Points of Interest between Cheshire, Massachusetts to Bennington, Vermont

picture of Cheshire, Massachusetts

Road Trip from Cheshire, MA to Bennington, VT

If you're looking for a road trip that combines history, nature, and culture, look no further than the route from Cheshire, Massachusetts to Bennington, Vermont. Here are some must-visit places along the way:

Interesting Fact

This route follows Route 7, which was designated a National Scenic Byway in 2009.

Halfway Point

The town of Williamstown, Massachusetts, is the halfway point on this trip, making it a great spot to take a break and explore.

Length of Trip

This road trip is approximately 45 miles long and takes about an hour to drive without stops. However, we recommend taking your time and spending at least a full day making these stops.

Top Five Places to Visit

  1. The Clark Art Institute in Williamstown, MA - Founded in 1955, the Clark Art Institute is a renowned art museum that houses works by some of the world's most famous artists. From American paintings to Japanese prints and French Impressionist masterpieces, the Clark offers something for everyone.

Point of interest: Take a stroll through the Clark's beautifully landscaped grounds and check out their outdoor sculpture program.

  1. The Bennington Battle Monument in Bennington, VT - Standing at 306 feet tall, the Bennington Battle Monument is a symbol of Vermont's role in the American Revolution. Visitors can take an elevator to the top for stunning views of the surrounding hills and countryside.

Point of interest: Don't miss the exhibit on the first floor of the monument that tells the story of the Battle of Bennington.

  1. The Bennington Museum in Bennington, VT - This museum is dedicated to telling the story of Vermont through art, artifacts, and archives. Highlights include the Grandma Moses Gallery, an exhibition on the history of Bennington pottery, and a collection of early American furniture.

Point of interest: The museum's sculpture garden is a tranquil spot to relax and take in the beauty of the surrounding mountains.

  1. The Robert Frost Stone House Museum in Shaftsbury, VT - This museum celebrates the life and work of one of America's most beloved poets. Visitors can tour Frost's former home and see the outhouse where he wrote some of his most famous poems.

Point of interest: The museum's nature trails offer a peaceful respite from the hustle and bustle of everyday life.

  1. The Hildene Estate in Manchester, VT - The Hildene Estate was the summer home of Robert Todd Lincoln, the son of President Abraham Lincoln. Today, visitors can tour the mansion and gardens, take a sheep and goat walk, and learn about the history of Vermont's maple sugaring industry.

Point of interest: Don't miss the observatory on the property, which offers breathtaking views of the night sky.

Conclusion

This road trip from Cheshire, Massachusetts to Bennington, Vermont is a great way to explore the history, culture, and natural beauty of this part of New England. Whether you're interested in art, history, or simply enjoying a peaceful drive through the countryside, this route has something for everyone. So pack up the car and get ready for a day filled with adventure and discovery!