Retreat Overview

The Spring Breakthrough Retreat is a 3-night immersive experience designed to help you reset your business in May, stay focused through summer, and step into fall with confidence. 

Held in beautiful York Harbor near the ocean, the Cliff Walk, and the iconic Nubble Lighthouse, the retreat offers the perfect blend of clarity, inspiration, and calm. 

Your general admission stay includes comfortable lodging, delicious meals, and expert-guided strategic planning using a beautifully designed workbook for note-taking, brainstorming, and building the core assets your business needs. 

Saturday focuses on strengthening your offer, messaging, funnel, and marketing strategy, while Sunday provides structured time to refine and implement what you’ve created. 

You’ll leave with a refreshed plan, renewed momentum, and a clear path forward. 

Optional add-ons will be announced as the retreat approaches.

Spring 2026 Breakthrough Retreat

Strategic Planning 

Content Creation 

Community Building

May 1 - 4, 2026 

 York Harbor, Maine

what's waiting for you inside this retreat?

Here’s what you’ll gain from this immersive, high-end strategy and content retreat:

01

Expert-Guided Strategic Planning Sessions

Clarify your offer, messaging, funnel, and marketing plan so you leave with a refreshed roadmap and stronger direction for the months ahead.

Create an actionable plan you can implement immediately, stay visible all summer, and step into the fall season with confidence.

02

A Beautiful, Easy-to-Follow Strategy Workbook

Designed for note-taking, brainstorming, and building the core assets your business needs to grow with clarity and confidence.

03

Saturday Strategy Intensive

A full day dedicated to sharpening your business foundation—your problem, solution, offer structure, and visibility plan.

04

Sunday Content Creation Lab

Guided time to write scripts, refine messaging, and practice on-camera delivery so you leave with ready-to-use content.

05

Professional Environment Designed for Breakthroughs

Cozy lodging, gathering spaces, ocean views, and inspiring surroundings that support creativity, focus, and meaningful clarity.

06

Curated meals that encourage connection and conversation

07

Optional add-ons that allow you to personalize your experience and curate your dream retreat (add-ons will be announced later).

Who this retreat is for

The Spring Breakthrough Retreat is perfect for women entrepreneurs who:

Want to reset in May and enter the fall season with confidence; 

Are ready to refine their offer, messaging, and marketing strategy

Are committed to meaningful growth and ready for a breakthrough

Sample Schedule

Friday — Arrival + Ease

Arrive at your own pace and settle into your room. Explore the home, unwind, and enjoy the peaceful coastal surroundings. We’ll gather for a late sit-down dinner to accommodate all arrival times, followed by relaxed conversation on the porch or around the fire pit. If you’d like, take an evening walk to the harbor or the Cliff Walk to ground yourself in the beauty of York Harbor.

Saturday — Strategy Deep Dive

A full day dedicated to sharpening your offer, messaging, funnel, and marketing strategy. You’ll move through guided workshops, reflection prompts, and breakout time for planning in one of the home’s two large sitting areas. Customized, curated meals throughout the day will bring the group together and encourage meaningful conversation as ideas take shape. Evening discussion helps you integrate your insights and prepare for Sunday’s implementation.

 

Sunday — Implementation + Content Clarity

This is your day to bring Saturday’s strategy to life. You’ll work through your scripts, refine your messaging, and begin planning or practicing content in a supportive, focused environment. Enjoy quiet working time throughout the home — from cozy corners to bright sitting rooms — as you build the assets that will carry you into summer and fall with confidence. Curated meals continue to foster connection, reflection, and inspiration among the group.
Optional add-ons may be available, including professional brand photography, so you can leave the retreat with elevated visual assets that match your next level. (Add-ons will be announced closer to the retreat date.)

Monday — Closing + Departure

We’ll wrap up with optional morning reflection and a gentle close to your experience. A to-go breakfast will be provided before departure so you can ease into your travel day with clarity, nourishment, and momentum for the months ahead.

YORK HARBOR, MAINE

the accomodations

A beautiful, inspiring venue to think clearly and refresh your strategy.

Just like the Nubble Lighthouse guides ships with clarity and purpose, this retreat will help you illuminate your path forward and move into your next season with confidence.

The house is filled with perfect gathering spaces—from comfy couches for relaxed conversations to bar stools around the kitchen where ideas flow naturally, and a cozy fire pit in the back that invites deeper connection as the day winds down.

With peaceful ocean views and the scenic Cliff Walk just steps away, the retreat offers the perfect balance of inspiration and reflection—whether you’re brainstorming by the water or taking a quiet moment to recharge along the trail.

Our retreat home offers 10 bedrooms and 7 bathrooms, providing a comfortable blend of private and shared accommodations. The house includes a mix of king, queen, double, and twin beds, along with several private rooms featuring their own bathrooms and additional shared bath options on each floor. Room assignments will be arranged thoughtfully to ensure a restful experience for every guest, and private rooms will be offered later as an optional add-on upgrade.

General Admission Includes:

– 3-night lodging
– All meals from Friday night to Monday morning 
– Guided group workshop sessions
– A strategic planning workbook
– Access to all shared retreat spaces and amenities

Early Bird pricing available through Dec 31.
Pricing increases Jan 1 if tickets remain.

Optional add-ons will be available as the retreat approaches so you can personalize your experience.

Melissa  Pond

I’m Melissa Pond, host of The Spring Breakthrough Retreat, with a background that includes a Bachelor’s in Business, a Master’s in Nonprofit Management, and 15 years in government. I’ve served in executive and advisory roles on more than a dozen boards and bring additional experience as an adjunct professor. 

Now in my fourth year as an entrepreneur, I help business owners strengthen their strategy, visibility, and confidence. Nothing brings me more joy than helping others grow by refining their plan and mastering the art of the pivot.

Your breakthrough starts in May.

If you're ready for clarity, momentum, and a fresh plan for the months ahead, reserve your early bird spot today.