We may have the same genes, but we vibe to very different playlists. Thankfully, New York has something for everyone, along with a few surprises that tested our patience, our navigation skills, and our middle-aged bodies.

A 2.5-mile out-and-back through rolling fields and forest in Simsbury, with a very important stop at the end.

Not every walk in The Family Stride journey looks like a trailhead and a packed bag. Some of them look like tulips in the rain, a flaky pastry, and a one-mile loop around a pond with your parents.

Spring rain brought everything to life…the falls were roaring, the moss was glowing, and Sam got his first rock-skipping lesson from the best teacher around.

Some trails are about the miles. Wagner Woods is about the meaning — and a few good reasons to pack your discs.

Before the trail plans, before The Family Stride existed at all, there were two women whose work planted the seeds of everything we're building. This is the story of how a book found me at exactly the right moment — and how an Instagram rabbit hole turned a dream into a plan.

There's a hill at the start of Talcott Mountain that will humble you quickly. And then you reach the ridge, and you forget all about it.

Hike #2 of The Family Stride brought us back to a mountain that holds a lot of history for our family — including one deeply memorable descent involving a screaming toddler and some very unfortunate timing with my work executives. This time around we came with new gear, a lot of intention, and the optimism that only exists before a steep climb. We found stunning ridge views, a 165-foot tower built on a romantic promise, a barbecue pit that inspired Steve, and a quiet moment with a stranger on the trail that we're still thinking about.

Also hawks. Hungry ones.

Every big journey starts somewhere. Ours started with a one-mile walk and a Pomeranian in a puffer vest. Meet The Family Stride, officially on the trail.

It started on a quiet morning surrounded by wildflowers and rolling hills, with one question none of us could shake: what if we came back and actually walked the whole thing? Consider this our origin story.