Fall Rest & Reset Leadership retreat for women
For women leaders who are carrying a lot and craving the space to step back, think clearly, and reconnect with themselves before the next season begins.
October 15-18, 2026
Ocean Edge Resort, Cape Cod
THIS IS A DIFFERENT SEASON OF LEADERSHIP
Leadership today asks more of us than ever before.
The pace is faster. The stakes feel higher. Expectations continue to expand while space to think, reflect, and reconnect with what matters becomes harder to find.
This retreat was created for women leaders who want more than time away—an opportunity to step out of daily demands and strengthen the capacities leadership requires most now: clarity, presence, discernment, emotional intelligence, and courageous action.
Participants return with practical tools, renewed perspective, and greater intention in how they lead, communicate, and make decisions.
This retreat explores leadership not as performance, but as presence; not as output, but as alignment.
A note from Nicole
Fall in Brewster
Many of us move through life without noticing the seasons changing.
This retreat takes place at a time of year that naturally encourages us to slow down. Cooler air, changing leaves, quiet beaches, and shorter days create the perfect backdrop for reflection, restoration, and creating space for what wants to emerge next.
Stony Brook Grist Mill by Susan E Driscoll
The Program
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You are a successful woman leader sensing an evolution in how you want to lead
You want clarity and alignment, not simply more productivity
You want to step out of urgency and reconnect with what matters most
You value reflection, meaningful conversation, and practical tools for leadership
You are ready to enter your next season of leadership with greater intention
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This retreat explores leadership not as performance, but as presence; not as output, but as alignment.
It combines the depth of leadership development with the restoration and spaciousness leaders rarely give themselves.
Over four days together, participants step out of daily demands to strengthen the capacities leadership requires most now.
Build clarity and confidence in decision making
Strengthen emotional intelligence, presence, and communication
Step back to gain perspective and notice the patterns shaping how you lead
Return with practical tools, renewed perspective, and clearer intention
This is not a productivity reset or a traditional leadership workshop.
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Practical tools to support sustainable leadership long after the retreat
Integrative Enneagram insights and reflection tools
Clear commitments for the next season of your life and leadership
Clarity about what is aligned and what may be ready to change
A way of leading grounded in presence rather than pressure
Meaningful connection with other women leaders
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Fall Rest & Reset intentionally moves between deep rest and meaningful inquiry.
We begin by creating the conditions to step out of urgency and reconnect with perspective, clarity, and what matters most.
Through guided exploration, restorative experiences, reflection, and authentic connection, participants examine how they’re leading, what they’re carrying, and what may want to change.
Designed for a small group of women leaders, the experience creates space for deeper conversation, meaningful connection, and full participation.
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Leadership development through self-awareness, presence, and integration — not more tactics
Deep rest and nervous system restoration — not constant activity
Small group experience — not a conference or networking event
Practical integration — not inspiration that stays at the retreat
program details
schedule
Thursday, October 15: ARRIVING
Prior to 3:00 PM: Optional early arrival for spa, beach, or personal time
3:00 PM: Check-in and settling
5:00-6:30 PM: Welcome Circle & Connection
6:30-7:30 PM: Dinner
8:00-9:00 PM: Yoga Nidra Meditation & Reiki
Friday, October 16: RELEASING
8:00-8:45 AM: (Optional) Gentle Yoga & Reiki
9:00-10:00 AM: Breakfast
10:00 AM-12:30 PM: Enneagram: Understanding The Patterns That Shape How We Lead
12:30-3:00 PM: Lunch & Open Integration Time (rest, spa, or quiet integration)
3:00-4:30 PM: Threshold Walk
4:30-6:00 PM: Reflection & Group Exploration
6:30-7:30 PM: Dinner
8:00-9:00 PM: Floating Sound Healing Session
Saturday, May 2: RESTORING
8:00-8:45 AM: (Optional) Gentle Yoga & Reiki
9:00-10:00 AM: Breakfast
10:00 AM-12:30 PM: Wholeness Compass Visioning
12:30-4:00 PM: Lunch & Open Integration Time (rest, spa, or quiet integration)
4:00-6:30 PM: Conscious Leadership in Practice
6:30-7:30 PM: Dinner
Evening: Connection, Conversation & Communal Ease
Sunday, October 18: REORIENTING
9:00-10:00 AM: Breakfast
10:00 AM-12 PM: Integration, Commitments & Closing Circle
investment & accomodations
Many participants attend Fall Rest & Reset Leadership Retreat for Women as a personal investment in their leadership and wellbeing. Others receive full or partial sponsorship from their organizations through professional development budgets.
Early bird pricing (through August 20th):
Single Occupancy, Private Bathroom: $2,895 per person
Double Occupancy, Private Bathroom: $2,395 per person when shared
The Boarder’s Suite: Single Occupancy, Shared Bathroom: $2,395 per person
Regular pricing:
Single Occupancy, Private Bathroom: $3,395 per person
Double Occupancy, Private Bathroom: $2,895 per person when shared
The Boarder’s Suite: Single Occupancy, Shared Bathroom: $2,895 per person
Accommodations: The Charm is an adults only luxury escape on Cape Cod. The Boarder's Suite includes five cozy private bedrooms with access to three shared bathrooms.
Your investment Includes:
Three nights at The Charm, Ocean Edge's adults only boutique inn
All retreat programming and materials
Personalized Integrative Enneagram Leadership Assessment ($120 value)
Floating Sound Healing experience
All meals, snacks, coffee, and refreshments
$25 spa credit and access to Ocean Edge amenities
Retreat welcome gifts including a cozy Lead with Bliss sweatshirt, journal, and a few surprises!
Optional gentle yoga and Reiki sessions
Access to a community of women leaders
The only additional costs are optional spa treatments and travel.
Cancellation policy: The program is non-refundable. We highly recommend you purchase travel insurance. Most policies protect you against trip delays or cancellations due to airline issues, family emergencies, illness, injury, etc. We recommend www.travelexinsurance.com or www.insuremytrip.com.
Payment Plans: Available upon request. Please reach out to nicole@leadwithbliss.com to learn more.
Why Organizations Sponsor Leaders to Attend
Organizations invest in leadership development because strong leaders create stronger teams, healthier cultures, and better business outcomes.
This retreat supports leaders in strengthening:
Presence and communication
Strategic clarity and decision making
Self awareness and emotional intelligence
Leading through uncertainty and change
Sustainable performance and wellbeing
Relationships, influence, and team effectiveness
Participants return with greater clarity, perspective, and intention, along with practical tools they can immediately apply in how they lead, communicate, navigate challenges, and make decisions.
Need help making the business case?
I can provide a sponsorship request template and discuss how this experience aligns with your organization's leadership development goals.
Reach out and I'll send it over.
WHAT TO EXPECT
Program & Leadership Experiences
Guided retreat journey following the arc: Arriving → Releasing → Restoring → Reorienting
Conscious leadership practices and facilitated group dialogue
Integrative Enneagram insights and guided reflection
Threshold Walk and embodied reflection experiences
Wholeness Compass visioning to clarify what comes next
Rest, Space & Restoration
Spacious time for rest, reflection, beach walks, or quiet connection
Optional morning yoga and restorative practices
Floating sound bath experience
$25 spa credit and access to Ocean Edge amenities
Accommodations & Nourishment
Three nights accommodations at The Charm at Ocean Edge
Shared meals and gathering spaces designed for connection and ease
Access to resort grounds, beach, pools, and wellness amenities
COMMUNITY & CONTINUED CONNECTION
Intimate group experience with accomplished women leaders
Private retreat community to stay connected afterward
Optional continued leadership support
To protect the depth and continuity of the experience for all participants, Fall Rest & Reset is designed as a complete journey. Participants are expected to attend and remain for the full retreat experience, from arrival through closing.
Travel
Located on beautiful Cape Cod, “The Charm” is easily accessible by car or public transportation from Boston and New York areas.
By Car: Approximately 75 miles/90 minutes from Boston, 280 miles/4.5 hours from NYC
By Air:
Boston Logan Airport: 75 miles/90 minutes
Providence Airport (RI): 90 miles/75 minutes
LaGuardia Airport (NYC): 280 miles/4.5 hours
JFK Airport (NYC): 290 miles/4.5 hours
By Bus: Direct buses available from Boston and New York to nearby Hyannis
All travel times and distances are approximate.
Working with Nicole: TESTIMONIALS
curious about Joining Us?
Complete the form below and I'll personally reach out to answer questions, discuss accommodations, or explore whether this experience is the right fit.
If you're seeking company sponsorship, I'm also happy to provide resources to support internal approval.
Moments from Past Retreats