AT Day 87
Miles Today: 18.55
AT Mile: 1585.1
(Father Tom Campsite; Cheshire, MA)

I love hiking with Hemlock, but he also pisses me off. Not because anything that he does is annoying, but because he’s such a strong hiker! This dude is literally coming straight off the couch and onto trail, has no trail legs, hasn’t thru hiked in years, but is somehow still out-hiking me *every day*! I can’t tell you how humbling it is knowing that I’ve got 1700 miles underfoot and he’s still moving faster and farther than I can hold…
We got to the top of a climb yesterday and I saw him staring off into a distance horizon. I catch him doing that a lot these last few days. Even more as the days go by. It’s like he’s looking into some distant infinity, and it reminds me of the feeling of being fresh to trail again. It’s like he’s completely immersed in the here-and-now. It’s such a beautiful thing to witness.
“You doing okay there?” I asked, and he broke out of his hypnotic gaze at the distant landscape.
He blinked a couple of times and snapped back into this reality, as if I was waking him up from a dream. “Yeah, I was just thinking…” I could hear a lot in his words beyond just the words themselves. So much of it was in the longing from *how* he said it. “I wish I could keep hiking with you guys.”
He’s been with us for almost a week now, and his wife was scheduled to pick him up today. I could see the last couple of days that he was not looking forward to leaving the trail. We had been worried that he’d struggle to keep up with us, but once that was clearly out the discussion, it became about his just being in love with the experience and with the hike. He hasn’t pushed 20+ mile days since we hiked together on the CDT six years ago, and I can see how much he’s lighting up from the trail and from the miles. Mind you, he joined us on a terrible stretch of trail that’s been mostly an inferno, but he’s still trudging through it with a smile on his face at the end. Literally, every single day he’s been out here I’ve watched him become more alive and invigorated. It reminds me that even in the thick of the shit, this experience is still tremendously good and beneficial.
After a moment, he went on, “But I gotta get home to see Rachael.” For the last couple of days he’s been talking about his guilt about leaving home for so long. It’s been a recurrent point of conversation–missing his wife and feeling guilt for leaving her home alone to take care of the property.
And I get it. I understand what that feeling of security and stability can be to someone. I’ve felt that way before, even if I haven’t had the property and the marriage. I’ve had stability within life and within a relationship, and I’ve been willing to give up a lot for it.
Last week Hemlock lamented that he may never be able to do long thru hikes like he used to now that he has the property and the married life. He’s never wavered in his determination that the trade was worth it, and I know he means it. I can see how much he lights up when he talks about his wife and he was talking about wanting to own property all the way back in 2019 when we were hiking together on the CDT. So no doubt, this is what’s best for him. But witnessing him on the precipice of realizing what he had to give in order to get what he now has, has been profound. Especially in light of my recently exiting a relationship that I expected to end in marriage and starting out into this trail and this life on my own again.
I’ve spent a lot of lonely nights wishing that I could find what Hemlock has, but it’s taken 1,700 miles of hiking the Appalachain Trail for me to realize that I might want independence even more. Watching Hemlock look out at the distant horizons reinforced a very important lesson that I’m learning on this trail: That you cannot eat your cake and have it too. And I’ve been so caught up in trying to find “cake” in the form of a relationship that I’d lost sight of the costs that come with it.
I fooled myself into thinking that the thing I was looking for that was going to make me feel whole again was companionship. And on the process of trying to find that, I may have discovered that the thing I actually want more than anything is my autonomy and freedom.
—

I talk to Boots on the phone most days. We text one another frequently when I have service, which has been less often lately.
I love the sound of her voice and the way she brings a smile to my face. Ans I love the feeling she brings to my days. In so many ways she’s enriched my life this summer and allowed me to believe in things that I never thought I’d be able to entertain again.
But I also see that look in Hemlock’s eyes when he looks off into distant horizons. And I think about that look when Boots and I are connecting. I see how much he misses the home and the garden and the chickens and the wife and the life that he’s spent all these years building. But I don’t think that’s what he’s looking at when I catch him staring into the infinity. If I had to guess, I’d bet he’s confronting the hard fact of life that you cannot eat your cake and have it too.
I know he wants to keep walking to Katadhin with us. But he needs to go home soon. And needs must come before wants.
Boots promises me that she doesn’t want to take me away from the things that I love, and I believe her. But still I find myself scared of getting into a place where I have the companionship that I thought I needed in order to feel whole, at the cost of the freedom that made me feel alive.
As we walked around Hemlock’s property last week during our day off trail, he showed us all the things that he’s built since becoming a married man. The house, the garage, the garden, the tractor, the chicken coop, the pond, the solar panels, the lawn, and so much else that I used to think I wanted. The pillars of contemporary American success–sans the white-picket fence and kids.
But all I could think to say to him was that although I could see how it made him happy, I didn’t want any of it for myself. There was a time when I thought I wanted those things. But it’s taken these past few weeks to realize that that isn’t what I really want. I don’t want to be locked down, even if it means being stable and secure. What I want more than anything at this stage in my life is to be free.
Something in me believes that there’s something greater out there than I’ve yet to find, and I don’t want to lock myself into any of the things that I have right now. I don’t want to believe that this is as good as it gets. I want to believe that there are things even better than my ability to believe or imagine at this stage.
—
Yesterday Hemlock told me that he’s going to start living life through philosophy of: “What would Wormwood do?” I laughed and told him I liked it, but if anything ever happens to take me off this earth too soon, then I hope he makes stickers that say “Where Would Wormwood Walk?” and let that be my memorial and reminder to keep walking and hopefully distance ourselves from other earthly desires. Not that I’ve been perfect in remembering either of those points at all times, but I do what I can to keep them in mind.
—
I’ve started this journal in the city of Dalton, MA. We hiked 10 miles out of the Cookie Lady’s house this morning, and came to town to resupply. There was another hiker we talked to this morning who said he was headed into town “to get a hotel room and get drunk.” It caught me off guard at first. A lot of thru hikers drink, but the thought of just getting a hotel room to be alone and to be drunk struck me as strange. I asked the other two if they got a strange impression from him, and they both agreed that he’s probably not a thru hiker. Hemlock pointed out that his gear looked too clean and fresh. Plinko agreed that it didn’t sound like a thru hiker’s motivation to just go to town and be drunk… at least not this late in the hike.
It’s been very hot since we got to town. We’ve mostly tried to stay in air conditioning, but several hours have passed, and I think that we’re all feeling the urge to get back to trail. It’s currently 88 degrees (F), and not expected to cool until much later, but we might as well limit our time in it if we can. Plinko and I are both in agreement that walking in the humid heat like we had last week is a special kind of hell that should be avoided at all costs moving forward. It’s just not worth it to be suffering like that.
Hemlock reached out to his wife about staying another week, and they met in the middle with his staying with us on trail for another couple of days. If he could I know that he wanted to hike for another full week before going home, but he talks a lot of the guilt from leaving home and his wife alone. I asked if any of that guilt is coming from her, and he always assures me that it’s not from her, but from something in himself that feels like he should be doing more and not just “fucking off on a hiking trail.” I told him that I understood, and that I thought it was a reasonable thing to feel. I told him I’ve felt that way too. But that I’ve also spent a lot of time and a lot of miles examining my motivations for this hike, and what I hope to do with the experience to better myself and hopefully better the world around me. I suggested his doing the same kind of self appraisal in hopes of finding relief from his anxieties about not being enough or having to feel guilt for going hiking for two weeks, once every two or three years.
He said that he worries about other members of his community seeing him taking a two-week vacation and leaving the wife at home to earn the paycheck while he’s out “playing in the mountains.”
“Fuck those people,” I told him, taking a quote from my mentor in massage therapy. “If there are people who are going to judge you for perusing your best life in a way that does not negatively affect them–*fuck them*! That’s a very important lesson that I had to learn in the last couple of years. I have great love and respect for my fellow man, but you and I both know that you’re not just out here abandoning your wife or your life; you’re taking your first vacation away from home in the last three years, and if someone is going to say that’s irresponsible, then fuck them!”
Hemlock chuckled, half dismissing me and probably half in agreement.
There’s a lot that I like about the guy. His simplify and straightforwardness being a couple of my favorite things.
—
We’ve made it another ten miles north, to the town of Cheshire and the Father Tom Campsite, which is basically right in the middle of town. But the “town” is minuscule, from what I can tell.
It was a hot climb up and over some mountains to get here from Dalton today, but ultimately the miles were nice. There was a breeze this afternoon, and our hitches to the food store and back to trail both went really smoothly. I remarked to Hemlock and Plinko that we seem to be getting rides a lot easier as a trio than any of us ever did when we’ve hiked alone. Hard to say if that’s a small sample size and we’ve just been lucky or if maybe there’s something to being a small group. Regardless, it’s been nice.
I’ve changed my trail food plan a little bit for this next segment. Been playing with the idea of using oatmeal as my base food throughout the day, then just adding chia, protein, honey, and PB2 as needed to give me the other things I need out of my food intake. I sort of played with it a bit in this last segment, and really liked it so far. I also want to start steering away from so much sugar. I know I’ve said that before, but I can absolutely feel the difference when I’m allowing myself to have more refined sugars on trail compared to when I’m eating cleaner. As I’m losing muscle over the course of the trail, I think it’s becoming more important that nutrition be more on point. It’s not like I felt at the start of the trail. I felt strong by default then. Now I only feel that strength and stamina when I’m making a conscious effort to eat better on trail.

—
Tomorrow’s our last day with Hemlock. He’ll hike for another 14 miles from here, then we’ll have to say our goodbyes. His wife makes the long drive from CT to pick him up tomorrow. I think it’s around 6 hours for her, round trip, and I know he feels somewhat sorry that she has to make the drive. It’s my hope that the time they have together on the way back is good and loving. I hope he gets to tell her about having an amazing time for the 8 days he’s hiked, and how he felt something magical when he got to the top of climbs and looked out at the horizons. I hope she sees what I’ve seen in him these last 8 days. I hope whatever he found out here continues to flourish in him for some time to come.
We’ve all agreed to rise tomorrow at 5am, and be “on trail” at 5:30. There’s a Dunkin’ Donuts just up trail though. So although I may try to avoid the donuts, I wouldn’t mind a coffee to start the day.
We’re aiming for 24 miles to camp tomorrow. After Hemlock says goodbye, it’ll just be me and Plinko… maybe onward to Maine.
Wormwood.







