Experience the Best and Most Beautiful Hikes in the Northern Berkshire Mountains with a Groovy Local Guide.
Adams + North Adams + Williamstown + Florida + Clarksburg + Monroe
Let’s Go for a Hike!
Fun , adventurous, beautiful Hikes for people of all ages and abilities.
Solo Hikers + Groups + Private Hikes
TDG Hiking Packs
6-Packs! 12-Packs!! 24-Packs!!!
SHort Hikes! Half-Day Hikes! Day-Long hikes!
Affordable hiking series designed for Berkshire locals!
COnvenient Schedule:
SHORT Hikes Mondays and Thursdays @ 5:30PM.
HALF-DAY and DAY-LONG Hikes Sunday mornings.
Community Hike Up Mt. Greylock 8/13… Thanks!!!
Awesome community hike up Greylock. Love getting the community involved and out there hiking! We climbed up Gould Trail to the Appalachian Trail along the ridge, then down Thunderbolt to Bellows South. Hopefully I can do another one soon…
Thanks to everyone that participated!
Great view of Ragged Mtn from the AT near Greylock summit:
The Story of the Tie-Dyed Trail Guide
Hey there! I’m Jeff, aka the Tie-Dyed Trail Guide. Back in 2019 I was living in DC trying to get out of academia. I realized that it wasn’t books and scholarship that invigorated my days but rather my daily hikes through Rock Creek Park, an idyllic oasis in the city. This was what I most looked forward to: the cool air beneath the canopy, the quiet of the forest, the kaleidoscope of colors, the rushing rapids of the creek, the birds, deer, and fish. It hit me that it was this vitalizing experience of “forest bathing”—total sensory immersion in the world of nature—that I wanted to share with people. So that summer I launched my first guided hiking experience on the Airbnb Experience platform, The Wooded Trails of Rock Creek Park. The success of that hike—4.97 rating and dozens of happy hikers—confirmed this new path for me: I’d be a trail guide!
In 2021 fate and design took me to North Adams, Massachusetts, a hikers paradise situated in the Northern Berkshire Mountains where the trails are unending and the views are simply sublime—an ideal place for a trail guide. I’ve been learning the trails for a few years now, and I’m ready to share the best of my picks with you!
In 2022 I launched my first Berkshire hike— Hike up Ragged Mountain through an abandoned ski area—in the scenic Greylock Glen of Adams, MA. The first of many more to come…
Why TIE-DYED Guide?
Inspired by my fave era, the 1960s with its freewheeling hippies, trippy colors, and psychedelic rock ‘n roll, I adopted the Tie-Dyed Trail Guide handle. In this world of screen overload, I’m psyched to help get folks out in nature away from the bustle.
I offer a growing variety of local favorites and off-the-beaten path adventures. Whether you’re freeing yourself from the city for a weekend or trying to break in some new hiking boots, I hope we’ll meet soon out on the trails!
Featured Hikes
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Ragged Mountain
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Dunbar Brook
Follow beautiful, serene Dunbar Brook as it tumbles down through the Florida Mountain highlands. There is a 2-3 hr short version, and 5 hour loop.
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The Wooded Trails of Rock Creek Park
The original Tie-Dyed Guide hike. Limited availability (i.e., when I get around to visiting my old home, Washington DC)
Booking Through Airbnb
Book on Airbnb Experience. NOTE: Even though, for the moment, I am limited to offering the Ragged Mountain hike, I am happy to do other hikes with you if you prefer another of similar length (2-4 hours).
Book Here
Reach Out Using the Form Below
Please include:
1) When you’d like to hike
2) The size of your group
3) Which you prefer: Short Hike, Half Day Adventure, or Day Journey.
4) If you have a specific hike in mind, please let me know which. Otherwise, let me know your preferred level of difficulty (easy, moderate, strenuous) and any other features that interest you (views, streams, climbs, etc.).
I’ll get back to you with several customized hiking options. After we set a time and hike, you can book here or direct to my venmo.
NOTE: My hiking hours are 7:00AM to 5:00PM Wednesdays through Mondays (i.e. off Tuesdays).
Custom Hike Info/Price List
Contact me to book.
My regular hiking hours are 7:00 am to 5:00 pm every day except Tuesdays.
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$35 per person
Mostly easy, but some climbing possible if you’d like.
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$50 per person
Difficulty ranges from moderate to strenuous
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$90 per person
Strenuous. Customers provide their own lunch.