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
As women leaders, we're often rewarded for our ability to keep going.
To solve.
To deliver.
To carry more.
Eventually, what once felt like strength can begin to feel like autopilot.
The pace that helped create success starts to crowd out reflection.
The constant doing makes it harder to hear our own wisdom.
Fall invites something different.
Just as nature slows, sheds, and prepares for a new season, this retreat creates space to pause, assess what's no longer serving you, and reconnect with the leader you naturally are beneath the noise.
Why This Matters Now
Leadership is becoming increasingly complex.
Expectations continue to rise while many leaders feel increasingly disconnected from themselves, their teams, and the work they care about most.
Gallup's research continues to show declining employee engagement, rising stress, and widespread burnout.
When leaders operate from chronic stress and constant output, it impacts decision making, communication, culture, and performance.
The most effective leaders aren't necessarily doing more.
They're able to access clarity, perspective, and intentional choice in the midst of complexity.
This retreat creates the conditions for exactly that.
Hear Nicole’s vision for the retreat
Fall in Brewster
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The Program
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Fall Rest & Reset is not a productivity reset, a wellness escape, or a leadership workshop focused on strategy.
It is not about fixing yourself or becoming someone new.
It is about creating enough space to hear what already knows it is time.
It is an invitation to:
Step out of constant effort and into reflection
Notice what you're carrying that no longer serves you
Reconnect with what feels true now
Create space for what wants to emerge next
Lead from discernment rather than urgency
This retreat explores leadership not as performance, but as presence; not as output, but as alignment.
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Clarity about what is aligned and what may be ready to change
Renewed nervous system capacity and resilience
Greater awareness of the patterns shaping how you lead
Integrative Enneagram insights and reflection tools
A leadership orientation grounded in presence rather than pressure
Clear commitments for the next season of your life and leadership
Meaningful connection with other women leaders
Practices to support sustainable leadership long after the retreat ends
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Fall Rest & Reset intentionally moves between deep rest and meaningful inquiry.
We begin by creating the conditions for the nervous system to settle, allowing reflection, perspective, and insight to emerge from a grounded and resourced state rather than urgency or pressure.
Through a rhythm of guided exploration, restorative experiences, spacious reflection, and authentic connection, you'll have the opportunity to examine how you're leading, what you're carrying, and what may be ready to shift.
This process supports sustainable change rather than forced transformation.
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You are a successful woman leader sensing a shift in how you want to lead
You want clarity and alignment, not simply more productivity
You feel called to slow down long enough to hear your own wisdom
You want to lead from presence rather than pressure
You value depth, reflection, and conscious leadership insigh
You are seeking meaningful connection with peers who understand the complexity of leadership
You sense something more is available and want space to explore what that means
You are ready to enter the next season of leadership with greater intention
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
8:00-8:45 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: AWAKENING
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: INTEGRATING & REORIENTING
9:00-10:00 AM: Breakfast
10:00 AM-12 PM: Integration, Commitments & Closing Circle
investment & accomodations
Many participants attend Spring Awakening as a personal investment in their leadership and wellbeing. Others receive full or partial sponsorship from their organizations through professional development budgets.
Pricing:
Single Occupancy, Private Bathroom: $3,195 per person
Double Occupancy, Private Bathroom (only 1 room available!): $2,695 per person when shared ($3,195 when single occupancy)
The Boarder’s Suite: Single Occupancy, Shared Bathroom: $2,695 per person
Commuter Option (limited availability): For those who prefer to stay offsite but still want the full retreat experience. $1,900
Accommodations: The Charm is an adult-only luxury escape on Cape Cod. The Boarder’s Suite includes 5 quaint bedrooms that share 3 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 journal and welcome gifts
Optional 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.
Company Sponsorship
Many organizations sponsor participation in Deep Rest & Reset as part of leadership development, executive development, or employee wellbeing initiatives.
The retreat supports leadership capabilities that directly impact individual and organizational performance, including:
Self awareness and emotional intelligence
Resilience under pressure
Presence and communication
Strategic clarity and decision making
Leading through uncertainty and change
Sustainable performance and wellbeing
Stronger relationships and influence
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.
investment & accomodations
Many participants attend Spring Awakening as a personal investment in their leadership and wellbeing. Others receive full or partial sponsorship from their organizations through professional development budgets.
Pricing:
Single Occupancy, Private Bathroom: $3,195 per person
Double Occupancy, Private Bathroom (only 1 room available!): $2,695 per person when shared ($3,195 when single occupancy)
The Boarder’s Suite: Single Occupancy, Shared Bathroom: $2,695 per person
Commuter Option (limited availability): For those who prefer to stay offsite but still want the full retreat experience. $1,900
Accommodations: The Charm is an adult-only luxury escape on Cape Cod. The Boarder’s Suite includes 5 quaint bedrooms that share 3 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 journal and welcome gifts
Optional 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.
Company Sponsorship
Many organizations sponsor participation in Deep Rest & Reset as part of leadership development, executive development, or employee wellbeing initiatives.
The retreat supports leadership capabilities that directly impact individual and organizational performance, including:
Self awareness and emotional intelligence
Resilience under pressure
Presence and communication
Strategic clarity and decision making
Leading through uncertainty and change
Sustainable performance and wellbeing
Stronger relationships and influence
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.
What You’ll Experience
Program & Leadership Experiences
Guided retreat experiences designed around the Deep Rest & Reset arc: Arriving → Releasing → Restoring → Reorienting
Conscious leadership explorations that illuminate the subconscious patterns, assumptions, and habits shaping how you lead
Integrative Enneagram insights and reflection tools to deepen self awareness and expand leadership choice
Embodied practices in nature, including a Threshold Walk and guided journaling
Small group witnessing, reflection, and meaningful dialogue that support honest exploration and insight
The Wholeness Compass visioning experience to clarify what matters most and what wants to emerge next
Practical leadership frameworks and conversations that support greater presence, resilience, and sustainable performance
Integrative evening experiences, including a floating sound healing session designed to support deep rest and nervous system restoration
Rest, Space & Restoration
Spacious, intentionally unstructured time for rest, reflection, beach walks, spa visits, or quiet connection
$25 spa credit per participant to be used at the Beach House Spa during the retreat (Thursday–Sunday)
Optional morning yoga and Reiki sessions to support nervous system regulation and embodied presence
Access to the grounds, walking paths, and shared spaces at Ocean Edge
Time to step away from the demands of daily life and reconnect with yourself without needing to produce, perform, or solve
Accommodations & Nourishment
Three nights accommodations at The Charm, Ocean Edge Resort’s adults-only boutique inn in Brewster, Massachusetts
All meals during the retreat, thoughtfully prepared and shared in a relaxed, nourishing environment
Coffee, tea, snacks, and refreshments throughout the retreat
Access to resort amenities, including pools, fitness facilities, and private beach access
Community & Ongoing Support
Connection with a carefully curated group of accomplished women leaders
An intimate group experience that creates space for trust, depth, and meaningful conversation
Opportunities for peer support, perspective, and shared learning
Access to a private retreat community following the experience
Opportunity for ongoing individual coaching and leadership development support with Nicole following the retreat
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 minutesLaGuardia 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.
HOW TO REgister
Ready to explore if this retreat fits?
You can complete the form or email nicole@leadwithbliss.com with questions.
A Glimpse from Our Last Retreat…
Working with Nicole: TESTIMONIALS