Trail of the Ledges and Overbrook Loop
Trail of the Ledges and Overbrook Loop
4.8
(1294)
8,435
hikers
01:38
4.59km
250m
Hiking
Embark on the Trail of the Ledges and Overbrook Loop, an easy-rated hike that offers a surprisingly challenging climb through diverse scenery. You will cover 2.9 miles (4.6 km) and gain 831 feet (253 metres) of elevation, typically taking about 1 hour and 37 minutes to complete. The ascent up…
Last updated: April 23, 2026
Waypoints
Start point
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423 m
Highlight • Forest
Tip by
2.37 km
Highlight • Summit
4.59 km
End point
Parking
Way Types & Surfaces
Way Types
3.77 km
500 m
324 m
Surfaces
3.68 km
497 m
< 100 m
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Elevation
Highest point (630 m)
Lowest point (390 m)
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Thursday 7 May
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Additional weather tips
Max wind speed: 23.0 km/h
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This route was planned by komoot.
This loop is considered strenuous and difficult, especially the ascent via the Trail of the Ledges. It features a significant elevation gain over a relatively short distance, with rugged, steep, and rocky sections that may require scrambling. The descent, typically on the Overbrook Trail, is also steep in parts. It's not recommended for beginners.
Hikers typically complete the 2.6 to 3-mile loop in approximately two hours, though this can vary based on fitness level and trail conditions.
It is highly recommended to ascend via the Trail of the Ledges and descend using the Overbrook Trail. The Trail of the Ledges is particularly abrupt and steep, making it more manageable to go up than down, especially when conditions are slippery.
No, dogs are not permitted on any trails within the Pleasant Valley Wildlife Sanctuary, which includes this loop.
Yes, there is a fee for non-members to access the Pleasant Valley Wildlife Sanctuary, where this trail is located. Members of Mass Audubon typically have free access.
The terrain is rugged and varied. You'll encounter steep, rocky ascents, particularly on the Trail of the Ledges, with some sections requiring careful footing or even scrambling. The Overbrook Trail also has steep parts. Conditions can be slippery with fallen leaves, and during colder months, ice and snow add to the challenge.
The highlight is reaching the summit of Lenox Mountain, which offers panoramic views of Mount Greylock, the Taconic Range, and even the Catskill Mountains on clear days. Along the route, you'll also find picturesque brooks, small waterfalls, and diverse foliage, with cascades being particularly vibrant after rainfall.
Spring and fall offer beautiful scenery with wildflowers or vibrant foliage. However, be aware that fallen leaves in autumn can make the trail slippery. Winter hiking is possible for experienced hikers but requires trekking poles and traction shoes due to potential ice and snow.
Yes, the route incorporates sections of several official trails within the sanctuary, including the Overbrook Trail, Trail of the Ledges, Yokum Trail, Bluebird trail, and Laurel Trail.
Given the strenuous and rugged nature of the trail, sturdy hiking boots with good ankle support are essential. Trekking poles are highly recommended, especially for the steep sections and potentially slippery conditions. Bring plenty of water, snacks, and layers of clothing suitable for changing weather conditions. In colder months, traction devices for your shoes are advisable.
Due to its strenuous difficulty, steep terrain, and sections requiring scrambling, this trail is generally not recommended for families with young children or those new to hiking. It's best suited for experienced hikers.