I’m so psyched that my friend Keith, aka K-Dog (every thru hiker gets a nickname), agreed to offer his incredible experiences as bona-fide Appalachian Trail (AT) “thru hiker”—i.e., someone who has completed the world famous 2,200 mile trail from Georgia to Maine. Keith did it back in 2023, not long after I met him in Greylock Glen in 2021.

For a visitor or group of visitors to the region this is amazing: you get to go on a beautiful hike led by Keith (an incredibly friendly guy) where he will talk all about his experiences for the 5 straight months he was out under the trees pounding out the miles on the AT. He can also give advice about how to prepare yourself for a long-haul hike if you are curious about it. He has great insight and skill!

Even better you’ll be hiking along a little segment of the Appalachian Trail with him! Yes, hike the world-famous trail in the beautiful northern Berkshires around Mount Greylock—the highest peak in Massachusetts.

As I said, Keith is a great guide and incredibly friendly. He’s always up for telling folks about the 18-mile a day pace he kept up for those 5 months, the incredible people he met, what it’s like to live a life of backpacking through forests—the trials and travails of the trail! Also, he’s a old-time local to the area and he knows the trails better than anybody! So I know he’s got a few good stories from back in the day, and all sorts of lore about Greylock.

Just reach out, to check about availability and to pick a perfect segment of the trail for whatever kind of hike you or your group is interested in—easy, moderate, or even a some climbing if you’d like.

Starting at $30 per person: Short Hike (1-2 hours) or Half-Day Adventure (3-4 hours) pricing.