Help keep our trails and parks open during COVID-19 by committing to social distancing. Some trails or park services may be closed this weekend so check with local authorities before heading out.
Learn more

Hickey and Peeskawso Peak Trail is a 2.8 mile heavily trafficked loop trail located near Stockbridge, Massachusetts that features beautiful wild flowers and is rated as moderate. The trail offers a number of activity options and is accessible year-round. Dogs are also able to use this trail but must be kept on leash.

Length 2.8 mi Elevation gain 685 ft Route type Loop
Dogs on leash Kid friendly Camping Cross country skiing Hiking Nature trips Snowshoeing Bird watching Running Forest Views Wild flowers Wildlife Rocky Scramble
Description
Waypoints (0)

Note: The term squaw is considered universally offensive by Indigenous groups in America due to its use for hundreds of years in a derogatory context. Indigenous activists have continued to work both locally and in more general educational efforts, to rename the locations across North America that contain the slur, as well as to eliminate the slur from the lexicon in general. See here for more info: https://en.wikipedia.org/wiki/Squaw#Efforts_to_rename_placenames_and_terms_with_squaw_in_them

Weather
UV Index
Daylight
Reviews (494)
Photos (378)
Recordings (418)
Completed (944)
View user's profile page
Dan Fisher
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarSeptember 27, 2020
Hiking
View Dan's Recording
View user's profile page
Kaelyn Rupinski
Gray StarGray StarGray StarGray StarGray StarGray StarGray StarGray StarGray StarGray StarSeptember 21, 2020
Hiking

Heard two barred owls!

View Kaelyn's Recording
View user's profile page
Tom Kenny
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarSeptember 19, 2020
Hiking
View Tom's Recording
View user's profile page
Time Bandit
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarGray StarGray StarSeptember 18, 2020
Hiking

4, maybe even 5 stars if you take Hickey to Devil’s Pulpit and back the same way AND if you come in the middle of the week. Otherwise, too crowded and lots of car noise on the other part of the loop. The trail itself is well-worn in places but pretty and the geology with all the outcrops and all the quarzite is very cool. Nice change from the basalt and trap rock I've been travelling on. My mom filled a whole bag of trash. Humans, seriously!!! Don’t leave your clothes, masks, and food wrappers on trails. One lady was wearing so much perfume all 300 million of my olfactory receptors went crazy for 1/4 mile. It's hard to smell white pine needles when my nose is on fire. Then some old guy taking a pee at the summit right on the trail. Seriously humans it’s not hard to be civil like a border collie.

View user's profile page
Richie Jay
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarSeptember 18, 2020
Hiking
View Richie's Recording
View user's profile page
Emily McLean
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarSeptember 17, 2020
HikingGreat!

Second time doing this hike, first time doing it with my dog. Devil’s pulpit has great views. The trail is in good shape, no loose rocks from what I could see, even at the scrambly parts. Fun and just challenging enough to make for an interesting morning. Do be aware that there’s a $5 parking fee at the trailhead!

View user's profile page
Meijing Huang
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarSeptember 13, 2020
Hiking

Great hike, rocky terrain on the way on the way up but very smooth down indian monument trail. Well marked trails.

View Meijing's Recording
View user's profile page
Kyla Slen
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarSeptember 8, 2020
Hiking
View Kyla's Recording
View user's profile page
John Tuey
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarSeptember 7, 2020
HikingFeeGreat!

Fun short hike. Some nice rock scrambles. Avoid on weekends if you’re not into crowds.

View user's profile page
Kendall Smith
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarSeptember 6, 2020
Hiking

Devil’s Pulpit view is beautiful—don’t miss that turn off off the “Squaw Peak” trail! Hickey trail up and back to Devil’s Pulpit is probably better than the loop if the hiking group is okay with the incline—it’s quieter than Indian Monument Trail, half of which runs by the road. Overall, beautiful short hike!

View Kendall's Recording
View user's profile page
Joey Albano
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarSeptember 6, 2020
Hiking

Fun!!

View Joey's Recording
View user's profile page
Heather Van Dyk
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarSeptember 6, 2020
Hiking
View Heather's Recording
View user's profile page
Nick Copley
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarSeptember 5, 2020
Hiking

quite busy on labor day weekend. some nice views at the top

View Nick's Recording
View user's profile page
Cindy Hoffman
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarSeptember 5, 2020
Hiking

, some fun rock scrambles. A bit crowded for my taste.

View Cindy 's Recording
View user's profile page
Lenny Holmes
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarSeptember 3, 2020
Hiking
View Lenny's Recording
View user's profile page
Kaelyn Rupinski
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarAugust 26, 2020
HikingGreat!
View Kaelyn's Recording
View user's profile page
Liz D.
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarAugust 25, 2020
HikingFeeRockyScramble

We lost the red blazes of the Peeskawo Peak Trail at one point but other than that, great trail. We started on blue then went to red to orange/yellow back to the parking lot. Not too crowded. Many people used masks. Most people kept distance.

View user's profile page
Marie Bitetti
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarAugust 22, 2020
Hiking

Super nice but tough at the end.

View Marie's Recording
View user's profile page
Jen Berman
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarAugust 21, 2020
Hiking

Lots of exposed roots

View Jen's Recording
View user's profile page
Soph Feiertag
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarAugust 20, 2020
Hiking

Super well maintained- parking is $5, and masks encouraged when around others

View Soph's Recording
View user's profile page
Adventure Happy
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarAugust 18, 2020
Hiking

Always a pleasure, regardless of the weather...

View Adventure's Recording
View user's profile page
Simone W.
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarAugust 17, 2020
HikingGreat!

Our first time hiking a mountain and we loved it. Strenuous but doable as first timers. Only got a little scary when we had to scramble to get to the top of the peak. Very beautiful and rewarding. The first of hopefully many mountain hikes.

View user's profile page
Amanda Jones
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarAugust 8, 2020
Hiking

Beautiful

View Amanda 's Recording
View user's profile page
Anna Peditto
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarAugust 1, 2020
HikingScramble

Moderate trail with amazing views! The trail itself was beautiful but was a bit more crowded than I’d prefer. Overall loved the hike and the amazing staff.

View user's profile page
Kevin Ryan
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarAugust 1, 2020
HikingRockyScramble

Consider taking a short detour to devils pulpit overlook. It will take 5 minutes just off of the squaw trail and worth it for the beautiful vista

View Kevin's Recording
View user's profile page
Carol Alaimo
Yellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarYellow StarGray StarGray StarJuly 18, 2020
HikingFeeGreat!Rocky

We've hiked Monument a few times during different seasons. It's always a great hike!

Showing results 1 - 26 of 494