Wintering is a slow, steady, deeply supportive experience designed to guide you through the darkest weeks of the year with softness, connection, and emotional ease.
 
It’s not a resolution program. It’s not another productivity push. It’s not a reinvention season. It’s companionship. It’s rhythm. It’s a hand on your back saying, “You’re not going through this alone.”
 
Together, we’ll explore the literal and metaphorical winters of our lives, the slow seasons of change, illness, loss, and transformation; and discover how they can become places of healing instead of hiding.
 
Through gentle weekly batched prompts, excerpts from Wintering by Katherine May, and bi-weekly live Bonfire Circles, you’ll be guided to embrace your own fallow season as a sacred part of growth.
 
What’s Included
 
45 Reflective Prompts
Delivered weekly in bundles of five.
A gentle rhythm that matches the pace of winter — one prompt per weekday, no pressure, no rules.
 
Bi-Weekly Wintering Circles
Warm, quiet, supportive gatherings every other week.
Come live or watch the replay.
Think: soft conversation, reflection, connection, and emotional warmth.
 
Weekly Field Notes
A short essay or voice message capturing the emotional arc of the season.
 
“How to Winter” Guide
A cozy guide to moving slowly, tending your nervous system, and finding meaning in the quiet.
 
Optional Book Pairing
If you’d like to deepen the season, you’re welcome to read Wintering by Katherine May (self-purchased). Ashleigh will include suggested chapters in each weekly prompt email and we will discuss it, along with our journaling, at the virtual meet-ups.
 
Give Wintering as a Gift!
 
The most meaningful winter gift isn’t another candle, journal, or planner.
 
It’s company. It’s connection. It’s comfort.
 
Your purchase includes a beautiful digital Gift Kit you can forward or print, complete with:
 
A Wintering gift card
A warm “Open Me First” note
Clear instructions for the season
A gentle reflection to set the tone
 
Perfect for mothers, sisters, daughters, coworkers, friends, or yourself.
 
NOTE: This is a pre-sale! We begin Wintering on January 18th, 2026