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Routes
Hiking trails & Routes
United States
Massachusetts
Berkshire County

Trail of the Ledges and Overbrook Loop

Easy

4.8

(1294)

8,435

hikers

Trail of the Ledges and Overbrook Loop

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

A

Start point

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1

423 m

Pleasant Valley Wildlife Sanctuary

Highlight • Forest

Pleasant Valley Wildlife Sanctuary is a 1000 preserve that offers visitors several miles of trails that pass through forests meadows and wetlands. The center also offers nature programs for adults …

Tip by

2

2.37 km

Lenox Mountain

Highlight • Summit

B

4.59 km

End point

Parking

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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

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (630 m)

Lowest point (390 m)

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Weather

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Today

Thursday 7 May

13°C

4°C

0 %

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Max wind speed: 23.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

How challenging is the Trail of the Ledges and Overbrook Loop?

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.

How long does it take to hike this loop?

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.

What is the recommended direction for hiking this trail?

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.

Are dogs allowed on the Trail of the Ledges and Overbrook Loop?

No, dogs are not permitted on any trails within the Pleasant Valley Wildlife Sanctuary, which includes this loop.

Do I need to pay an entrance fee to access the trail?

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.

What kind of terrain can I expect on the hike?

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.

What are the main viewpoints or natural features along the route?

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.

What is the best time of year to hike the Trail of the Ledges and Overbrook Loop?

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.

Does this trail connect with other paths?

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.

What should I bring for this hike?

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.

Is the Trail of the Ledges and Overbrook Loop suitable for families with young children?

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.

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