4.7
(3)
47
hikers
8
hikes
Hiking around North Bennington offers diverse landscapes, situated between the Green Mountains to the east and the Taconic Mountains to the west. The region features varied elevations, from accessible woodlands and meadows to more challenging mountain trails. Natural attractions include Lake Paran and numerous forested areas, providing a range of environments for outdoor exploration.
Last updated: June 23, 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¦
4.0
(1)
1
hikers
4.92km
01:34
200m
200m
The Battle Loop and Valley View Trail offers an easy hiking experience through varied terrain, from quiet woodlands to open sections. You will find expansive valley views from several designatedβ¦

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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¦
1.67km
00:26
10m
10m
Embark on an easy hike along the Hoosic River Greenway Trail, a pleasant 1.0 mile (1.7 km) route that offers a quick escape into nature. You will gain a gentleβ¦
5.0
(1)
10
hikers
12.6km
04:09
610m
610m
Hike the moderate 7.8-mile Bald Mountain Trail in Vermont for 2010 feet of elevation gain and panoramic 360-degree summit views.
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Popular around North Bennington
The White Rocks Lookout is accessed via a short spur trail off the main Bald Mountain Trail. Covered in white rocks, hence the name, this rocky lookout is one of the few open spots where you can see the entire town of Bennington and the surrounding area. This is a great spot to rest, sip some water, and take photographs before either continuing on to the summit of Bald Mountain or returning to the trailhead.
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Free Expression Tunnel is the name given to the graffitied tunnel that takes you safely under the highway to/ from North Branch Street Parking and kiosk. This colorful landmark is a fun way to mark the beginning of your hike up Bald Mountain.
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Bald Mountain sits at 2,857 feet and is a popular summit in large part due its accessibility from the town of Bennington and scenic position. The name Bald Mountain likely comes from when a forest fire in the early 20th century burned the most of the vegetation on the summit. Although the trees have regrown since then, and obscure some of the views, you can still see through them to east and south from the top of this lovely peak in the Green Mountains.
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North Bennington offers a variety of hiking experiences with over 5 routes documented on komoot. These range from easy strolls through woodlands to more moderate climbs with significant elevation gain.
Yes, North Bennington is great for families. The Mile-Around Woods Trail is an easy 3.5 km loop that winds through meadows and forests, perfect for a relaxed outing. The Battle Loop and Valley View Trail is another easy option at 4.9 km, offering varied terrain and scenic overlooks.
The region, nestled between the Green Mountains and Taconic Mountains, offers diverse views. You can expect panoramic vistas from higher elevations, such as those found on the Bald Mountain Trail. Many trails also provide serene views of woodlands, meadows, and distant mountains, as well as glimpses of Lake Paran and its surroundings.
Yes, several trails offer circular routes. The Mile-Around Woods Trail is a popular easy loop. Additionally, the Robert Frost Trail can be combined with The Shore Trail at Lake Paran to create a scenic loop.
Hikers can explore various points of interest. The Robert Frost Trail passes through woods once owned by the poet, offering views of Mount Greylock and the Green Mountains. You might also encounter the Silk Covered Bridge or the Wooden Footbridge. For panoramic views, consider a hike to Harmon Hill.
North Bennington offers great hiking opportunities throughout the year. Spring and summer provide lush greenery, while autumn is particularly stunning for fall foliage. Winter hiking is also possible on many trails, offering a different, serene experience.
While many local trails are easy to moderate, the region provides access to more strenuous options. The Bald Mountain Trail is a moderate 12.6 km route with significant elevation gain, taking over 4 hours. For extreme length and elevation, sections of the Long Trail, such as those leading to Glastenbury Lookout, are accessible nearby.
The hiking routes in North Bennington are highly rated by the komoot community, with an average score of 4.7 out of 5 stars. Hikers often praise the diverse landscapes, from tranquil woodlands to scenic mountain vistas, and the variety of trails suitable for different abilities.
Many trails in the North Bennington area are dog-friendly, making it a great destination for hiking with your canine companion. It's always a good idea to keep dogs on a leash and follow local regulations to ensure a pleasant experience for everyone.
Parking access for many popular trailheads, such as the Mile-Around Woods and those leading to Mount Anthony, is generally available. Specific parking details can often be found on individual trail descriptions or local park websites.
Yes, Lake Paran is a central natural feature in North Bennington, and trails like the Robert Frost Trail connect to it, with a side path, The Shore Trail, running above its easterly shore. You can enjoy views of the lake and Paran Creek, including a beaver pond and dam.


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