Event Details
Retreat cost: $1,117-$2,137
Dates: October 8–11, 2026
Where: Mount Madonna Center in Santa Cruz County, California
In-person Event
Realizing The Way: A 3-day residential retreat
Register
Mount Madonna Center, Santa Cruz, CAOct 8-11, 2026
In-person event
Join Henry this October at Mount Madonna, where guided meditation, dharma teachings, and extended Q&A create space for practice to deepen naturally. You’ll sit alongside others committed to the same exploration, discovering what emerges when we give ourselves the rare gift of sustained time.
Surrounded by redwoods and mountain views, Mount Madonna provides a natural container for practice. Whether this is your first residential retreat or your twentieth, Realizing The Way meets you exactly where you are. The schedule offers structure without rigidity, with time for both communal sitting and solo wandering.
Note from Henry
The moment we try to realize something, we’ve already moved away from it. This retreat is an invitation to explore that paradox: what happens when we stop seeking awakening and simply sit with what’s here?
I’m grateful to return to Mount Madonna this October. The redwoods and mountain quiet provide the perfect setting for this inquiry.
What to expect at a residential retreat
The retreat includes daily meditation, dharma teachings from Henry, and extended Q&A sessions. You’ll practice within a committed community of meditators, with Teaching Assistants available for added support throughout.
Our schedule offers structure and flexibility – communal sitting, optional movement sessions and breakout groups, with ample solo time to wander the land, rest, and restore.
Retreat Schedule
Thursday
| 3:00pm – 6:00pm | Arrival and check-in |
| 5:15pm – 6:15pm | Dinner |
| 7:15pm – 7:30pm | Open silent sit |
| 7:30pm – 8:30pm | Welcome with Henry: orientation and guided meditation |
| 8:30pm – 8:50pm | Optional Q&A for first time retreatants with Luke & Shana |
Friday and Saturday
| 7:30am – 8:30am | Morning movement & silent meditation |
| 8:30am – 9:30am | Breakfast |
| 10:00am – 12:00pm | Session with Henry (guided meditations, talk, Q&A and silence) |
| 12:00pm – 12:30pm | Breakout Q&A Session with Shana and Luke |
| 12:30pm – 1:30pm | Lunch |
| 1:30pm – 3:00pm | Open self-guided practice time (outdoor walking, self-guided movement, open sitting, integration) |
| 3:00pm – 5:00pm | Session with Henry |
| 5:15pm – 6:15pm | Dinner |
| 6:30pm – 8:00pm | Open self-guided practice time (sunset walk, self-guided movement, open sitting, integration) |
| 8:00pm – 8:45pm | Evening meditation |
Sunday
| 7:30am – 8:30am | Morning movement & silent meditation |
| 8:30am – 9:30am | Breakfast |
| 9:30am – 10:15am | Checkout from rooms |
| 10:15am – 12:15pm | Session with Henry |
| 12:30pm – 1:30pm | Lunch |
Schedule subject to changes
Here’s what students have said about Henry’s teaching
Thank you for creating this nourishing space. Our practice together revealed a place of deep authenticity, opening to ease and acceptance – which remains an anchor throughout my days since.
– Kate This was my first time sitting in shared stillness with so many others and it was absolutely magical.
– Valerie I loved listening to Henry, the guided meditation and meditating with this sangha. The atmosphere had beautiful lightness and depths and I still feel it inside.
– Therese
About Mount Madonna Center
Mount Madonna sits on 380 acres of redwoods and grasslands overlooking Monterey Bay. Ancient trees, mountain quiet, and distance from daily life create a beautiful container for sustained practice.
Accommodations
Mount Madonna Center has a wide range of comfortable accommodations. You’ll be able to select your preference and see pricing when you register for the retreat.
Nourishing Vegetarian Meals
All meals are vegetarian, prepared with fresh, high-quality ingredients (organic and local whenever possible). The kitchen can accommodate most dietary needs, including gluten-free and dairy-free requests.
Getting to Mount Madonna Center
Mount Madonna Center is located in the Santa Cruz Mountains, approximately two hours south of San Francisco. The closest airports are San José (SJC), San Francisco (SFO), and Oakland (OAK).
For detailed directions and information about shuttle services, visit Mount Madonna Center’s Transportation page.
Questions?
If you have any questions about this retreat, please contact info@thewayapp.com.
We’re happy to assist and look forward to having you join us!
Subscribers of The Way enjoy a discount for this retreat. Find the discount code in the Events section of your app
Scholarships
We warmly welcome you to contact us if a scholarship would allow you to attend this retreat.
Please contact our team at info@thewayapp.com for details about how to apply.
Cancellation policy
Cancellations made at least thirty (30) days before October 8, 2026 are fully refundable. Cancellations made less than thirty (30) days but more than seven (7) days prior to October 8, 2026 incur a cancellation fee equal to fifty percent (50%) of the total reservation amount. No refunds will be given for cancellations made less than seven (7) days in advance of the start date of your reservation.