Discover an entirely new perspective.

Start on the path towards a personal transformation, rooted in flexibility, values, optimism, and an open mindset.

Upcoming Treks
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What is Transformative Trekking?

We combine the processes from an action-oriented approach to coaching and therapy, Acceptance and Commitment Therapy (ACT), with guided treks through some of the world’s most majestic natural landscapes. We’re here to talk less, move more, experience more, grow more.

How It Works
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Upcoming Treks

Appalachian Trail

Mid-Atlantic, United States

Tailor-made trip lengths
Custom Dates Now Available. Contact Us! 

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Pennine Way

United Kingdom

7-Day Trek
Custom Dates Now Available. Contact Us!

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Custom Trek

Anywhere

Tailor-made trip lengths

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Estes Park

Colorado, United States

Details Coming Soon

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How It Works

Each trek is unique in length and location with a primary focus on active on-site hiking, though our entire Stillpoint process extends far beyond the trek itself.

Initial Consultation

We want to learn more about you, understand your interest in Transformative Trekking, and hear about your goals.

Virtual Group Sessions

Leading up to the trek, you will participate in virtual group meetings with the entire cohort of trekkers—usually just 3–4 people.

Fitness Requirement

Our team provides each trekker with fitness prep resources to ensure you’re ready to conquer the trail ahead.

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Who Guides Stillpoint?

Shawn Costello Whooley is a passionate trekker, dedicated coach, and thought leader in the field of Acceptance and Commitment Therapy (ACT). With a deep love for the great outdoors, Shawn has embarked on countless adventures, exploring some of the world’s most challenging terrains while honing her skills as a coach. Her background as a clinical psychologist and expertise in ACT has not only transformed the lives of countless individuals but has also inspired others to embrace mindfulness and psychological flexibility as powerful tools for personal growth and resilience.

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“I am out with lanterns looking for myself.”


Emily Dickinson

Why Stillpoint?

We are a concentrated, guided transformation process, actively working to help our trekkers rediscover their personal values so that they live more rich, meaningful lives. 

  • Evidence-based approach

  • Experienced, licensed psychologists as guides

  • Real-time transformation

  • Indoor, overnight accommodations

  • Values driven: each trip gives back to support the environments and communities we interact with

  • Tailored for all skill and ability levels