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Hiking trails & Routes
United States
Massachusetts
Berkshire County

Appalachian Trail: Jug End to Bear Mountain

Hard

5.0

(2505)

19,169

hikers

Appalachian Trail: Jug End to Bear Mountain

05:34

16.6km

960m

Hiking

Embark on a challenging journey along the Appalachian Trail: Jug End to Bear Mountain, a difficult 10.3-mile (16.6 km) hike that climbs 3140 feet (957 metres) over approximately 5 hours and 33 minutes. This rugged section winds through diverse landscapes, from the open meadows of Jug End with their sweeping…

Last updated: June 9, 2026

Waypoints

A

Start point

Parking

Get Directions

1

1.18 km

Jug End

Highlight • Viewpoint

At Jug End, the trees give a wonderful view over the woods and neighboring mountains to the northwest and southeast.

Tip by

1.84 km

Viewpoint

Viewpoint

3

2.86 km

Mount Bushnell

Highlight • Summit

3.52 km

Mount Bushnell-South Peak

Peak

5

7.15 km

Mount Everett Lookout

Highlight • Viewpoint

Mount Everett (2,602 ft) is one of Massachusetts’ highest peaks. While the Appalachian Trail crosses the summit, you can also reach it via several day-hike options. The shortest route starts …

Tip by

6

9.92 km

Mount Race

Highlight • Summit

10.3 km

Viewpoint

Viewpoint

10.9 km

Viewpoint

Viewpoint

12.5 km

Bear Rock Falls

Waterfall

10

14.8 km

Sage's Ravine

Highlight • Gorge

Sage's Ravine is a popular hiking destination and close to the border between Massachusetts and Connecticut. The long-distance Appalachian Trail runs alongside and there is also a campsite.

Tip by

11

16.5 km

Bear Mountain (2,320 feet)

Highlight • Summit

From an altitude of 2,320 feet, Bear Mountain opens up a magnificent panorama over Mount Washington State Park. The summit is on the Appalachian Trail and is located just before the border between Connecticut and Massachusetts.

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B

16.6 km

End point

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Way Types & Surfaces

Way Types

16.3 km

230 m

< 100 m

Surfaces

16.5 km

< 100 m

< 100 m

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Elevation

Elevation

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Today

Friday 17 July

26°C

13°C

0 %

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Max wind speed: 12.0 km/h

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Frequently Asked Questions

How long does it typically take to hike the Appalachian Trail from Jug End to Bear Mountain?

This challenging point-to-point hike, covering approximately 16.5 kilometers (10.2 miles), generally takes around 5 to 6 hours to complete. However, your actual hiking time may vary depending on your fitness level, the number of stops you make, and trail conditions.

What is the difficulty level and terrain like on this section of the Appalachian Trail?

This section is rated as difficult due to significant elevation gains, totaling over 950 meters (3,100 feet). The terrain is varied, featuring steep, rocky climbs, especially towards Mount Bushnell, Mount Race, and the final push to Bear Mountain. You'll encounter rock steps, narrow rooty paths, exposed ledges, and potentially muddy sections near Jug End, especially after rain.

What are the main landmarks and viewpoints along the Jug End to Bear Mountain trail?

The trail offers numerous scenic highlights. You'll pass through Jug End, ascend to Mount Bushnell, and reach Mount Everett Lookout, all providing expansive views. Other notable features include Mount Race, the picturesque Sage's Ravine, and the summit of Bear Mountain, which offers 360-degree panoramic views.

Where can I park to access the Appalachian Trail near Jug End?

Parking for this section of the Appalachian Trail is available off Jug End Road in Egremont, Massachusetts. As this is a point-to-point hike, you will need to arrange for transportation at your destination, such as near Bear Mountain.

Is the Appalachian Trail: Jug End to Bear Mountain section dog-friendly?

Yes, this section of the Appalachian Trail is generally dog-friendly. However, due to the challenging and rocky terrain, especially on ascents to summits like Bear Mountain, ensure your dog is fit for such conditions and always keep them on a leash for their safety and to protect wildlife.

What is the best time of year to hike this part of the Appalachian Trail?

The best time to hike is typically from late spring through early fall (May to October). Spring offers lush greenery and wildflowers, while fall provides stunning foliage. Summer can be warm but is generally pleasant. Winter hiking is possible but requires specialized gear and experience due to snow, ice, and colder temperatures.

Are there any permits or fees required for hiking this section of the Appalachian Trail or in Mount Everett State Reservation?

No specific permits are required for hiking this section of the Appalachian Trail. There are also no entrance fees for accessing Mount Everett State Reservation, where parts of this trail are located. However, always check for any updated regulations before your visit.

What kind of wildlife might I encounter on the trail?

The trail is home to diverse wildlife. You might spot white-tailed deer, various bird species like pileated woodpeckers and broad-winged hawks, and potentially black bears. Be aware that Timber Rattlers are also present in the Jug End area, so stay vigilant and give wildlife space.

Is this section of the Appalachian Trail suitable for beginners or families?

This section is rated as difficult and features significant elevation changes and rugged terrain, making it less suitable for beginners or young children. Hikers should have a reasonable level of fitness and prior hiking experience. For families or beginners, consider shorter, less strenuous sections of the AT or other local trails.

Does this trail connect with other paths, or is it a loop?

This specific route from Jug End to Bear Mountain is a point-to-point section of the larger Appalachian Trail. While it is not a loop, it does intersect with other official trails like the Paradise Lane Trail. The Appalachian Trail itself continues far beyond these points, offering connections to countless other paths.

What are the most challenging parts of the hike from Jug End to Bear Mountain?

The most challenging sections include the steep and rocky ascent to Mount Everett Lookout and the final push to the summit of Bear Mountain. The climb to Bear Mountain, in particular, involves navigating large boulders and rocky outcrops. Be prepared for sustained uphill efforts and uneven footing throughout these segments.

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