Connected Hearts: A Vibrant Community for Women in North County Shaping a Midlife that’s Fun, Meaningful, and Fulfilling.
A night each month of joyful connection that’s refreshingly easy to say yes to.
What is Connected Hearts?
You’ve spent decades showing up fully for everyone else – at work, at home, and in every role you’ve played.
Now it’s time to consciously design the chapter that’s just for you.
Connected Hearts is a monthly membership community in North County San Diego – a catalyst for women in their 50s and 60s to shape lives that feel joyful, vibrant, and intentional.
These days, so much of our “connection” happens through screens. But nothing compares to the warmth of sitting face-to-face, sharing laughter and real stories, and being fully present together. That’s what Connected Hearts is all about.
It’s a space for women who are kind, curious, and looking for experiences that feel both grounding and uplifting – where ease, belonging, and authentic friendship come naturally.
Each gathering blends engaging activities, meaningful conversation, and coaching-inspired insights into evenings that are enriching and fun – so growth feels natural, not heavy or “self-helpy.”
Whether you’re ready to explore what’s next or simply want more joy, depth, and inspiration in your everyday life, you’ll head home lighter, brighter, and more alive – carrying fresh energy and excitement for all that’s ahead.
Crisis? Puh-leeze… midlife is your comeback tour. And Connected Hearts is your all-access pass!

The Warmth of Real Connection
A Look Inside a Connected Hearts Evening
So, how do we bring those promises to life? While the theme is always new, every gathering follows our signature flow that helps you relax and connect:
And of course, there will always be delightful snacks and non-alcoholic beverages to enjoy. Our consistent flow is the canvas; the unique monthly themes are the art. You always leave with something valuable – a renewed perspective, a tangible tool, or simply a lighter heart.

FAQs
Our goal is to create genuine connection and a true community, and that happens through powerful shared experiences.
A membership creates a foundation for these experiences to build on each other month after month. When the same circle of women shows up together, we create a collective history. This consistency builds a strong sense of trust that you simply can’t get from a drop-in event, where you’re always starting from scratch. It allows us to move past the surface-level small talk and create a safe space where you can feel truly seen, share more openly, and build the kind of authentic bonds that last.
That’s a wonderful question, as it gets to the very heart of what makes this community so unique. While casual social groups can be lovely, Connected Hearts is designed to provide a deeper, more reliable, and enriching experience.
Here are the key differences:
- It’s Intentionally Facilitated. Unlike a casual meetup where conversation can be left to chance, every Connected Hearts gathering is thoughtfully designed and gently guided by Cheryl Dillon, a certified life coach. This structure removes all the guesswork and potential for awkwardness, ensuring everyone feels included and the conversation naturally flows to a more meaningful place.
- It’s a Blend of Fun & Self-Discovery. We go beyond surface-level chat. Our evenings blend engaging, hands-on activities with just the right amount of guided self-reflection. We’re here to tend to both our “Outer Garden” of friendships and our “Inner Garden” – our relationship with ourselves. This dual focus on connection and personal growth is something you won’t find in a typical social club.
- Zero Hosting or Planning Required. In many groups, the burden of planning, hosting, and leading eventually falls on the members. Here, that’s all taken care of. This is your night to simply arrive, exhale, and enjoy. You get all the benefits of a beautifully curated experience without any of the obligations.
- It’s an Intentional Community. To ensure our community is the perfect fit for both you and our members, we invite all interested women to experience a gathering as a guest first. This approach isn’t about being exclusive; it’s about being intentional. It ensures the room is filled with thoughtful, kind women from our North County community who share similar values and a genuine desire for supportive, drama-free friendships.
In short, while social groups connect you over a shared interest, Connected Hearts connects you over a shared desire for a more joyful, meaningful life.
Connected Hearts is for women in their 50s and 60s. But more important than age is attitude. It’s for women who are kind, curious, and open – to new people, fresh perspectives, and meaningful experiences. Whether you’re already familiar with personal growth concepts or completely new to exploring these ideas, what matters most is showing up with warmth, a willingness to be real, and a desire for deeper conversations.
We believe the energy you bring shapes the space we share, and here, we’re all about creating a soulful community that’s refreshingly positive, genuinely supportive, and full of laughter, fun, and friendship.
If that feels like your kind of crowd, pull up a chair – we saved you a seat! You’ll leave each gathering feeling energized, more connected to yourself and others, and glad you came.
To maintain our focus on genuine personal connection, this community is not a fit for those whose primary goal is business networking. It’s also not a fit for women not open to conversations that go beyond the surface level and are not willing to explore fresh perspectives on life.
We do not discuss politics or other divisive topics in our community.
Being a member of Connected Hearts is an investment in your own well-being and happiness. It’s about creating dedicated space in your life to reconnect with yourself and build the kind of friendships that truly nourish your soul.
Here are the core benefits you can expect:
- Rediscover What Lights You Up. First and foremost, this is a space for you. Through our fun and meaningful monthly themes, you’ll reconnect with your own passions, curiosities, and sense of purpose. It’s a chance to hear your own voice more clearly and spark new possibilities for your next chapter.
- Build Friendships Rooted in Authenticity. When you are more connected to yourself, you naturally form deeper connections with others. Here, you will move beyond small talk and form lasting bonds with a supportive circle of local women who value what you value – and who get to know and appreciate the real you.
- A Monthly Dose of Joy and Inspiration. Think of our gatherings as your once-a-month refill. This is not heavy work; it is joyful exploration. You’ll consistently leave feeling lighter, brighter, and more energized, reminded of the beauty and potential that this stage of life holds.
- A True Sense of Belonging. Experience the profound comfort of walking into a room where you can truly let your guard down. Because our community is built on a foundation of self-awareness and mutual support, you can feel at home and cherished for exactly who you are.
- Meaningful Growth, Surrounded by Support & Encouragement. Life is full of ups and downs. As a member, you’ll gain new tools and perspectives to navigate your journey with more confidence, all while being cheered on by a community of women who are navigating it right alongside you. You are not alone.
In short, being a member means having a dedicated space and community to help you make this next chapter your best one yet – from the inside out.
Our monthly themes are always fresh and relevant – some are playful, others thought‑provoking or inspiring, but all are designed to spark insightful conversation, genuine connection, and personal growth. Possible topics may include:
- Simple practices to boost joy and calm
- Tools to improve communication and deepen friendships
- Strategies be kinder to yourself – and why it matters
- Finding your voice and speaking up with confidence
- Letting go of what no longer fits so you can make space for what does
- Style ideas that help you feel effortlessly fabulous
- Trusting your instincts
- Living in alignment with your values
- Handling life’s curveballs with confidence and ease
- Shaping a midlife that’s true to you
We hold our gatherings once a month. This consistent rhythm helps new connections deepen and gives you something you’ll truly look forward to. We typically meet on the first Tuesday of the first full week of the month, from 6pm to 8pm.
We meet each month in a comfortable private venue in Carlsbad, conveniently located just minutes from both the I-5 and the heart of Carlsbad Village. To ensure the privacy and safety of our circle, the specific address is shared only with registered attendees. Whether you are joining us with a Guest Pass or as a new member, you will receive the full location details in your personal confirmation email after completing your registration.
While we love our home base in Carlsbad, we may occasionally meet at another special North County venue to enhance a particular month’s theme. Any location change will always be communicated well in advance.
Yes. All members agree to our Connected Hearts Promise – a simple set of values that shape the kind of community we want to create together. It’s about being respectful, kind, and supportive; keeping our space non-judgmental; and making it easy for everyone to feel welcome. These shared commitments help ensure our gatherings stay positive, authentic, and meaningful for everyone.



















