4.5
(15)
121
hikers
12
hikes
Family friendly hiking trails in Glastenbury Wilderness are located within the Green Mountain National Forest, characterized by remote backcountry terrain and a network of trails. The region features hilly landscapes with prominent ridgelines, dense forests of fir, spruce, and beech, and numerous small creeks and alpine ponds. Glastenbury Wilderness offers a secluded environment for outdoor activities, with elevations reaching up to 3,750 feet (1,143 meters) at Glastenbury Mountain.
Last updated: May 13, 2026
8
hikers
13.6km
04:17
620m
260m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
3.50km
01:17
310m
10m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Sign up for free
3.52km
01:23
400m
0m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
10
hikers
12.6km
04:09
610m
610m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
4
hikers
6.88km
02:24
380m
380m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
Right next to VT-9 on the Long/ Appalachian Trail is a small stream with wooden foot bridge. This is a nice place to fill water bottles and snap a few photos before continuing onward on the Long/ Appalachian Trail toward the Melville-Nauheim Shelter and Glastenbury Mountain or crossing the road toward the scenic Harmon Hill.
0
0
Maple Hill stands at 2,690 feet and is situated on the Long/ Appalachian Trails. This scenic spot is a great destination for a day hike from the Bennington-Woodford area. You get lovely views from the top of the hill where is it clearcut for some power lines. Maple Hill is a great spot to rest, drink some water, and take some photos before continuing onward.
0
0
The Melville-Nauheim Shelter is shelter along the Appalachian/ Long Trail. Like most shelters in this area there is a lean-to (a three-sided, covered structure), places to pitch tents or tarps, pit-toilets, and a water source. Even if you are just day hiking, Melville-Nauheim Shelter might be a nice place to stop, use the bathroom, and get a feeling for what it might be like to thru-hike on these famous trails.
1
0
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.
1
0
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.
0
0
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.
0
0
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.
1
0
There are 12 family-friendly hiking routes in Glastenbury Wilderness, offering a range of experiences suitable for different ages and abilities. You'll find a good mix of easy and moderate options to explore with your family.
For families looking for easier walks, Glastenbury Wilderness offers several routes. While many trails here involve some elevation, options like the shorter sections of the Long Trail or Appalachian Trail can be adapted. Always check the route details for elevation gain and distance to ensure it matches your family's comfort level.
Yes, there are circular routes that provide a varied experience without retracing your steps. For example, the Bald Mountain Trail offers a moderate loop, and the Long and Appalachian Trail to Maple Hill is another moderate circular option that allows you to enjoy different views on the way back.
Glastenbury Wilderness is known for its dense forests of fir, spruce, and mature beech trees, creating a beautiful natural setting. You'll also encounter numerous small creeks and streams. Keep an eye out for patches of ferns, raspberries, and blackberries along the forest floor. The area's remote character ensures a true wilderness experience.
Yes, dogs are generally welcome on trails in Glastenbury Wilderness. However, it's always best to keep them on a leash to protect wildlife and ensure a pleasant experience for all hikers. Remember to pack out any waste to preserve the natural environment.
The best time for family hiking is typically from late spring through early fall. During these seasons, the weather is milder, and the trails are generally clear of snow and ice. Fall offers spectacular foliage, while spring and summer provide lush greenery and active wildlife. Always check local weather conditions before heading out.
While many trails offer beautiful forest immersion, some routes lead to rewarding views. The Harmon Hill and Scrub Hill route, for instance, provides panoramic views of the Bennington Valley and Taconic Mountains. The summit of Glastenbury Mountain, though a longer hike, features an old fire tower that hikers can climb for extensive vistas.
The family-friendly trails in Glastenbury Wilderness are highly rated by the komoot community, with an average score of 4.48 stars. Reviewers often praise the quiet, remote backcountry feel, the immersive forest experience, and the opportunity to connect with nature away from crowds.
The family-friendly routes vary in length and elevation. For example, the Harmon Hill via Long Trail (Appalachian Trail) is about 3.5 km with around 315 meters of ascent, while the Harmon Hill and Scrub Hill route is longer at 13.6 km with about 625 meters of ascent. There are options ranging from shorter, less strenuous walks to more challenging moderate hikes.
Parking availability can vary depending on the specific trailhead. Glastenbury Wilderness is known for its remote character, so designated parking areas might be limited or rustic. It's advisable to research the starting point of your chosen trail beforehand to understand parking options and any potential restrictions.
The secluded and biodiverse environment of Glastenbury Wilderness is home to various wildlife. You might spot different bird species, including the rare Bicknell's thrush, and it's also a habitat for black bears, so be aware of your surroundings and practice bear-safe hiking. Observing claw marks on beech trees is a common sign of their presence.


Browse the best Hikes in other regions.