Best things to do
Bennington
Vermont
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Whether you’re looking for a girlfriend getaway, a romantic weekend for two, or a family vacation, there is so much to do in Bennington VT.
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Take a Self-Guided Walking Tour of Old Bennington
This historic village is home to less than 200 people, along with beautiful historic buildings, and a most colorful past.
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Eat Breakfast at a Historic Diner
Bennington is home to some fantastic eateries, but one of the most unique is the historic
Blue Benn Diner
on North Street.
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Tour Bennington’s Beautiful Covered Bridge
Bennington County is fortunate enough to have five historic covered bridges, and they can all be explored in a single afternoon.
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Go Antiquing
Many of the antique stores in Bennington are located right on Main Street making it easy to search for the one-of-a-kind prize you never knew you needed.
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Visit Bennington Museum
Bennington Museum is best known for housing the
largest collection of Grandma Moses paintings
in the world.
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Check out the Bennington Battle Monument
At 306 feet, the
Bennington Monument
is the tallest building in the state, and it’s the most popular of all Vermont state historic sites.
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Visit the Former Home and Grave of Robert Frost
Frost lived in the area from 1920 to 1929, and is buried behind the Old First Church in Bennington.
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Hike a Section of the Appalachian/Long Trail
Vermont’s Long Trail was the first long-distance hiking trail in the United States and the inspiration for the much longer Appalachian Trail.
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Drink Up at a Local Brewery or Distillery
- Harvest Brewing
- Madison Brewing
- Farm Road Brewing
- Village Garage Distillery
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Tour Park McCullough House in North Bennington
This historic,
Victorian-era house
was built in 1864 and is considered one of the finest and best-preserved Victorian mansions in New England.
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