4.3
(12)
80
hikers
20
hikes
Easy hiking trails around Bennington offer diverse landscapes, nestled between the Green Mountains and the Taconic Range. The region features a variety of terrain, from dense forests and rolling hills to scenic viewpoints. Hikers can explore well-maintained paths that wind through woodlands, past ponds, and along sections of famous long-distance trails. This area provides accessible outdoor experiences for various skill levels.
Last updated: July 8, 2026
3
hikers
2.56km
00:41
30m
30m
Embark on an easy hike through The Mile-Around Woods, a peaceful route spanning 1.6 miles (2.6 km) with a gentle elevation gain of 109 feet (33 metres). You can expectβ¦
5.0
(1)
1
hikers
4.22km
01:07
40m
40m
Embark on the Beaver Pond Loop for an easy hike that winds through varied terrain, offering a peaceful outdoor experience. You will navigate forested sections and open meadows, with theβ¦

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4.12km
01:09
110m
30m
Embark on an easy hike along the Little Pond Trail, a 2.6-mile (4.1 km) route that winds through Vermont's Green Mountain National Forest. You will gain 347 feet (106 metres)β¦
1.47km
00:29
120m
0m
Embark on an easy hike along the Waters Hill Cemetery Trail, a short but rewarding route through the Green Mountain National Forest. You will cover 0.9 miles (1.5 km) withβ¦
5.0
(2)
12
hikers
5.38km
01:54
290m
290m
Hike Harmon Hill via the Appalachian Trail for an easy 3.3-mile (5.4 km) route with 962 feet (293 metres) of gain and rewarding summit views
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Right from the parking area the Harmon Hill Trail takes you up steep, root and moss-covered, stone stairs that wind through the thick forest. Fortunately (depending on your outlook, of course), this is the steepest part of the trail and is out of the way first when traveling up to Harmon Hill.
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The top of Harmon Hill is covered by huge green ferns and dotted with trees, which stands in stark contrast to the rest of the area which is densely forested. This is because the summit of Harmon Hill is kept clear by controlled burns that allow for fantastic views of the town of Bennington and the surrounding area. This lush meadow is a perfect place to rest, admire the views, and sip some water before continuing on your hike.
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Bennington offers a wonderful selection of easy hiking trails. Our guide features 8 easy routes, perfect for leisurely strolls, family outings, or a quick escape into nature.
Absolutely! Many easy trails in Bennington are perfect for families. For instance, The Mile-Around Woods is a local favorite, offering a gentle 2.5 km loop through meadows and forests. The Beaver Pond Loop is another great option, providing a scenic 4.2 km walk ideal for all ages.
Many trails in the Bennington area are dog-friendly, but it's always best to check specific regulations for each trail or park. Generally, dogs are welcome on leash. Trails like The Mile-Around Woods are popular choices for walkers with canine companions.
Yes, Bennington has several easy circular routes. The Mile-Around Woods is a well-known 2.5 km loop in North Bennington, offering pleasant views. Another great option is the Beaver Pond Loop, which provides a 4.2 km scenic walk.
Even on easy hikes, Bennington's diverse landscape offers interesting sights. You might encounter serene wetlands, dense forests, and rolling hills. Some trails, like those within the Bennington Area Trail System (BATS), can offer glimpses of the Bennington Battle Monument or views over the valley. The Little Pond Trail, for example, provides a tranquil pond setting.
Parking availability varies by trailhead. Many popular easy trails, such as The Mile-Around Woods, typically have designated parking areas nearby. It's always recommended to check the specific route details on komoot for parking information before you head out.
Bennington offers beautiful hiking experiences year-round. Spring brings lush greenery and wildflowers, while summer provides warm, sunny days. Autumn is particularly stunning with vibrant fall foliage. Even winter can be magical for snowshoeing or gentle walks, though some trails might be less accessible. For easy hikes, late spring through early fall generally offers the most comfortable conditions.
Easy trails in Bennington typically feature well-maintained paths with gentle slopes and minimal elevation gain. You can expect to walk through dense forests, open meadows, and along the edges of ponds or wetlands. Surfaces are generally natural earth, sometimes with roots or small rocks, but nothing overly challenging. For example, Waters Hill Cemetery Trail offers a relatively short and accessible path.
Yes, Bennington's natural areas are home to various wildlife. On easy hikes, especially those through forests or near water bodies like the Beaver Pond Loop or Little Pond Trail, you might spot birds, squirrels, deer, or even beavers. Early mornings or late afternoons are often the best times for wildlife viewing.
The easy trails around Bennington are highly rated by the komoot community, with an average score of 4.3 stars. Reviewers often praise the quiet woodlands, well-marked paths, and the peaceful atmosphere. Many appreciate the accessibility for families and the opportunity to enjoy nature without strenuous effort.
If you're looking for a quick and easy stroll, Bennington has options. The Waters Hill Cemetery Trail is a short 1.5 km path, offering a pleasant walk. The Mile-Around Woods is also a manageable 2.5 km loop, perfect for a refreshing break.
While Bennington has some local public transport, most trailheads for easy hikes are best accessed by car. Public transport options to specific trail starting points are limited, so planning for personal vehicle use is generally recommended for convenience.


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