Bennington

A completely unappreciated small town called Bennington can be found in Vermont's southwest, close to the borders with New York and Massachusetts. This stunning location is brimming with history, indie stores, and top-notch dining options. In this charming Vermont town, whatever your interests, you can find something to do. Additionally, it's genuinely among the best places in Vermont to spend the winter, and it's a top destination for northeastern leaf peepers. The Bennington Battle Memorial in this historic Vermont town serves as a reminder of a significant American War of Independence battle that took place nearby. This 93-meter-tall obelisk, which was finished in 1889, honors the actual battle of 1777. In actuality, it's the state's tallest man-made structure!


There is no better location to go hiking than in Bennington if you enjoy being outside. An 11-mile route called the Bald Mountain Trail will take you to the top of the entire town. You'll pass by wildlife, flowing rivers, and a variety of topographies along the way. Remember that this hike in Bennington, Vermont, is moderate to difficult. The trail is relatively simple in the beginning, but it gets more challenging as you ascend.


The preferred park in Bennington for locals is Willow Park. The best place to go for outdoor activities like Bennington sledding is here. In addition to a few grills, this area has a few large pavilions with plenty of space for gatherings. For a fun adventure if you enjoy biking, visit one of Willow Park's many bike tours!

Photo by Miro Vrlik on Unsplash
Photo by Miro Vrlik on Unsplash
Photo by Julie B on Unsplash
Photo by Julie B on Unsplash

Top 13 Best Small Towns in Vermont

  1. top 1 Manchester
  2. top 2 Chester
  3. top 3 Woodstock
  4. top 4 Dorset
  5. top 5 Grafton
  6. top 6 Stowe
  7. top 7 Shelburne
  8. top 8 Waitsfield
  9. top 9 Waterbury
  10. top 10 Bennington
  11. top 11 Brattleboro
  12. top 12 Weston
  13. top 13 Ludlow

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