Join Us Friday, September 5

  • I’ve solo traveled to all 50 states, and I think the best way to explore a new city is by walking.
  • I love exploring places like Chicago, New York City, and New Orleans on foot.
  • I moved to Boulder, Colorado, because of it’s walkability and proximity to fun hiking trails.

After traveling solo to all 50 US states, I’ve learned that to truly get a feel for a city, you have to get out of the car and explore.

Of course, some cities make this easier than others, but I love traveling to places where you don’t need a car to feel part of the rhythm.

Here are my seven favorite walkable cities in the US.

Chicago is one of my favorite places to walk around.

I grew up in Illinois, just a few hours outside Chicago, and it will always be one of my favorite cities in the world. Part of why I love it so much is that it’s so walkable.

The city’s flat layout, efficient public transit, and miles of lakeside paths make it easy to explore without a car. I love wandering around Millennium Park, pausing for coffee or to admire the architecture.

In my opinion, each neighborhood feels like its own little city — walkable, vibrant, and alive.

You can stroll through most of Healdsburg, California, in one day.

As someone who’s spent a lot of time in Sonoma wine country, I think Healdsburg, California, is the best city to stroll through. I like that it’s small, which means I can explore most of it in a single day.

The downtown plaza is surrounded by tasting rooms, wine bars, beautiful hotels, art galleries, and cafés with sidewalk seating.

I recommend popping into Healdsburg Bubble Bar for a sparkling drink or Harmon Guest House for a cozy stay.

There’s so much to explore in New York City.

In my opinion, New York City is truly designed for life on foot. Its dense grid, extensive public transit, and endless mix of neighborhoods mean it’s easy to get around without a car. In fact, having a car here can often slow you down because of the heavy traffic.

During my last visit, I walked around neighborhoods without a plan, spent hours in Central Park, and roamed the lively streets until I found a café.

I moved to Boulder, Colorado, because of its walkability.

When I moved to Colorado over a decade ago, I knew walkability was important to me when picking a place to live. I eventually settled in Boulder, which is, in my opinion, one of the most beautiful and walkable places in the country.

When I’m not traveling, I rarely even use my car. Instead, I walk downtown to the Pearl Street Mall for coffee, food, and shopping.

I hike trails that are accessible from town, like Chautauqua and Mount Sanitas, and I spend time in Boulder Creek, which is easy to reach from the paved walking paths.

Visiting Carmel-by-the-Sea, California, feels like walking through a real-life fairytale.

One of my favorite spots on the California coast is also one of the most walkable — Carmel-by-the-Sea. The city feels like a fairytale come to life, with a village-style layout that has no street addresses, just storybook cottages and the ocean breeze.

It’s one of the most peaceful, pedestrian-friendly towns I’ve ever visited, filled with quiet courtyards, flower-covered walls, and winding paths that lead to the sea.

I recommend the Stillwell Hotel for a relaxing stay, Nicolas for a satisfying dinner, and Barmel for elevated cocktails.



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