The Mile-Around Woods
Bennington, Vermont
Rated 5.0/5
based on 1 reviews
5.0/5
Details
Distance
1.33 miles
Elevation Gain
243 ft
Route Type
Loop
Description
Added by Outbound
The Mile-Around Woods in Bennington, Vermont, offers a moderate hiking trail that spans approximately 1.33 miles. The trail is circular, providing a continuous path through the woods. The terrain is varied, with some flat sections and others that are slightly hilly, making it suitable for intermediate hikers. The trail is known for its unique natural features. It passes by a small pond, which is home to a variety of local bird species. The trail also winds through a dense forest of maple and birch trees, offering a cool shade during summer months. In the fall, the trail is a spectacle of vibrant colors as the leaves change. Hikers should wear sturdy footwear due to the uneven terrain and bring water, especially during warmer months. The trail is well-marked, but it's always a good idea to have a map on hand. The Mile-Around Woods trail is open year-round, but the best time to visit is during the fall foliage season.
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Hiking
Dog Friendly
Family Friendly
Forest
Scenic
Wildflowers
Wildlife
The Mile-Around Woods Reviews
One of my favorite dog-walking spots! Epic views, fields, and forests.
5.0
Leave No Trace
Always practice Leave No Trace ethics on your adventures and follow local regulations. Please explore responsibly!
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