Hike The 3 Mile Hickey And Peeskawso Peak Trail In Massachusetts

Some days are made for easy strolls along the beach, and other days are just crying out for a rigorous hike through the woods. And then there are those days where you want to nab some great views without spending too much time or effort. The Hicky and Peeskawso Peak trail is a great balance of challenge and payoff.

The Hickey and Peeskawso Peak loop trail is located in Monument Mountain Reservation near Stockbridge. It’s a refreshing hike that will reward you with panoramic views.

AllTrails/Don Reiger

This trail is rated as moderate and is only 2.4 miles long, meaning it will get your blood pumping but won’t leave you trekking through the woods all day.

AllTrails/Jay Mendoza

The hike itself climbs pretty steadily upwards through shady forest. The terrain can be rocky and you’ll gain about 600 feet in elevation, so be sure to wear shoes with good grip.

AllTrails/Rosaline Hernandez

Along the way, you’ll pass pretty cascades and striking rock formations. There are plenty of places to pull over and take a break.

AllTrails/Jeff Jankowski

As you start to reach the top of the trail, you’ll begin to see peek-a-boo views of the countryside below. Even though the hike is relatively short and doesn’t gain too much elevation, these views are like something you might spy from an airplane.

AllTrails/Barrett Selfridge

Save some trail mix for the top, because you’ll want to linger for a while. We recommend budgeting at least 30 minutes to relax and soak up the scenery.

AllTrails/Antonia Squire

This hike is appropriate for beginners with good stamina, but more experienced hikers may have an easier time navigating the rocky terrain. Dogs are welcome but must be kept on-leash. The trail can get busy on warm weekend days, so plan to arrive early if you’re looking for solitude!

AllTrails/Deborah Lee

Head to the trail’s listing on AllTrails for more information about this great hike, including additional photos and a detailed map of the route. The trail is open year-round but best attempted in dry weather. What’s your favorite short hike in Massachusetts?