Men's Backpacking Retreat: Ouachita Mountains, Arkansas
November 4-8, 2026 (Wednesday-Sunday) . Eagle Rock Loop, Ouachita National Forest, Arkansas
A 5-day men's backpacking retreat in the Ouachita National Forest of Arkansas -- the Eagle Rock Loop, roughly 27 miles over four days of hiking, with river crossings of the Little Missouri and long climbs through hardwood ridges. This is the same loop I led the first Heart and Sword trip on, and I'm bringing it back for fall.
All the gear is included, and I drive the group up from Austin and back -- both ways covered. Just show up with your boots.
Fall is the reason. Cool, clear days and cold nights, the hardwoods turning, far fewer bugs than summer, and a river that usually runs low and friendly this time of year. We hike with real effort and we're in camp with time to do the work the trip is built around -- guided men's work grounded in Internal Family Systems and the King, Warrior, Magician, Lover archetypes.
Phones stay in the van. Photos are on disposable film cameras. Standard practice for these trips.
QUESTION? Let's Talk!| Day | What happens | Sleep |
|---|---|---|
| Day 1Wed, Nov 4 | Arrive at the Winding Stair Trailhead by 5 PM. Gear check, pack the loadout, and settle in. Opening circle and fire that night. | Trailhead camp |
| Day 2Thu, Nov 5 | On trail. Into the Ouachita ridges and the first crossings of the Little Missouri River and its feeder creeks. Day's archetype: Magician. | On trail |
| Day 3Fri, Nov 6 | The big ridge day -- the heart of the loop, the most climbing and the most miles. Day's archetype: Warrior. | On trail |
| Day 4Sat, Nov 7 | Down along the water -- easier miles, more time in camp, deeper circle work. Day's archetype: Lover. | On trail |
| Day 5Sun, Nov 8 | Final miles back to the trailhead. Closing circle and fire, and we head home. Day's archetype: King. | Home or in transit |
Group cap: 10 men.
What I supply
The entire backpack: pack itself, tent, sleeping bag (sized for cold fall nights), sleeping pad, stove, fuel, water filters, food, group gear, first aid kit, Zoleo satellite communicator. All trail logistics: route, permits, river-crossing safety and gauge monitoring, weather monitoring, bear-aware food storage, water management.
What you bring
Personal clothes -- full fall layering list comes after signup. Synthetic or wool layers, a warm insulating layer, rain shell, hiking pants, boots already broken in. Your own water bottle. Personal hygiene. I'll walk you through everything before we go.
What you arrange
I drive the group up from Austin and back -- transport both ways is handled. Leaving Austin at 8 AM, it's about 7 hours of driving with an hour of stops, reaching the trailhead by 5 PM, and I bring everyone home to Austin at the end of the trip. If you're coming from out of town, fly into Austin and ride with the group both ways, or make your own way and meet me at the trailhead by 5 PM that evening.
| Tier | Price | Window |
|---|---|---|
| Super Early Bird | $950 | Now through September 15 |
| Early Bird | $1,150 | September 16 -- 30 |
| Last Minute | $1,400 | October 1 until full |
A $500 non-refundable deposit secures your spot at any tier. Balance due October 1, refundable up to 30 days before the trip (October 5, 2026). If life shifts before then, you are not stuck.
The Super Early Bird rate is the lowest this trip will be -- the earlier you commit, the more you save. Sign-up closes October 28, a week out, or whenever the 10 spots fill.
These men hiked this exact loop with me in May. A few words from them. Tap any card to read the full note.
"I was and continue to be held up by the blessings of these men, and by hearing my own true self speak for the first time in years. To say this trip was life-changing would be an understatement."
"I felt as if I was in a rut with the shame of my inadequacies on one side and the weight of perceived expectations on the other. I began looking for a way to break out and go on a 'vision quest' of sorts. Then I received an email invitation from Conor McMillen, and I was all in."
"I joined Conor and 4 amazing men who truly showed up, ditched the technology, and engaged in the good work of mature masculinity surrounded by incredible and nourishing nature. The hiking in shook loose my fears, the conversations were healing and supportive, and we were all able to be fully present with one another as Conor skillfully created space for us men to be our true selves. To say this trip was life-changing would be an understatement. I was and continue to be held up by the blessings of these men and by hearing my own true self speak for the first time in years."
"I left with the sense that something subtle but deeply important shifted in me -- not as a dramatic peak experience, but as a new texture in my life that will stay with me for a long time."
"This experience felt deeply meaningful in a way that's hard to put into words. Spending the week immersed in the Ouachita National Forest, completely off devices and away from the constant stimulation of daily life, was profoundly regulating for my nervous system and felt like a genuine reset."
"What impacted me most was the combination of that setting with the depth of connection that emerged within the group. There was such a wide range of joy, laughter, honesty, and vulnerability that felt rare and beautifully human. Conor's grounding in Internal Family Systems, along with his depth of life experience, created a sense of emotional safety that allowed the experience to unfold naturally, without pressure to perform, exaggerate, or force some kind of breakthrough."
"I left with the sense that something subtle but deeply important shifted in me -- not as a dramatic peak experience, but as a new texture in my life that will stay with me for a long time."
"Getting through this rugged trail forged our group into a band of brothers. If you're on the fence about this experience, just do it. The rewards can't be overstated."
"It was a rare and surreal experience to be off my phone and in nature for this amount of time. I'm still feeling the impact of it, as it generated a real nervous system and heart reset. I notice that I am still in the effects of this break, much more present and able to do the things that I want to do in my life."
"There is a specific kind of camaraderie and friendship that comes only from doing a hard thing together. Getting through this rugged trail forged our group into a band of brothers. There's a kind of bond here that you just don't get doing normal things."
"So many insights came to me during the guided men's work, in particular around a sense of unworthiness. Doing this with a group of men, in nature, is a kind of healing I didn't know I needed. I also gained an appreciation for the warrior archetype, and have begun a process of enlisting my inner warrior to protect and defend my inner lover and magician."
"Conor is an excellent outdoorsman, confidant and facilitator who creates an extremely curated and safe experience. I have rarely felt I am in such competent, loving and visionary hands. If you're on the fence about this experience, just do it. The rewards can't be overstated."
"I was amazed at how I could drop in so quickly. My relationship to tech has changed significantly on my return. There was no beating around the bush with the vulnerability."
"This was a highlight for me. I was immediately struck by the joy I found in simple tasks, away from the sparkle of social media. Suddenly, I found so much appreciation in nature, in connection, in setting up camp, and being in tune with my inner world. I was amazed at how I could drop in so quickly, and was grateful that my relationship to tech has changed significantly on my return."
"I was actually surprised by the mental challenge. When you see 26.8 miles over 4 days, you think that's going to be easy. But the ridges were particularly intense, in a good way, and having the group spirit really made those moments more manageable and obviously bonded everyone more deeply. I was able to get in touch with some deeper parts of myself, especially around my capacity to do hard things and stay present in the journey and pain."
"Conor's solid guidance and wisdom was a real highlight for me. He is clearly deeply connected to nature and to himself, and this shows up in his guided work with men. I was struck by everyone's openness, right out of the gate; there was no beating around the bush with the vulnerability, which really set the stage for some deep connecting work with a solid group of men."
"I don't think I've ever laughed so hard. The sessions at night were sincere, playful, and honestly more loving than I've felt around other men before."
"I've always had a really tough time trusting men and I've also never backpacked before. I felt like this was a really good opportunity to explore connecting intimately with other dudes doing something hard and fun, while getting a really good detox from my phone, women, work, and all of the other sticky distractions in my life."
"As a 35 year old in tech, I find it easy to get into these states of busyness where I think I'm being useful but I'm just being really good at avoiding my feelings. The space that Conor created here allowed for me to connect with those feelings I've been running from, in a safe place, held by other men I can trust, and held in nature."
"Not only is Conor an expert at navigating an extended hiking and camping journey through uncharted territory, he's also an expert at generating a container of love that allows men to show up exactly as they are and feel cared for and accepted fully."
"This trip was not just hard work and reflection but also an insane amount of fun. I don't think I've ever laughed so hard. The sessions at night after setting up camp were sincere, playful, and honestly more loving than I've felt around other men before. Backpacking is such a perfect and beautiful conduit to doing men's work. I will definitely be coming back."
Read these before you put down a deposit. Tap any question to expand.
I do. I run Heart and Sword and I led the first H&S trip on this exact loop in May 2026. I'm a certified Wilderness First Responder (WFR) -- the standard wilderness medicine certification for outdoor professionals, covering patient assessment, environmental injuries, evacuation decisions, and improvised care in remote settings.
I carry a Zoleo satellite communicator on every trip -- text-to-text messaging, live weather updates, and emergency SOS. Trip facilitation draws on my Internal Family Systems training and my men's-work practice. If you want the longer version, my full story is at /about-conor.
The Eagle Rock Loop crosses the Little Missouri River and several feeder creeks. In fall the water usually runs low and the crossings are straightforward. I monitor the river gauge in the days before and during the trip, brief the group on every crossing, and we plan our route and timing around the conditions.
If water comes up, I adjust the plan -- safety sets the schedule, not the other way around. You'll get a crossing briefing and any gear notes before the trip.
Fall in the Ouachitas means crisp, clear days and cold nights. In early November, daytime highs are typically in the 60s -- comfortable for hiking -- and nights are cold, usually in the 40s, with the chance of a frosty night if a cold front moves through. Your sleeping bag is part of what I supply, sized for the conditions, and the layering list you get after signup reflects what to expect.
It's one of the best windows of the year to be out here: the hardwoods are turning, the light is low and golden, and the bugs are mostly gone. We can get rain, so a rain shell is on the list, and I monitor the forecast and brief the group throughout.
One of the gifts of a fall trip: bug pressure is low. The heavy mosquito and tick season is behind us by then, so this is a much easier window than summer. I'll still note any simple precautions in your prep, but you won't be fighting the bugs the way you would in July.
This is black bear country, not grizzly country. Black bears live in the Ouachita National Forest, and we run a clean camp -- food and scented items get bear-hung on trail and stored properly. We carry bear spray.
Realistically, encounters are uncommon and almost always uneventful when food is managed correctly. This is a standard backcountry precaution, handled -- not something to worry about at the level you might be picturing.
Roughly 27 miles over four days, with a 25 to 35 pound pack, real climbs through the ridges, and river crossings. The middle day is the hardest -- the most climbing and the most miles. It's a genuine physical challenge, and it's very doable if you arrive in honest shape.
To train: walk three or more miles three times a week starting now, with a loaded pack on at least one of those walks. If you can comfortably hike a 6-mile route with a 25-pound pack, you're prepared for the mileage.
You are welcome. I supply the entire backpack and all group gear. Your job is the same as everyone else's: arrive in honest physical shape, willing to be challenged, willing to do the inner work the trip is built around.
Vince, on the first trip on this loop, had never backpacked before -- and is planning to come back. Fitness and willingness matter more than experience.
The $500 deposit is non-refundable, except in the case of application failure -- in which case it is refunded in full within 14 business days. The balance is refundable up to 30 days before the trip (October 5, 2026); after that, both deposit and balance are non-refundable.
Full terms are in the Deposit and Service Agreement: read the agreement. Please review it before paying the deposit.
Your $500 deposit holds your spot at the current rate and I'll follow up shortly with the application. If your application isn't the right fit, the deposit is refunded in full.
Pay $500 depositView the Service Agreement | Not quite ready? Let's talk
-- Conor
I respond to each inquiry personally, and you won't be spammed.