Reimagining What’s Next

Location icon
27224 Hwy 78, Ramona, CA, USA
Date
January 27 - 29, 2025

About this Retreat

Your Guides

Details of this retreat

You’re at a crossroads.
Maybe you’ve reached a milestone, and now the road ahead is unclear. Or perhaps life has thrown something unexpected your way—a transition you didn’t choose. Either way, you’re standing in that uncomfortable space between what’s familiar and what’s next, wondering how to navigate this new chapter.

Transitions can be unsettling, whether you’re stepping into a new role, reevaluating your life, or just sensing that something is shifting. You want clarity, confidence, and a path forward that feels aligned with who you are now—but more than that, you want to be sure this next step is the right one.

That’s why we created this workshop.

Join Bob Goff and Taylor Hughes at The Oaks Retreat Center for an immersive, fun, and deeply practical weekend of reimagining your next chapter. This isn’t about adding more noise to your life—it’s about creating space to think differently and gain the tools you need to step into your future with clarity and purpose. And yes, it’s going to be fun.



Who is This For?

Anyone in transition: Whether you’re pivoting careers, entering a new season of life, or just feeling the tug of change, this weekend is designed to help you navigate the unknown with confidence.
Those seeking clarity: If you’re feeling stuck or unsure about what’s next, we’ll help you find a fresh perspective and the courage to take that next step.
Busy high-achievers: If you’re balancing a full life but need space to rethink your next move, this retreat will help you invest in yourself and your future in a meaningful way and get you moving.




What You’ll Leave With:

Clarity on What’s Next: You’ll gain fresh insights and a clear understanding of where you’re headed.
Practical Tools for Navigating Change: Get real-world strategies to move forward—whether that’s tackling a new project, stepping into a new role, or simply embracing what’s coming.
Confidence to Take Action: You won’t just be inspired—you’ll leave with a personalized framework that will empower you to take practical steps toward your next chapter.
Connection & Community: Surround yourself with like-minded people who, like you, are seeking more out of life and ready to make meaningful changes.
Renewed Joy and Purpose: Rediscover your sense of wonder, excitement, and joy for the journey ahead.




Workshops:

The Courage to Let Go of the Familiar
Transitions often involve leaving something behind, and that can be hard. In this session, we will explore how to let go of what’s no longer serving you and how to make room for what’s next—with practical tools to help you navigate those emotional highs and lows.
The Magic of a New Perspective
Life can feel like a series of routines, Bob and Taylor will show you how to shake things up and see your situation in a whole new way. Through storytelling and magic, will help you discover that sometimes, a simple shift in perspective is all you need to unlock new possibilities.
From Overwhelm to Action: The Power of Doing the Next Right Thing
Feeling overwhelmed by the choices ahead? Bob and Taylor will guide you through breaking down big decisions into manageable steps. This session will give you the tools to quiet the noise and focus on what’s most important, one step at a time.
Open Q&A with Bob and Taylor
Get real-time insights on your specific challenges in this open Q&A session. Whether you’re struggling with a life decision or simply need advice, this is your chance to receive direct input from Bob and Taylor.
Crafting Your Next Chapter: Building a Personalized Plan
It’s one thing to dream about what’s next—it’s another to put it into action. In this hands-on workshop, you’ll build a customized blueprint for your next steps, with a clear roadmap to take home.




Why You Should Attend:
This is more than just a retreat—it’s a strategic investment in your future. If you’ve ever found yourself asking, What’s next?, we will help you answer that question with confidence, clarity, and purpose. We know your time is valuable, so we’ve designed the time to be as impactful as possible—giving you practical tools, a fresh perspective, and a community of like-minded people to journey with.

You’ll gain real, actionable insights that you can apply the moment you get back to life, whether you’re facing a personal transition, rethinking your career, or simply reimagining what’s possible. This workshop is perfect for personal and professional development alike.

Don’t miss this opportunity to reset, refocus, and walk away with a renewed sense of purpose and excitement for what’s ahead.

 




Join us at The Oaks Retreat Center, January 27-29, and take the first step toward what’s next with a renewed sense of purpose, excitement, and direction.



 
View our schedule and learn more on our Frequently Asked Questions page.
 

 

Getting Here

Location icon The Oaks, 27224 Hwy 78, Ramona, CA, USA

Accommodation

Kendall (2 or more guests)

Accommodation
Kendall is our spacious suite with 2 queen beds and a wrap around porch overlooking the San Diego foothills. Guests can enjoy watching deer grazing in the grassy field below each morning as they enjoy the best seat in the house for stunning sunrises.  There are (2) Queen beds in each room, a writing desk, plenty of sunlight and spacious seating area. Guests will also enjoy a good giggle, a cheerful nod to the property's past life as a youth camp in the bathroom, where they will find 3 sinks, 3 toilets, and 3 showers...one for each day guests are here!   Recommended for couples, anyone looking to spread out and enjoy a private seating area and workspace, 4 friends that are ok sharing queen beds (and all want to get ready at the same time!), or 2 friends that don't mind sharing a room but would like their own queen bed, or anyone looking for an upgraded, more private experience.  Click here to take a virtual walk through Kendall

Wynne

Accommodation
Wynne is our hotel style private bed, bath option tucked away on the hillside. Each room is beautifully appointed with one queen bed perfect for an individual or couple. Guests can enjoy their own private entrance as they pass the by the beginnings of our citrus grove on their way to our hiking trails. Enjoy a short walk to all the the action or stay close by on a beautiful deck nearby.   Recommended for individuals, couples, and anyone looking for an upgraded, more private experience.  Click here to take a virtual walk through Wynne

Upper Ballena-One King

Accommodation
Upper Ballena is our stunning 12 bedroom, 6 bathroom lodge with breathtaking views of Oaks Equestrian, our 9 acre vineyard and the Ballena Valley. The lodge is set up with 3 wings, each wing has 4 bedrooms. 7 bedrooms have king beds, 5 bedrooms have two twins. This listing is for a king bedroom. Between every two bedrooms you will find a bathroom with a tub, sink and toilet. Each room has a private sink. Guests will be blown away when they walk in. The beautifully appointed space boasts vaulted ceilings, cozy couches to sink into the couch as you connect with new friends, built in bookcases, a dining table with seating for 12 and a fully equipped kitchen. As beautiful as the interior is, there's nothing compared to the oversized deck. Guests can enjoy rocking chairs, a private fire pit, and sunsets that candy color the sky and overlook our vineyard and equestrian center.   Recommended for individuals, couples, and friends that want a private luxury room that don't mind sharing a bathroom. Ballena can also be exclusively rented for your group or team. For more information about rentals, click here to begin your rental inquiry. To book multiple rooms, you will need to register for each room as a separate registration. Make note in your registration if you are attending with other guests and we will do our best to get you all together, although it is not guaranteed we can do so and help you with the registration process.  Click here take a virtual walk through Ballena

Upper Ballena - Two Twins

Accommodation
Upper Ballena is our stunning 12 bedroom, 6 bathroom lodge with breathtaking views of Oaks Equestrian, our 9 acre vineyard and the Ballena Valley. The lodge is set up with 3 wings, each wing has 4 bedrooms. 7 bedrooms have King beds, 5 bedrooms have two twins. This listing is for a 2 twin beds in one room. Each room has a private sink. Between every two bedrooms you will find a bathroom with a tub, sink and toilet. Guests will be blown away when they walk into the great room. The beautifully appointed space boasts vaulted ceilings, cozy couches to sink into the couch as you connect with new friends, built in bookcases, a dining table with seating for 12 and a fully equipped kitchen. As beautiful as the interior is, there's nothing compared to the oversized deck. Guests can enjoy rocking chairs, a private fire pit, and sunsets that candy color the sky and overlook our vineyard and equestrian center.   Recommended for individuals, couples, and friends that want a private luxury room that don't mind sharing a bathroom. Ballena can also be exclusively rented for your group or team. For more information about rentals, click here to begin your rental inquiry. To book multiple rooms, you will need to register for each room as a separate registration. Contact us if you are attending with other guests and we will do our best to get you all together, although it is not guaranteed we can do so and help you with the registration process.  Click here to take a virtual walk through Ballena

Lower Ballena (2 or more guests, male only room remaining)

Accommodation
Lower Ballena boasts 4 extra large bedrooms. Each bedroom has 2 queen beds and 2 twin beds with sweeping views of the Ballena Valley. For every two bedrooms you will find a spacious bathroom with 4 private showers, toilets and sinks. Guests will also enjoy curling up with a great book off the shelf of our library, also located in Lower Ballena. Working on a writing project? The library also has a lovely table inspirational views out the window. As beautiful as the interior is, there's nothing compared to the oversized deck. Guests can enjoy rocking chairs and sunsets that candy color the sky and overlook our vineyard and equestrian center.   Recommended for friends and groups that want to be all together and don't mind sharing a bathroom. Ballena can also be exclusively rented for your group or team. Please note, to book multiple rooms, you will need to register for each room as a separate registration. Contact us if you are attending with other guests and we will do our best to get you all together, although it is not guaranteed we can do so and help you with the registration process.  Click here to take a virtual walk through Ballena

Birdie Rose-Female Bunkhouse

Accommodation
Have your own room or bunk with up to 3 of your friends in Birdie Rose, our 6 bedroom, female bunkhouse. Each room has two built in, twin-sized bunkbeds (two accessible with a ladder, two accessible from the ground). Each cozy bed has a reading light, USB port and a private closet with deep drawers for each guest. This is not your child's bunk room, with sliding barn doors and shiplap walls, this space is right out of a magazine any adult will enjoy. Birdie Rose also has two common areas and a deck with amazing views of the sunrise and foothills. Guests will enjoy late night laughs and lasting connections!   Recommended for females that want a private room, or, are registering with up to 3 other known roommates. We do not assign roommates. Great for people attending retreat looking for an affordable option and do not mind sharing a bathroom with other guests. Please note, if you are registering separately but would like to room with someone you know, please contact us. If you are registering together, please select the number of guests in your room.  Click here to take a virtual tour of Birdie Rose

Maverick - Male Bunkhouse

Accommodation
Have your own room or bunk with up to 3 of your friends in Maverick, our 6 bedroom, male bunkhouse. Each room has two built in, twin-sized bunkbeds, two accessible with a ladder, two accessible from the ground. Each cozy bed has a reading light, USB port and a private closet with deep drawers for each guest. This is not your child's bunk room, with sliding barn doors and shiplap walls, this space is right out of a magazine that any adult would enjoy. Maverick also has two common areas and a deck with amazing views of the sunrise and foothills. It is also located closest to our hiking trails so guests can jump right on and get outdoors! Save big and make friends in Maverick!     Recommended for males that want a private bunk room, or, are registering with up to 3 other known roommates. Great for people attending retreat looking for an affordable option and do not mind sharing a bathroom with other guests. Please note, if you are registering separately but would like to room with someone you know, please contact us.  Click here to take a virtual tour of Maverick

Maverick- shared

Accommodation
Save big and bunk up with new friends in Maverick, our 6 bedroom male bunkhouse. This selection allows us to assign up to 3 additional males in the room. Typically, there will only be 1 additional roommate.    Each room has two built in, twin-sized bunkbeds, two accessible with a ladder, two accessible from the ground. Each cozy bed has a reading light, USB port and a private closet with deep drawers for each guest. This is not your child's bunk room, with sliding barn doors and shiplap walls, this space is right out of a magazine that any adult would enjoy. Maverick also has two common areas and a deck with amazing views of the sunrise and foothills. It is also located closest to our hiking trails so guests can jump right on and get outdoors!   Recommended for males who are open to sharing a room. Great for people attending retreat looking for an affordable option and do not mind sharing a bathroom with other guests. Please note, if you are registering separately but would like to room with someone you know, please contact us. If you are not open to us assigning a roommate for you, or would like your own private bunk room, or are registering with friends in the same room, please select a different option: "Maverick-Male Bunkhouse."  Click here to take a virtual tour of Maverick

Customer Reviews

5.00 out of 5.0 average rating

5.0
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Attention to Detail with all the personal touches
Wow. What a spot. The Oaks has everything you need to rest and make a memory or two. Instagram-worthy decor - imagine if Joanna Gaines remodeled a youth camp - makes this place cozy and comfortable. The staff was so friendly and kind and learned everyone's name the first day. The food was on the level of any resort you could go to. And the pool - let's just say that you HAVE to do the slide and high dive. I'd say more but let's do our best to keep this gem of southern California a secret.

5.0
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A wonderful escape to slow down and focus on one's self
I registered for a weekend retreat, and was rewarded with a place to rest, find some clarity (and tools to use for later), make connections with others, and relax. The weekend had emotionally challenging conversations and workshops, as well as time for fun. I would like to go back again, and make The Oaks part of a regular rhythm of my life. You have to show up, and make the space to do the emotional, and spiritual work. You will get out what you put into the program. The food was delicious- in a way that you were not stuffed and, never left feeling hungry, to be fueled for the day. I am sure that the menu was intentionally designed to provide you a healthy foundation for the weekend. The property is gorgeous. I often just laid under the oaks to read and reflect, and enjoyed sitting on the deck, in a rocking chair, connecting with others.

5.0
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Amazing grounds, staff and food!
Loved everything about The Oaks! The room was lovely, very clean and well furnished. I stayed in the Kendall building. The food was EXCELLENT and was able to accommodate for my gluten-free and dairy-free food options. The staff was SUPER friendly and helpful, esp with the golf carts bringing you back and forth to your car and helping with the bags. The atmosphere was very relaxed and peaceful. My favorite part was the trail riding and also the hike to the water tower to watch the sunset. Highly recommend for a solitary retreat or group retreat or any other type of retreat event!
My only advice would be to allow extra time to get there- depending on where you are driving from. I drove from the Orange County area and it took over 3 hours to get there on a Friday afternoon (left at 2pm and got there around 530pm). On the way home- late Sunday afternoon- it only took an hour and half to get back (no traffic).

5.0
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Absolutely Fantastic
This was my second time at a Flagship Retreat at The Oaks.
The property is well appointed, comfortable, and not at all cluttered.
The staff is delightful and very hospitable. I felt right at home the moment I arrived and all throughout the weekend.
The pace of the Flagship Retreat is spot on. They have truly crafted all of the right elements for a thoughtful, restful, and very fun retreat.
I'll be back!

5.0
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WOW
I just finished a Flagship Retreat with Stephanie!!! WOW and WOW again is what is on my heart. She lead from a place of peace, love, and GRACE. The weekend was exactly what I needed. From her, the crew of volunteers (Ellie, Ellie 2 (Stephanie's daughter), Rossi, Rica, Jeremy, Maggie and hub Zane, and the chef's - EVERYTHING was fantastic. I highly recommend this retreat and The Oaks for any event or meeting. Thank you!