Best Chapter Yet! ~YOUnique & Amazing
TTWK FALL Retreat 2026
You do not need another retreat that tells you how to improve yourself.
You need space to trust yourself.
This fall, we are gathering for our next Best Chapter Yet retreat, this time in gorgeous Portland, Oregon, which is typically at its best in the fall, and this one is all about you:
Your story. Your voice. Your self trust. Your ability to love yourself without apology.
Not the version of you that keeps everyone comfortable.
The real one.
The woman who knows she is capable of more joy. The woman who is done shrinking to fit someone else’s expectations. The woman who wants to feel fully herself in every room she walks into.
This weekend is about owning your journey without comparing it. Trusting your instincts without overthinking them. Loving yourself in a way that is steady and fierce at the same time.
We will ask better questions. We will tell the truth. We will celebrate how far you have come and get honest about what you want next. Not because you are behind. Not because you are broken. But because you are ready to enjoy the chapter you are in instead of waiting for the next one.
You will be surrounded by women who are also ready to live from clarity instead of obligation. Women who are brave enough to be honest and generous enough to witness each other.
You will leave with a deeper sense of who you are and a stronger commitment to live that way.
Not louder. Not bigger.
Just truer.
If something in you is ready for that, this is your invitation.

Join us on September 18, 2026 in Portland, OR
Lisa and Kari would love for you to join us at our Fall 2025 Best Chapter Yet retreat to celebrate YOU.
This weekend is devoted to your YOUnique and amazing journey. The risks you have taken. The wisdom you have earned. The woman you have become.
Whether you are launching into something new or fully claiming the chapter you are in, this retreat is for the woman who is ready to trust herself more deeply and love herself more boldly.
It keeps getting better when you keep choosing yourself.
If you are ready to honor your story and step even more fully into the life that fits you, we cannot wait to gather with you.
Your best chapter yet is unfolding right now.
when
Friday, September 18 to Sunday,September 20
(gorgeous time of year in P-town)
where
Private retreat home
(in historic Eliot/Mississippi neighborhood)
[address]
who
You.
Gathered with women who are choosing to make this chapter rich with meaning, joy, and alignment. Women who are done shrinking, ready to trust their own voice, and eager to celebrate the YOUnique and extraordinary lives they are building.
what
Yes, there will be laughter. Yes, there will be beautiful meals and thoughtful touches that make you feel cared for. That part is a given.
What matters more is what happens underneath it all.
We will create space for you to slow down long enough to hear yourself again. To notice where you have been living on autopilot. To gently lay down what no longer feels true.
This weekend is about strengthening your self trust,
deepening your self love, and honoring the YOUnique and amazing path that only you can walk.
You will leave with greater clarity about who you are in this season and what you want more of, along with real practices to help you live that way.
And because growth does not end when the weekend does, we will gather virtually before and after, with connection circles in early September and mid October, so you feel supported, seen, and encouraged as you step forward into the months ahead.
setting
Our Fall retreat will take place in a stunning architectural retreat space in Portland’s vibrant Mississippi District.
We will have exclusive access to two beautifully designed homes on one private lot, offering nine bedrooms, five bathrooms, and expansive open gathering spaces that invite connection and conversation. Both homes feature light-filled living areas, fully stocked kitchens, and thoughtful designer touches that blend modern comfort with reclaimed wood and creative reuse.
Just steps away, the iconic Mississippi Avenue offers some of Portland’s best restaurants, live music, boutiques, and brewpubs. Colorful storefronts and charming residential streets create a setting that feels both energetic and intimate.
This urban oasis gives us the perfect balance of inspiration, beauty, and warmth as we gather to reflect, connect, and celebrate your next chapter.
costs
Investment:
Early Bird Pricing: $1212
Available through April 16, 2026
General Public Pricing starting April 17, 2026: $1313
Your registration secures your spot at The Best Chapter Yet Retreat and includes all programming, materials, curated experiences, and meals listed below. Lodging is selected separately.
Meals Included with Attendance
Friday:
Welcome gathering, hors d’oeuvres, and dinner
Saturday:
Breakfast, snacks, and lunch, optional dinner
Sunday:
Brunch before departure
Lodging Options
Because we are gathering at a private VRBO retreat house, you may choose to stay on site with the group or book a nearby hotel.
On-Site Rooms
Room selections are available after registration and are first come, first served.
Once registered, you'll receive access to select your room at the retreat home. Rooms are first-come, first-served, so the sooner you register, the more options you'll have!
The retreat home sleeps 10–12 guests with 5 fully appointed bathrooms. Room rates are per person and are in addition to your registration fee:
KING ROOMS (three total)
$500 total for 2 nights (shared — 2 guests)
$575 total for 2 nights (solo — room to yourself)
QUEEN ROOMS (four total)
$420 total for 2 nights (solo only)
Already claimed — but stay tuned, if anything changes
BUNK ROOMS
$300 total for 2 nights per person (shared)
$400 total for 2 nights (solo — entire room to yourself)
* Room rates cover the nights of September 18 & 19.
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WANT TO ARRIVE EARLY?
We have the house from Thursday, September 17th. If you'd like to come a day early and get settled in, let us know after you register! We can add the extra night at a reduced rate (TBD). Please note: the early arrival night includes coffee, tea, and light snacks only — the full retreat experience begins Friday at 4pm.
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PREFER YOUR OWN HOTEL ROOM?
No problem!
We're reserving a block of rooms at Hotel Eastlund — a stylish, cozy hotel with stunning views of downtown Portland. We'll provide complimentary transport to and from the retreat home each morning.
We're currently negotiating a group rate (current rates are showing $185–$230/night, and we expect to do better).
If the hotel option interests you, reply to this email and we'll send you the confirmed group rate as soon as it's locked in.
Of course, if you're local or prefer your own arrangements, you're always welcome to join us each day without staying on property:
Other wonderful nearby hotels are an option once the house is filled. We will provide recommendations for nearby boutique and larger hotel options. (check back here for links to book hotel)




retreat content
Friday Evening:
Opening Circle & Intention setting
Saturday:
Morning and afternoon sessions, with breaks for
stretch and lunch
Sunday:
Morning Activity, Closing Circle and Celebration
travel
Portland Airport, PDX is the closest airport.
Approx. 21 min drive from PDX to retreat location. Taxi, Lyft and Uber all available from airport rideshare pick-up area.
The Closing Circle will complete by 12pm Central time
Meet your hosts!
Lisa Callahan
Lisa is a total badass who will make you fall over laughing while simultaneously lifting you up. Besides being the best co-host a podcaster could ask for, she is also a business life coach who coaches successful women with big ideas and goals who need help stepping into the confidence required to enhance and actually enjoy that success. Lisa brings wit and wisdom to all her endeavors, so you’re in for a treat!
- Kari Morin
Kari Morin
Kari Morin is the kindest person you will ever meet. She is a Master Coach who has the ability to see all the possibilities you hold. If you want to feel seen, heard and held as you break through your limiting beliefs, Kari is the woman you want by your side. She is married and has three amazing boys that she is raising to be really good men. Iam so proud to have her as my partner and bestie. I expect we will grow old together drinking wine and laughing our asses off.
- Lisa Callahan