Connected Hearts: A Community for Midlife Women Ready for Something More Real.

Genuine connection, fresh perspective, and a place where you can be yourself, feel seen, and truly belong.

As women in midlife, we’ve reached a stage where real connection, fresh inspiration, and moments of joy matter more than ever – yet they can also feel harder to find.

That’s exactly why Connected Hearts exists.

– Cheryl Dillon

What is Connected Hearts?

Fun. Meaningful. Real.

Connected Hearts is a membership community for women in their 50s to early 60s. It’s a place where personal growth, genuine connection, shared joy, and authentic friendships come together.

At the heart of the community are signature monthly gatherings that blend engaging experiences, meaningful conversations, and plenty of laughter. Each month we explore relatable topics that matter in this season: from confidence, boundaries, and navigating change, to purpose, relationships, and discovering what’s next.

Every gathering follows a thoughtfully guided flow, so you never have to wonder what to say or how to fit in. You simply show up, relax, and step into an atmosphere that feels warm, welcoming, and enjoyable. You’ll leave with a fresh perspective, practical ideas you can actually use, and renewed excitement about what’s possible.

No politics. No religion. Phones away.

Just presence – and space to be yourself.

We believe midlife is a time of possibility, not of decline. A chance to keep growing, try new things, and create a life that feels as good on the inside as it looks from the outside.

That journey begins with ourselves. Becoming a better friend to ourselves is foundational to happiness, and each month, we explore simple ways to live that truth.

Connected Hearts is more than a monthly gathering – it’s an ongoing community where women stay connected, continue growing, and enjoy time together throughout the month. It becomes something you’re truly part of, not just something you attend.

Together, we’re creating a chapter of life that feels expansive, vibrant, and fully our own.

Ready to see how it all comes together?

Why I Created Connected Hearts

Midlife is full of possibility – but it also brings change.

Children grow up. Careers evolve. Relationships shift. Some women relocate. Others simply reach a point where they realize they’re ready for something more.

Most women I talk to say the same thing – they have people in their lives, but not really anyone they feel truly close to.

That was my experience, too.

What I wanted was a circle of women having real conversations – and real laughs – about relationships, identity shifts, growth, and everything that comes with this chapter, while showing up for one another month after month.

When I couldn’t find anything like that (and I looked), I decided to create it.

Connected Hearts is the community I was searching for – and the one so many women have told me they were searching for, too.

What Women are Saying

The evenings are so thoughtfully run, and it’s easy to dive into open, honest conversation. I love being in community with these women and look forward to our gatherings each month.

Amy B., Oceanside
There’s a warmth and authenticity here that’s hard to find. I’m so grateful this community exists.
Brenda G., Escondido

Connected Hearts has reinforced for me that there is a community of support, friendship, and laughter out there if you open yourself up to it.

Participating is like receiving a superhero cape. It makes me feel brave, but also wrapped in comfort and warmth.

Annette W., Carlsbad

The membership offers a safe place for women to get together, make new friends, and share of themselves without fear. I have not experienced anything like this before.

Kelly S., Carlsbad

Experience Connected Hearts in Carlsbad

Connected Hearts comes to life through our local community in coastal North County San Diego.

Members gather throughout the month for thoughtfully guided experiences, meaningful conversations, and opportunities to build genuine friendships that deepen over time.

If you’re wondering what membership looks like, how the community works, or how to attend a gathering as a guest, explore the Carlsbad community.

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