• Winter Rest: A Seasonal Retreat

    Holy Wisdom Monastery 4200 County Road M, Middleton, WI, United States

    As the earth rests under blankets of cold and snow, we also need to rest. This retreat invites the season of winter to teach us to stop striving; it invites you to a time of tranquility and silence. It will open the space to consider how winter prepares us for the other seasons of our lives, to rest in deep quietude, to be held by the stillness of the prairie. Conversations about the season, walks on the prairie, a long winter’s nap, art, movement, journaling, great meals and warm beds will all be a part of what you can expect ...

  • Spring Emergence: A Seasonal Retreat

    Holy Wisdom Monastery 4200 County Road M, Middleton, WI, United States

    A faint gauze of spring green is appearing on the prairie's winter browns, welcoming you to look for your own signs of new growth. This retreat will allow time for rest, reflection, creativity and connection to nature. Seasonal Retreats Each season this year, we will offer a different seasonal retreat. They will open spaces where each different season can offer its unique wisdom to us in the changing seasons of our lives. Each retreat is a two-day, one-night experience at Holy Wisdom with cozy accommodations, delicious meals, spacious time periods for solitude, reading and rest and contemplative conversations with other ...

  • Summer Plentitude: A Seasonal Retreat

    Holy Wisdom Monastery 4200 County Road M, Middleton, WI, United States

    A riot of color on the prairie welcomes you to seek and celebrate your own abundance. This summer retreat invites you to sit with the lush growth of the season – on the prairie and in your own life and heart. It will hold space for attention to both. Conversations about the season, walks on the prairie, naps, art, movement, journaling, great meals and welcoming accommodations will all be a part of what you can expect when you arrive. A renewed connection to nature and to yourself, along with joy in the plentitude and abundance of the season are what ...

    $250 – $295
  • Fall Fallowing: A Seasonal Retreat

    Holy Wisdom Monastery 4200 County Road M, Middleton, WI, United States

    A changing landscape palette... the final harvests from the garden... the departure of migratory creatures... these seasonal milestones are reminders to notice and integrate past growth, honoring it for its role in nurturing future growth. This fall retreat invites you to pause and mark transitions – on the prairie and in your own life and heart. It will hold space for attention to both. Seasonal Retreats Each season this year, we will offer a different seasonal retreat. They will open spaces where each different season can offer its unique wisdom to us in the changing seasons of our lives. Each ...

    $250 – $295
  • Winter Rest: A Seasonal Retreat

    Holy Wisdom Monastery 4200 County Road M, Middleton, WI, United States

    “It all was wonderful! Amy (Alstad) and Pam (Shellberg) put together a wonderful program that balanced contemplative time and more active time. I loved the various quotes that spurred thought and contemplation. I appreciated the camaraderie with my fellow retreatants and had some wonderful conversations. It was nice to balance alone time with time with others and always the choice to do what was right for me at the time.” –2025 Winter Rest participant   As the earth rests under blankets of cold and snow, we also need to rest. This retreat invites the season of winter to teach us ...

    $250 – $295
  • Grace & Reflection: A Courage & Renewal® Weekend

    Holy Wisdom Monastery 4200 County Road M, Middleton, WI, United States

    Grace & Reflection: A Courage & Renewal® Weekend Each renewal weekend will include creating a quiet, focused, and enlivened space — a Circle of Trust® — where personal, inner wisdom can be heard. There will be a mix of time spent in large group, small group, and individual reflection along with poetry, teaching stories, wisdom traditions, nature, and activities for exploration. We will use these experiences and other rich metaphors to symbolize and discover and explore life questions. Together, we will experience creating spaces in our lives to tend and nurture our desire to live fully with courage and resilience. ...

    $250 – $435
  • Spring Emergence: A Seasonal Retreat

    Holy Wisdom Monastery 4200 County Road M, Middleton, WI, United States

    A faint gauze of spring green is appearing on the prairie's winter browns, welcoming you to look for your own signs of new growth. What is emerging can't be hurried, but calls for patient restraint and holding a space for quiet wonder. This spring retreat invites you sit with the first indications of a new season of life - on the prairie and in your own life and heart. It will hold space for your hushed anticipation and gentle tending. Conversations about the season, walks on the prairie, naps, art, movement, journaling, great meals, and welcoming accommodations will all be ...

  • Wonder & Hope: A Courage & Renewal® Weekend

    Holy Wisdom Monastery 4200 County Road M, Middleton, WI, United States

    Are you seeking ways to focus on positivity "these days"? Register and join us for a spacious weekend at Holy Wisdom Monastery for Wonder & Hope: A Courage & Renewal® Experience, May 29-31, 2026. Within the abundance of Holy Wisdom, our retreat sessions will focus on grounding ourselves within touchstones of presence, welcome, listening to our inner teacher, turning to the wonder of how grace moves in our lives, and carrying hope forward. Participants comment that "the welcoming spirit, the quiet, the art and poetry, the kindness and the experience of community" support their participation in a variety of experience during ...

    $250 – $435