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

  • "This experience was incredible! Jeff was an amazing, knowledgeable, and insightful guide. Great conversationalist that will open your perspective and mind. The views are breathtaking and unforgettable. Highly recommend this experience for all ages and hiking levels."

  • "Jeff was a great guide and lead our group of six on a very cool hike. We went off the beaten path and Jeff added some fun detours spontaneously to better accommodate our preferences. He was very knowledgeable about the area and told interesting stories along the way. On top of providing a great tour, Jeff is also a great person and it was fun to spend time with him. "

  • "This was such a great hike and I am so happy that I booked it! Jeff was not only a great guide, but he was great company. It was a perfect end to my weekend in the Berkshires. The hike was pretty moderate with some challenging parts, which were totally worth it for the amazing views at each peak! I completely recommend checking this out!"

  • "This tour is great! I did it as a solo traveler with jeff but it would also be very nice for groups as well. Jeff knows the trails very well, so you dont have to worry about getting lost and can just enjoy the walk and the scene. Also, the conversation with him was great and flowing! Value for the money!"

  • "Jeff is a fantastic hiking partner and guide. I told him what I was looking for, my ability level and time preferences and he suggested 4 options. He’s knowledgeable and chatty (but not too chatty), he matched my pace, pointed out beautiful views and where to take care with footing. I will definitely be hiking with him again."

Price List

3 Options:

Short • Half-Day • Day-Long

Contact me to book.

My regular hiking hours are 7:00 am to 5:00 pm every day except Tuesdays.

  • $50 per person

    *$75 for south county hikes **$80 for solo hikers

    Mostly easy, but some climbing possible if you’d like.

  • $80 per person

    *solo hikers and south county hikers: $100

    Difficulty ranges from moderate to strenuous

  • $160 per person

    *$200 for solo hikers

    Strenuous. Customers provide their own lunch.

Featured Hikes

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!

Booking Through Airbnb

Book on Airbnb Experience. I am currently offering a 3-4 hour hike of your choice (easy/moderate/strenuous) in Mt. Greylock Park.

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).

questions? Want To Book?

Contact me: