Book Top Confidence Building Retreats in USA & Canada
Top USA & Canada Confidence Building Retreats
Reimagining What’s Next
January 26 - 28, 2026
Eric says, "Wow. What a spot. The Oaks has everything you need to rest and make a memory or two. Instagram-worthy decor - imagine if Joanna Gaines remodeled a youth camp - makes this place cozy and comfortable." See more
From $2,650
/ 3 days
5.00
Private Cabin Retreat
Grant's Staff Pick
Flexible Dates
Martin says, "Yay for Clear Sky! My Clear Sky experience was like a long lost brother returning to the fold. I was welcomed as though I had never left. Never have I felt more as though the Clear Sky bonding ever waivered - the return was seamless." See more
From CAD $594
4.97
16 hours - Behavioral Profiling and Insight - Online Course
Open Dates
Online
Roxana says, "A comprehensive, succinct summary of transformational tools backed by empirical evidence, packaged in an accessible and inclusive style for everyone, and delivered with empathy, humor and genuine interest in the power of the human mind." See more
$500
5.00
Renewal: A midwinter retreat
Top Rated
January 30 - February 1, 2026
Eva says, "You don’t need to be a Buddhist to relax into this peaceful, beautiful place among the redwoods in Sonoma. Meditate, take long walks or hikes, watch the sun come up through the trees, and enjoy delicious home-grown vegetarian offerings made by the dedicated staff." See more
$895
/ 3 days
4.95
Improv Quilting: Feathers Quilt Workshop
February 26 - March 1, 2026
Kandy says, "So much fun. I would highly recommend this retreat for any crafter. Our hostess, Toni pampered us with great meals, a clean and beautiful home and very comfortable beds." See more
From $440
/ 4 days
4.94
Learning to Trust in God with Connie Rossini
Open Dates
Online
Mary says, "The timing was perfect for a silent retreat between groups of large group retreats. I was nearly alone for my prayerful days with God. I had the chapel to myself all day long." See more
$20
5.00
Last Chance
Men’s Breathwork & Embodiment Retreat — Return to the Body (Forest Hill, CA)
Jan 29 - Feb 1, 2026
From $395
/ 4 days
4 Day Reset Retreat - Silence, Breathwork, Meditation, Vedic Astrology & Culinary Bliss, NY
Nov 27 - 30, 2025
$888
/ 4 days
