Hickey and Peeskawso Peak Loop
Hickey and Peeskawso Peak Loop
5.0
(8733)
18,300
hikers
01:17
3.92km
170m
Hiking
Embark on the Hickey and Peeskawso Peak Loop, an easy hiking route that takes you through a shady forest. You'll climb steadily, gaining 557 feet (170 metres) in elevation over its 2.4 miles (3.9 km) distance. Along the way, look out for striking rock formations and pretty cascades, with 'peek-a-boo'…
Last updated: April 23, 2026
Waypoints
Start point
Parking
Get Directions
1.11 km
Waterfall
Waterfall
1.77 km
Highlight • Summit
2.54 km
Highlight • Natural Monument
Tip by
3.92 km
End point
Way Types & Surfaces
Way Types
3.88 km
< 100 m
Surfaces
3.87 km
< 100 m
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Elevation
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Weather
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Today
Wednesday 6 May
19°C
8°C
95 %
Additional weather tips
Max wind speed: 17.0 km/h
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This route was planned by komoot.
The trailhead for the Hickey and Peeskawso Peak Loop is located within the Monument Mountain Reservation near Stockbridge, Massachusetts. There is a parking lot available at the reservation entrance.
Yes, there is a parking fee to enter the Monument Mountain Reservation, which grants you access to the trail. No additional hiking permits are required.
Yes, dogs are welcome on the trail, but they must be kept on a leash at all times.
The trail is open year-round, but dry weather is recommended for the best experience. Fall is particularly popular due to the vibrant foliage and stunning panoramic views. Spring and summer also offer refreshing atmospheres.
The terrain is generally rocky, especially on the ascent to Peeskawso Peak and the subsequent descent. Hikers should be prepared for steady climbs through shady forests and narrower, more eroded sections. Shoes with good grip are highly recommended.
While rated as easy, the trail involves a steady climb and rocky sections, particularly towards Peeskawso Peak. Beginners with good stamina should be able to manage it, but those new to hiking might find the rocky descent challenging. It's a rewarding hike for those looking for a moderate challenge.
The loop is approximately 3.9 kilometers (2.4 miles) long. Most hikers can expect to complete it in about 1 hour and 15 minutes, though this can vary depending on pace and time spent enjoying the views.
The trail is renowned for its panoramic views. As you ascend, you'll catch 'peek-a-boo' glimpses of the surrounding countryside. From Peeskawso Peak, you'll be treated to incredible, sweeping vistas that stretch for miles, especially during the fall foliage season.
Absolutely! The main highlight is the panoramic view from Peeskawso Peak. You'll also encounter striking rock formations and pretty cascades. A short side loop leads to an overlook with an excellent view of the Devil's Pulpit, a unique freestanding rock column.
Yes, the route primarily follows the Hickey and Peeskawso Loop. However, it also passes through sections of the Hickey trail (yellow), the Mohican Monument Trail (blue), and the Peeskawso Peak Trail (red).
Some hikers find it beneficial to ascend via the Hickey Trail and descend from Peeskawso Peak. The descent from Peeskawso Peak can be steep and rocky, so tackling it downhill might be more challenging for some. Consider your comfort level with steep, rocky descents when choosing your direction.