At the end of an active day, nothing is better than a good meal under the sky—luckily, many of Bennington’s best dining locations offer outdoor seating.

Bicycling and Biking

Cycling enthusiasts will quickly discover that Bennington boasts a wide variety of trails and parks:

  • Y Woods
  • Stark Street Playground
  • Bennington Area Trail System (BATS)
  • Greenbergs Headwaters Park
  • Downtown Riverwalk
  • Willow Park
  • BATS – Mount Anthony Trails

These locations provide a mix of terrain and scenery, making them perfect for both casual bikers and more serious cyclists looking for a challenge.

Hiking and Walking

Surrounded by the Green Mountains on one side, and the Taconic Mountains on the other, Bennington is a true hiker’s haven, with trails that offer stunning views and varying levels of difficulty:

  • White Rocks – Bald Mountain Hike
  • Blue Trail
  • Bennington Rail Trail
  • Harmon Hill
  • Green Mountain Club – Bennington Section
  • Mile-Around Woods
  • Robert Frost Trail
  • Bennington Trails Map
  • BATS – Mount Anthony Trails

For those looking to experience longer journeys, there are plenty of options for long-term parking while hiking the Long Trail or Appalachian Trail.

Hunting and Fishing

People go fly fishing on the Walloomsac River in North Bennington. Photo by Kristopher Radder – Vermont News & Media.

June 8 marks Vermont’s annual Summer Free Fishing Day, a fantastic opportunity for families to enjoy fishing without a license. The day includes a family fishing festival in Grand Isle and the opening of the state’s regular bass fishing season. Click here to read more. 

Bennington, like much of the rest of the state, is a prime spot for hunting and fishing enthusiasts, make sure to check out the VT Fish & Wildlife guide and Fishing Maps before you visit.

Lakes, Rivers, and Swimming Holes

School’s out for the summer! Children enjoy the summer weather while swimming at Lake Paran in North Bennington.
  • Lake Paran
  • Woodford Lake
  • Lake Shaftsbury
  • Roaring Branch River
  • The Tubbs
  • Walloomsac River

Family-Friendly Parks & Playgrounds

The reopening of the Bennington rail trail. Bennington Banner file photo.

Families will love the various parks and playgrounds, including the popular Splash Pad at Merchants Park and numerous other outdoor spaces perfect for kids of all ages, such as Willow Park, or Lions Park in North Bennington. 

Outdoor Exhibits and Cultural Experiences

Joe Chirchirillo, NBOSS curator getting ready for the 27th annual North Bennington Outdoor Sculpture Show. Photo by Vermont Country Magazine.

This summer marks the 27th year of the North Bennington Outdoor Sculpture Show (NBOSS), which has now expanded to include the Bennington Museum for the fifth consecutive year. In a new development, the Better Bennington Corporation has partnered with NBOSS to install 3D sculptures downtown, especially along the Riverwalk. Additionally, Bennington will debut 2D wooden barn quilts throughout the summer, adding a delightful touch of folk art to the town’s charm.

For those rainy days or a cultural break from the outdoors, Bennington offers indoor activities including:

Live Music all over Bennington Vermont!

Free live music series all over Bennington. Photo by Isabel Wissner – Bennington Banner file photo.
  • Check out the free live music series, “Concerts in the Courtyard” at Bennington Museum
  • Little City Cider Company has become a music venue bringing regional and local bands and performers with regular Open Mic nights
  • The Coffee Bar is a coffee shop during the day and one of the town’s music hotspots at night
  • Harvest Brewing hosts regular live music and Karaoke
  • Eateries such as Ramuntos, Miller’s Toll, 421 craftbar and kitchen, Dutchman’s Tavern, and the Angry Egg Two also host regular music.

Fresh Food, Scenic Views, and Craft Brews

Union South in Downtown Bennington. Photo provided.

After a day of exploring, unwind at one of Bennington’s many outdoor dining spots, offering stunning views and delicious meals:

  • Mount Anthony Country Club – The Grille
  • Pangaea Lounge – North Bennington
  • Dutchman’s Tavern
  • Miller’s Toll
  • Union South
  • 421 Craftbar and Kitchen
  • Madison’s Brewing Deck
  • The Publyk House
  • Bronwyn on the Battenkill

Join Us This June

Bennington Banner file photo from Mount Anthony Country Club.

June in Bennington is all about embracing the great outdoors, enjoying the scenic beauty, and engaging in a range of activities that cater to all interests and ages. Whatever your passion, Bennington’s outdoor opportunities won’t disappoint. So gather your family and friends, and come experience the rich community and stunning natural landscapes of Bennington, Vermont, this summer.

For more information on upcoming events, attractions, and places to eat, visit our website and follow us on social media. We look forward to welcoming you to Bennington!