Explore Manhattan: A 35K Step Journey from North to South

From Hudson Heights to Battery Park: A Walking Adventure in NYC with iBestTravel

If there’s one thing New Yorkers excel at, it’s walking! A lengthy stroll from the northern end of Manhattan to its southern tip is undoubtedly an extraordinary way to experience the city—perfect for a milestone birthday or an idyllic day with comfortable weather.

On a lovely sunny day in NYC, my fellow editor, Ann Douglas Lott, and I embarked on an unforgettable walking adventure that totaled 35,000 steps over 16 miles. With multiple restroom breaks and a memorable encounter with a giant hot dog, the journey promised to be both fun and revitalizing.

First leg: Hudson Heights and Riverside Park

Chamidae
The Met Cloisters to 84 St, 10:30am to 1pm

We began our exploration at the Met Cloisters, just blocks away from the Hudson River, with stunning views awaiting us. Parks are essential when walking through the city, as they provide more room and less congestion compared to busy streets.

The weather was so crystal clear that we could see One World Trade Center in the distance. While strolling, we enjoyed views of the George Washington Bridge and the Little Red Lighthouse. Along the way, we encountered a trombone player serenading the Hudson River, creating an unforgettable atmosphere.

Views from Riverside Park
There’s nothing lovelier than a morning stroll through NYC’s Riverside Park © Ann Douglas Lott

As we approached 100 blocks, we detoured slightly inland to admire Columbia University. Although it was closed that day, it was an interesting stop. Continuing on, we made our way back to Riverside Park and headed towards the famous 91st Flower Garden, the perfect spot for our first break and rehydration.

Maison Pickle lunch
Make the ultimate lunch pitstop at Maison Pickle © Ann Douglas Lott

Second leg: Lunch and Central Park

Ann Douglas
W 84th St to Lincoln Circle, 1pm to 3pm

Food is essential for fueling our adventure, and we settled on Maison Pickle, an impressive restaurant offering delicious options. Their honey butter rolls paired with a classic French dip sandwich provided the energy we needed to continue our journey.

Rowboats on The Lake in Central Park
Getting lost in Central Park is the perfect way to spend a summer day – but we had places to be © Ann Douglas Lott

After enjoying our lunch, we ventured towards Central Park, a place perfect for wandering. With its diverse landscapes and hidden gems, it’s a playground for urban explorers. Whether taking a stroll along the twisting trails of the Ramble or enjoying the roses at the Conservatory Garden, Central Park never fails to enchant.

Third leg: Times Square and Midtown

Chamidae
59th St to 23rd St, 3pm to 3:45pm

As we made our way down Broadway, we approached the vibrant chaos of Times Square, a must-visit spot for any New Yorker. Though crowded, it offered us an exhilarating break from our long walk—a dose of entertainment amid the bustling crowds.

Times Square Iconic Hotdog
Left: Bumping into an NYC icon, the giant hotdog in Times Square © Ann Douglas Lott

After soaking in the spectacle, we diverted to 6th Ave and proceeded towards Madison Square Park. Stopping for a refreshing ice cream break felt like the perfect way to recharge and indulge along the way.

Ice Cream at Caffe Panna
Take your ice cream to go and walk through Washington Square Park © Ann Douglas Lott

Fourth leg: Caffè Panna and Lower Manhattan

Ann Douglas
E 19th St to Battery Park, 4pm to 5:45pm

We made our way to Caffè Panna, a charming ice cream parlor known for its unique flavors and delightful atmosphere. After enjoying refreshing lemon olive oil ice cream, we continued our adventure towards Washington Square Park, a vibrant gathering place full of life.

As we approached the Financial District, we caught breathtaking views of One World Trade, adding a touch of history to our journey. With its striking design and significant symbolism, it served as a poignant reminder of our milestone-filled day.

Reflection Pools at September 11 Memorial
We had finally reached One World Trade after catching glimpses of it all day, passing the reflecting pools at the September 11 Memorial on the final stretch © Ann Douglas Lott

Walk stats

  • Steps: 35k+
  • Miles: almost 16 with detours
  • Total time (including stops): 7 hours and 15 minutes
  • Bathroom stops: 3
  • Elementary school field days witnessed: 3
  • College graduations witnessed: 2
  • Times we got catcalled: 5
  • Giant hotdogs spotted: 1

This remarkable journey through NYC—from the tranquil parks in the north to the historic sites in the south—was more than just a walk; it was an adventure filled with laughter, discovery, and unforgettable experiences that highlighted the beauty and diversity of New York City. Planning your own trip from tip to tip can offer an adventure of a lifetime filled with memories.


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