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Dunderberg Spiral Railway: The Abandoned Railroad Hidden in Rockland County

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By 1890, Rockland County was on the verge of becoming home to what would have been the world’s largest gravity-powered amusement railway.

Had it been completed, visitors would have boarded steam-powered incline cars at the foot of Dunderberg Mountain near Jones Point. After climbing nearly 900 feet to the summit, they would have transferred to open-air railway cars and coasted nearly nine miles downhill, twisting through spirals, switchbacks, tunnels, and spectacular Hudson River vistas—all without an engine.

Instead, the project ran out of money after only about a year of construction, leaving behind one of New York’s most fascinating abandoned engineering projects.

A Vision Ahead of Its Time

The railway was conceived by Henry J. Mumford, who had found success operating the famous Switchback Railway in Mauch Chunk, Pennsylvania (now Jim Thorpe).

His idea was simple: build an even larger scenic attraction within easy reach of New York City.

Visitors would arrive by Hudson River steamboat at a grand station at Caldwell’s Landing, just south of Jones Point. Plans called for:

  • A massive hotel
  • Restaurants
  • Picnic grounds
  • Observation towers
  • A park at the summit
  • A state-of-the-art gravity railway unlike anything in America

Tickets were expected to cost 50 cents, and developers predicted as many as 300,000 visitors each season.

Construction Begins

Work started in the spring of 1890.

Hundreds of laborers blasted through solid rock using hand drills and black powder, carving railroad grades into the rugged mountainside.

Within months they had completed:

  • Much of the railway bed
  • Two massive incline grades
  • Large stone retaining walls
  • Deep rock cuts
  • A partially completed tunnel
  • An impressive stone arch bridge
  • Miles of construction roads

Considering every shovel of dirt and every stone was moved without modern machinery, historians consider the amount of work completed remarkable.

Then… Everything Stopped

Before a single passenger ever rode the railway, financing collapsed.

Construction halted in late 1890 or early 1891, likely after investors exhausted available capital. Workers abandoned the project almost overnight.

The rails were never installed.

The grand hotels were never built.

The first train never ran.

What’s Left Today?

More than 135 years later, hikers can still discover remarkable remnants hidden within what is now Bear Mountain State Park.

Among them are:

The Tunnel

Perhaps the most famous remnant is a partially completed tunnel, roughly 100 feet long, blasted directly through solid rock.

Although unfinished, its stonework remains remarkably intact and has become a favorite destination for adventurous hikers.

The Spiral Grades

Large sections of the railroad bed remain clearly visible.

The grades wind around Dunderberg Mountain in sweeping curves that would have carried coaster cars through two giant spirals and three dramatic switchbacks overlooking the Hudson Highlands.

Rock Cuts

In several places, workers blasted directly through cliffs, leaving impressive rock walls that still line the abandoned right-of-way.

Some unfinished drill holes where workers planned their next blasts remain visible today.

Stone Bridge

A beautifully constructed stone arch bridge still stands in the woods, another reminder of the craftsmanship invested in a railroad that never carried passengers.

Hiking the Railway Today

Modern hikers can follow portions of the abandoned railway using:

  • Ramapo–Dunderberg Trail
  • Timp–Torne Trail
  • Jones Trail

Many sections of today’s hiking trails actually follow the original railroad grade, making for surprisingly gentle walking despite the mountain terrain.

Why It’s Still Fascinating

Unlike many abandoned railroads that were dismantled after years of service, the Dunderberg Spiral Railway never operated for even a single day.

It remains a time capsule—a nearly complete Victorian engineering project frozen in the woods.

For hikers, photographers, railroad enthusiasts, and local history buffs, it offers one of the most unique adventures in Rockland County.

Walking the trails today, it’s easy to imagine what visitors might have experienced more than a century ago: breathtaking Hudson River views, thrilling downhill rides, and one of the most ambitious tourist attractions ever proposed in the Hudson Highlands.

Photo courtesy: Rich Zecchini

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Take the Haverstraw–Ossining Ferry to This Hidden Greenway

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Looking for a relaxing weekend adventure without the hassle of traffic? The Haverstraw–Ossining Weekend Ferry offers the perfect opportunity to explore both sides of the Hudson River.

The 15-minute ferry ride connects Haverstraw and Ossining, making it easy to enjoy waterfront dining, scenic walking trails, and local shops—all without ever getting behind the wheel.

Start with Lunch on the Waterfront

After arriving in Ossining, grab lunch at one of the restaurants just steps from the ferry terminal. Popular waterfront options include 3 Westerly and The Boathouse, both offering beautiful Hudson River views.

Discover the Sing Sing Kill Greenway

After lunch, take a leisurely walk to one of Westchester County’s hidden gems—the Sing Sing Kill Greenway.

Getting there is easy:

  • Walk up Main Street toward downtown Ossining.
  • Turn left onto Broadway.
  • Continue to the Joseph G. Caputo Community Center at 95 Broadway.
  • The Greenway entrance is located beside the lower parking lot.

The walk is approximately 0.9 miles (about 20 minutes) from the ferry terminal.

Once there, visitors can enjoy:

  • A peaceful paved trail winding through a dramatic rock gorge.
  • A rushing stream surrounded by mature woodland.
  • Spectacular views of the historic Double Arch Bridge, which carried the original 1842 Old Croton Aqueduct across the gorge.
  • Plenty of opportunities for photography and nature watching.

End the Day Downtown

Before heading back to Haverstraw, spend some time exploring downtown Ossining. Stop for an ice cream, enjoy a cup of coffee, or relax with a craft beer before catching the return ferry across the Hudson.

It’s an easy day trip that combines great food, beautiful scenery, local history, and outdoor recreation—all without worrying about traffic or parking.

The Haverstraw–Ossining Weekend Ferry operates Saturdays and Sundays through October 31, with service from 11 a.m. to 9 p.m.

For ferry schedules and fares, visit: https://tinyurl.com/haverstraw-ossining-2026

For more information about the Sing Sing Kill Greenway, visit: https://www.inossining.com/parks/sing-sing-kill-greenway/

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History of the Haverstraw Waterfront: From Brickyards to Riverfront Destination

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Today, families stroll along the Haverstraw waterfront, enjoy panoramic views of the Hudson River, dine at waterfront restaurants, and gather at parks that overlook one of the widest stretches of the river.

But for more than a century, this shoreline looked—and sounded—very different.

Long before it became a destination for recreation and tourism, the Haverstraw waterfront was one of America’s busiest industrial corridors, earning the village an international reputation as the “Brickmaking Capital of the World.”

A River That Built a Community

Haverstraw’s history has always been tied to the Hudson River.

In 1609, English explorer Henry Hudson, sailing for the Dutch East India Company, anchored in what is now Haverstraw Bay during his exploration of the river that would eventually bear his name. The broad bay offered a natural harbor and later became an important transportation route for commerce and settlement.

The name “Haverstraw” first appeared on Dutch maps in 1616 as Haverstroo, meaning “oat straw,” a reference to the grasses that lined the riverbanks.

The Clay That Built New York City

The discovery of rich yellow and blue clay deposits along the Hudson transformed Haverstraw forever.

Brickmaking began in the late 18th century, but the industry exploded after James Wood established the first commercial brickyard in 1815. Over the following decades, dozens of brick manufacturers lined the waterfront.

By 1883:

  • More than 40 brick yards operated along the Hudson.
  • Approximately 2,400 workers were employed.
  • More than 300 million bricks were produced annually.

Many of those bricks were shipped by barge to New York City, where they helped construct homes, schools, factories, churches, and iconic brownstone neighborhoods throughout Manhattan and Brooklyn. Historians estimate that at one time, more than two-thirds of New York City’s buildings were constructed using Haverstraw brick.

Life Along the Waterfront

The waterfront was a hive of activity.

Steamships arrived daily to transport bricks, agricultural products, and passengers. Freight docks bustled with workers loading barges bound for New York City, while smoke rose from the massive brick kilns lining the shoreline.

The industry attracted immigrants from Ireland, Italy, Eastern Europe, and other parts of the world, helping shape the diverse community that still defines Haverstraw today. Entire neighborhoods grew around the brickyards, and many families depended on the industry for generations.

Tragedy Strikes

The success of the brick industry came at a cost.

Years of excavating clay beneath steep hillsides weakened the land surrounding the village. On January 8, 1906, disaster struck when a massive landslide buried part of Haverstraw’s business district.

Nineteen people lost their lives, dozens of buildings were destroyed, and the tragedy remains one of the deadliest natural disasters in Rockland County’s history. The collapse was directly linked to years of clay mining beneath the village.

The End of an Era

By the 1930s, the Great Depression, increased competition, and the introduction of new construction materials led to a steady decline in brick manufacturing.

The last Haverstraw brickyard closed in 1941, ending an industry that had defined the waterfront for more than 100 years.

A New Beginning

For decades after the brickyards closed, much of the waterfront sat underused as former industrial properties awaited new life.

Beginning in the late 20th century, local leaders launched a long-term effort to reclaim the shoreline through environmental cleanup, planning, and redevelopment. State and local waterfront revitalization initiatives helped transform former industrial land into public spaces, housing, marinas, and recreational areas.

Today, the Haverstraw waterfront features:

  • Scenic riverwalks
  • Public parks and green space
  • Marinas
  • Restaurants
  • Residential developments
  • Community events overlooking the Hudson River

The transformation has turned an industrial shoreline into one of Rockland County’s most popular riverfront destinations.

Preserving the Past

Although the brick kilns are gone, Haverstraw’s industrial legacy remains visible.

The Haverstraw Brick Museum preserves artifacts, photographs, and stories from the community’s brickmaking era, ensuring future generations understand how the Hudson River shaped both the village and New York City.

Walking along the waterfront today, it’s easy to admire the sweeping river views. But beneath the parks and promenades lies the foundation of a community whose clay, craftsmanship, and hardworking residents helped build one of the world’s greatest cities.

Detail Photo of Haverstraw Clay Bank, Circa 1905, Dan DeNoyelles Collection, ©Haverstraw Brick Museum Archives

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