Step into the cool air, slow the pace, and let this season meet you where you are. These guided holiday walks offer a gentle way to reconnect with wonder, grounding, and quiet magic — even during the busiest time of year.
Join for $29 — or get it free inside the 100 Walks Club (7-day free trial).
Start any time in December.
The challenge ends January 15th for everyone.
The holiday season has a softness most people miss.
A twinkle in a window.
A stretch of fresh winter air.
A quiet moment that feels like a deep breath.
But when life feels busy, heavy, or simply a lot, the season’s magic can slip past unnoticed. You might long for a sense of calm, meaning, or presence — but not know how to find it.
This challenge gives you a simple, beautiful way back.
Through gentle daily walks and mindful holiday-inspired prompts, you’ll move through December feeling more grounded, open, and connected to the small moments of wonder around you.
No pressure. No perfection.
Just a soft daily rhythm to help you feel more like yourself again.
🗓 Challenge Dates: Start anytime in December. The challenge ends January 15th.
🚶♀️ Your goal 10 mindful holiday magic walks
📝 Walk anywhere, anytime – your neighborhood, a trail, or a quiet park you love
🎁 Unlock a Winter Magic bonus gift when you finish
Each piece is designed to bring you back to presence, even on the busiest days.
❄️ Join the standalone challenge for $29, or enjoy it free inside the 100 Walks Club (start with a 7-day free trial).
This challenge is for you if…
Your autumn companion: 25 guided practices — part walk, part simple lesson — to mix, match, and make your own. Each one adds a touch of magic to help you savor the season’s beauty
A cozy place to capture what you’re noticing, what you’re feeling, and what you’re ready to leave behind as the year ends.
Beautiful, screen-free walking prompts you can tuck into your pocket or journal — perfect for outdoor wanders, indoor movement breaks, or intentional moments of pause.
When you finish your walks, you’ll unlock the Winter Edition of Words to Walk By affirmation cards — created to carry winter’s wisdom with you long after the season ends.
Join the 100 Walks Club and walk into a lively, joy-filled community where members share their holiday magic, favorite walks, cozy moments, and all the sparkle the season brings.
That’s okay. This isn’t about perfection — it’s about presence. You can always pick back up.
Anywhere that lets you step outside — your block, a park, a trail, even a new path you’ve never noticed before.
When you complete all 16 walks, you’ll unlock the Winter Walks Bonus Collection — 25 additional walking prompts to support you through the rest of the season with calm, reflection, and gentle brightness. It’s a way to keep caring for yourself after the holidays quiet down.
Yes. Just email hello@100walks.com and we’ll help you set up a gift for someone who could use a little extra support this season. It’s a simple, heartfelt gift that truly supports someone through a hard season.
Yes, if you buy standalone. If you’re in the 100 Walks Club, you’ll always get a Holiday/Winter Challenge included each year.
When you click ‘join now’, you’ll be taken to our private Skool group to complete your purchase. Cancel anytime.
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