5.0
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188
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21
hikes
Hikes in East Mountain State Forest explore a rugged landscape in the Berkshires of Massachusetts. The area is characterized by a knobby plateau with numerous boulders, bedrock outcroppings, and upland oak forests. A section of the Appalachian Trail traverses the forest, featuring steep climbs and rocky paths that lead to overlooks with views across the Housatonic Valley.
Last updated: June 25, 2026
1
hikers
7.41km
02:18
260m
270m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
811m
00:23
140m
0m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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1
hikers
8.07km
02:36
430m
150m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(1)
16
hikers
3.02km
00:47
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
2
hikers
15.9km
04:25
290m
300m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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Popular around East Mountain State Forest
Beartown State Forest is a 12,000 acre forest that is popular for hiking, swimming, boating and fishing. In addition to the Appalachian trail, there are many miles of trails to choose from within the park.
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If you parked and started at Benedict Pond and follow the loop counter-clockwise you will encounter stone steps, boulders and a large beaver swamp on the way up to "the ledges". Don't forget to stop every now and then to enjoy the scenic view on your way.
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Benedict Pond was once part of the Civilian Conversation Corps (CCC) construction project. This included building an earth dam to create the approximately 14-acre Benedict Pond. Here you can go swimming, fishing and there is even a ramp for non-motorized boating. Facilities for camping, picnicking and restricted hunting as well as handicapped-accessible beaches and restrooms you will find here, too.
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Deep within Beartown State Forest you come along the idyllic Swann Brook, one of several beautiful ponds surrounded by lush green trees.
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Yes, dogs are generally permitted in East Mountain State Forest, but they must be kept on a leash and under your control at all times. Please be sure to clean up after your pet to help preserve the natural environment.
Yes, there are options suitable for families. While many trails are rugged, the Benedict Pond loop from Great Barrington is a gentle 2-mile (3.2 km) walk around the pond that is great for an easy outing. It has minimal elevation change and can typically be completed in under an hour.
The terrain is characteristic of the Berkshires: rugged, rocky, and often steep. Trails frequently involve scrambles over boulders and bedrock outcroppings. Expect a challenging but rewarding experience, with significant elevation gain on many routes, especially those on the Appalachian Trail.
There are several access points and parking areas for East Mountain State Forest. The main parking area is located off of East Street in Great Barrington. Additional access can be found near trailheads for the Appalachian Trail. It's always a good idea to arrive early, especially on weekends, as spots can fill up.
Winter hiking is a popular activity in the forest. The snow-covered landscape offers beautiful scenery for hiking and snowshoeing. However, be prepared for icy and challenging conditions. Proper winter gear, including microspikes or crampons for your boots, is highly recommended for safety.
The forest is known for its stunning panoramic views. Hikes that involve a climb, particularly to overlooks like East Rock, reward you with vistas stretching across the Housatonic Valley, the town of Great Barrington, and the Taconic Mountains. On clear days, you can see across three states.
There are over a dozen designated hiking trails available on komoot, ranging from easy lakeside loops to difficult mountain climbs. This network includes sections of the famous Appalachian Trail as well as other local paths, offering plenty of options for exploration.
The trails in East Mountain State Forest are highly rated by the komoot community, with an average score of 4.9 stars. Hikers often praise the challenging climbs, the beautiful upland oak forests, and the rewarding views from the overlooks.
Yes, there are several loop trails. For a longer, more challenging loop that includes varied terrain and a section of the Appalachian Trail, consider the Benedict Pond via Appalachian Trail and Mount Wilcox Trail Loop.
East Mountain is a state forest managed by the Massachusetts Department of Conservation and Recreation (DCR). Standard state forest rules apply, such as carrying out all trash, staying on marked trails to protect rare plants, and respecting wildlife. There are generally no entrance fees for hiking.
The portion of the Appalachian Trail that passes through the forest is considered strenuous. It involves a steep and rocky climb up the slopes of East Mountain, gaining nearly 700 feet in elevation in the first mile. It's a demanding section suited for experienced hikers.
The forest's rich biodiversity provides a habitat for a variety of wildlife. It's possible to see white-tailed deer, wild turkeys, and a wide array of bird species. Black bears and coyotes also inhabit the area, so it's important to be aware of your surroundings and store food properly.


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