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

    • 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

  • 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.

    • 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

  • 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.

    • 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