Stride Americana: The Very Hungry Travelers Hit Waterbury
On Sunday, they ate through 10 ice cream cones, 20 pieces of cheddar, 8 chocolate bars, and 12 cider donuts.
Stride Americana: Chasing (Dog’s Head) waterfalls for hike #7.5
The walking part was probably too short to be considered a hike, but the trail brought other wonders that kept us coming back all week.
Stride Americana: The Hills are Alive for Hike #7 at the von Trapp Family Lodge & Resort. And also, COOS!
A dozen highland cows grazing in a Green Mountain meadow, a Robert Frost poem in the woods, and pretzels that stole the show. Hike #7 had a little bit of everything.
Stride Americana: Headed North
Until we can follow the invisible string pulling us to England, the thread we follow stateside leads to Vermont.
Sisters Diary NYC Edition – Part 4: Drag Bingo, the Cellar, and the Long Journey Home
Our dad's old neighborhood, a 1am comedy show, and a power outage that turned a 2-hour train ride into 4. The Sisters Diary finale has it all, including the kind of ending nobody plans for.
Sisters' Diary: NYC Edition — Part 3: The High Line, Little Island & the Nap That Saved the Night
Day two of our NYC sisters trip took us along the High Line from Hudson Yards down to Chelsea Market, with a stop on Little Island along the way.
Sisters’ Diary NYC Edition – Part 2: A Goth Show, Webster Hall, and an Accidental Knicks Watch Party
My sister lights up Hollywood venues for a living. I light up at the idea of a quiet coffee shop. We met in the middle at a 1886 NYC concert hall for a goth rock show, and somehow it worked.
The (Extended) Family Stride – Sister’s Diary: NYC Edition, Part 1
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.
Tulmeadow Trail (Or: A Lesson in Justifying Ice Cream as a Post-Hike Reward)
A 2.5-mile out-and-back through rolling fields and forest in Simsbury, with a very important stop at the end.
Walk 5: A Mother’s Day Weekend to Remember
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.
Roaring Falls and Rock-Skipping Lessons: Hike 4 at Enders Falls
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.
Wagner Woods: Tradition, a Hidden Brook, and a Disc Golf Course
Some trails are about the miles. Wagner Woods is about the meaning — and a few good reasons to pack your discs.
The Women Who Showed Us the Way
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.
Back to the Mountain that Started it All: Talcott + New Gear + A Few Hawks Who Had Ideas
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.
Our First Stride: The Bog Walk
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.
Welcome to The Family Stride
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.