United States Military Academy at West Point
1802The oldest continuously occupied military post in America, established as a fortress during the Revolution and a military academy since 1802.
Everything Fishkill is known for
Songs written about the waterways and highways that run near Fishkill.
The oldest continuously occupied military post in America, established as a fortress during the Revolution and a military academy since 1802.
The birthplace, lifelong home, and burial place of Franklin Delano Roosevelt, the 32nd President who served an unprecedented four terms.
84 stories, landmarks & places within ~20 miles — the same local lore RoadyGoat plays as you drive through.
Imagine General George Washington pacing the floors of this very house, deciding the fate of the Revolution! This is the Van Wyck Homestead, and it served as a crucial headquarters for the Continental Army during the…
Pull over for a sec; this unassuming house, 'Driftwood,' was home to Captain Moses W. Collyer, a real Hudson River legend. In 1899, after years navigating the Hudson, Captain Collyer settled here and lived in this house…
Get ready for a history lesson with a view! We're approaching the site of the Mount Beacon Incline Railway, once a super popular way to reach the summit and soak in the Hudson River Valley. The Otis Elevator Company and…
Prepare to step back in time! This area in Wappingers Falls isn't just any village center; it's a historical district forged in the fires of the Industrial Revolution. In the 1800s, Wappingers Falls boomed as mills…
Pull over here for a second, because this unassuming spot was actually a hotbed of Revolutionary War activity. Mount Gulian, that manor house you see, played a pivotal role in shaping American history. Back in 1783,…
This isn't just another old building; it's a monument to the dawn of organized firefighting in Beacon.Back in 1893, before Beacon was even a city, the Lewis Tompkins Hose Company No. 1 Firehouse was built. Designed by…
Ever wonder why Beacon feels so unique? It’s because you’re entering the Lower Main Street Historic District, a perfectly preserved snapshot of its past. Back in the late 1800s, this stretch of Main Street really took…
Take a stroll down this one-block historic district and step back in time to a bygone era. This unassuming street corner in New Hamburg was once the height of local society. In the mid-1800s, Stone Street became the…
Imagine hosting the most sought-after architect in the Hudson Valley. That's exactly what Judge John J. Monell did when he commissioned 'Eustatia'. In 1867, Monell, a New York State judge, and his wife, Caroline DeWindt…
Prepare to be amazed! This unassuming spot was once a Nabisco box-printing factory, but now it's Dia Beacon, a world-renowned contemporary art museum. The Dia Art Foundation transformed the space in 2003, working with…
Mourned by many, this ancient cottonwood tree stood for centuries before its demise, becoming a beloved local landmark. It was known as the Balmville Tree and was the oldest of its kind in the Eastern United States.…
Pull over near the David Crawford House to hear a fascinating story about Newburgh's maritime history. This house, built in 1830, was the home of David Crawford, a prominent figure in the Hudson River shipping industry.…
Welcome to the Old Town Cemetery, a silent testament to a group of refugees who sought a new beginning in America. In 1710, a wave of Palatine Germans, fleeing hardship in their homeland, were transported from England…
Prepare to be awestruck by the Dutch Reformed Church, a Greek Revival masterpiece that's more than just a pretty building; it's a symbol of Newburgh's fight to preserve its past. Designed by Alexander Jackson Davis, a…
Imagine a time when this whole area was farmland, stretching as far as you could see. This is the Joseph Horton House, a survivor from that era. Between 1725 and 1752, Joseph Horton built this farmhouse as the heart of…
Pull over here for a second – this area whispers tales of a boom time in Newburgh’s history. This is the East End Historic District, and it’s more than just old buildings; it's a snapshot of a city on the rise. Back in…
Check out that imposing building – that's the old Newburgh Armory, a reminder of New York's military past. Built in 1880, this armory on Broadway was designed by John A. Wood to house a local unit of the New York…
Right here, beneath the courthouse and possibly even the road we're on, lies a story of a community largely forgotten: Newburgh's 19th-century African American population. This burial ground was active from around 1832…
Look to your left! That's Pollepel Island, home to the crumbling remains of Bannerman's Castle, a monument to ambition and a whole lot of leftover military gear. David Bannerman, an immigrant from Scotland, started a…
Imagine this quiet stone house buzzing with revolutionary fervor! This is the Belknap Stone House, and it was a nerve center for the local patriots during the fight for American independence. Built in the 1750s by Abel…
Imagine George Washington sleeping under this very roof! This unassuming house on Beekman Road has witnessed centuries of history. In the mid-1700s, the oldest part of the Storm–Adriance–Brinckerhoff House was built.…
Imagine the clanging of hammers and the smell of hot iron filling the air – this unassuming building was once the heart of transportation in Nelsonville. H.D. Champlin started his horseshoeing and wagonmaking business…
This unassuming spot helped change the course of the Civil War. Here stood Plumbush, the home of Robert Parker Parrott, the man who invented the Parrott gun. Parrott was superintendent of the West Point Foundry, just up…
Imagine living in a house designed by a famous architect! That's the story of The Grove, right here in Cold Spring. In the mid- 1800s, Dr. Frederick Lente, a surgeon at the West Point Foundry, commissioned Richard…
Imagine a time before cars dominated the landscape; this area around Indian Brook Road offers a glimpse into that past. From the late 1700s to the mid-1900s, this crossroads was a rural hamlet, first known as Warrens,…
Imagine the ground shaking beneath your feet – this quiet park was once a powerhouse of gunpowder production! Asa Taylor built a gunpowder mill here in 1816. Later, the Laflin & Rand Powder Company took over in 1869,…
This unassuming spot helped the Union win the Civil War. The West Point Foundry, established after the War of 1812, churned out iron goods here for nearly a century. But it was during the Civil War that the foundry…
Feast your eyes on a stunning Queen Anne-style house, a testament to Cornwall-on-Hudson's past! Built around 1870, the Wyant-Talbot House was commissioned by L.N. Wyant, a prominent local merchant. Later, a Mr. Talbot…
Get ready for a drive you won't forget! This isn't just a road; it's the Storm King Highway, carved right into the side of Storm King Mountain. Back in 1916, engineers achieved something remarkable. They blasted and…
Imagine the sweet, crisp aroma of apples hanging heavy in the air – that's the legacy of Kimlin Cider Mill. The Kimlin family, newly arrived from Ireland in the 1850s, established a farm here. By the 1880s, they'd…
Prepare to be wowed by mid-century modern architecture! This is the Peter and Karen McComb House, designed by the renowned Marcel Breuer. Construction on the original section wrapped up around 1951. The initial design…
Imagine: the fate of a nation hanging in the balance, right here. This is the New Windsor Cantonment, the final winter encampment of the Continental Army. After the victory at Yorktown in 1781, the war wasn't quite…
Pull over for a second – this unassuming Georgian house was once at the heart of the American Revolution. From the early 1780s, General Henry Knox, Washington's artillery chief, used this house, then owned by the…
Pull over here for a second; this spot is more than just a pretty view – it's where technology and artistry collided! Samuel F.B. Morse, the very guy who invented the telegraph, built his Italianate mansion, Locust…
Imagine living in a gatehouse so charming, you decide to make it your forever home. That's the story of Normandy Grange. Evans Dick commissioned this Norman-style house and farm complex in the early 1900s. It was…
This unassuming firehouse tells a story of carpets, community, and company towns. In the early 1900s, the Firth Carpet Company was booming and needed to house its workers. So, they built a whole neighborhood here in…
The oldest continuously occupied military post in America, established as a fortress during the Revolution and a military academy since 1802.
Pull over for a second, because this unassuming fieldstone house whispers tales of Cornwall's earliest days. Built around 1770, this is the David Sutherland House. David Sutherland was a descendant of William…
You're passing a building that once housed an entire college! The Main Building at Vassar College wasn't just a building; it *was* Vassar. Completed in 1861, this Second Empire masterpiece by James Renwick Jr. was the…
Before Vassar College even opened its doors, this spot was poised to change how women participated in science. Completed in 1865, the Vassar College Observatory was the first building on campus. Its construction was…
Ever feel like you've stepped back in time? That's Garrison Landing for you. This whole district sprang up in the mid-1850s, right after the Hudson River Railroad laid its tracks. A local ferry company president built…
You're driving along a road with history beneath its wheels! You're close to the Old Albany Post Road, a section of one of the oldest roads in America. Back in the mid-1600s, this route began as Native American trails.…
Pull over for a minute, because this unassuming house holds secrets from the birth of the nation. This is the Mandeville House, the oldest one standing in Garrison. Back in 1735, it was built as a simple farmhouse.…
These bricks whisper tales of revolution and faith. The Glebe House, built in 1767, served as the rectory for Reverend John Beardsley, minister of Christ Church in Poughkeepsie and Trinity Church in Fishkill. He and his…
Think of this spot as Poughkeepsie's safety net for its most vulnerable residents. The Poughkeepsie Almshouse and City Infirmary, built in 1868, offered refuge to the poor and sick. This complex, designed with…
Imagine a time when trains were the lifeblood of the Hudson Valley. Highland Falls Station, built in the 1880s, was a vital stop on the West Shore Railroad. Passenger trains regularly stopped here, connecting Highland…
Imagine summering in a castle overlooking the Hudson! That's what life was like for railroad tycoon William H. Osborn and his family at Castle Rock, built in 1881. Osborn, president of the Illinois Central Railroad,…
Prepare to be transported back to the early days of Poughkeepsie at the Barrett House, a local architectural gem. This Greek Revival brick townhouse, now home to the Barrett Art Center, stands as a testament to the…
This unassuming brick building was once at the heart of Poughkeepsie's booming manufacturing scene. The Poughkeepsie Underwear Factory, constructed in 1874, was built to produce, you guessed it, underwear. The factory's…
Pull over for a minute; you're about to see a piece of theater history! The Bardavon 1869 Opera House is the oldest continuously operating theater in all of New York State. Built in 1869, it was originally called the…
This Romanesque armory was designed by the same architect who designed the New York State Capitol. The New York State Armory was built in Poughkeepsie in 1891. Isaac G. Perry, then the New York State Architect, designed…
This building whispers stories of local news, back when newspapers were king. Once the home of the Poughkeepsie Journal, it was built in 1941 in a Colonial Revival style. The newspaper was a local institution. The…
Ever wonder why Poughkeepsie has such a grand train station? It was a symbol of pride when it opened in 1918. Designed as a smaller version of New York City's Grand Central Terminal, the Poughkeepsie Railroad Station…
Imagine a train rumbling high above the Hudson River – that’s exactly what this spot was built for! Completed in 1889, the Poughkeepsie-Highland Railroad Bridge was once the longest in the world. It carried trains…
Pull over for a second—these scattered stones tell a story of wealth, family, and slow decay. This is all that's left of the Colden Mansion, built around 1767 by Cadwallader Colden Jr., son of a powerful colonial…
Prepare to be amazed by Manitoga, a place where design and nature intertwine like nowhere else. This was the home and studio of Russel Wright, an influential industrial designer, and his wife Mary. From 1941 to 1961,…
Get ready for a slightly spooky history lesson: This imposing complex is the former Hudson River State Hospital. Designed in 1867, the hospital opened in 1873. It was built according to the Kirkbride Plan, which called…
Imagine life in the Hudson Valley almost 300 years ago! The Shuart-Van Orden Stone House, built around 1740, stands as a reminder of those early days. This stone house was built by some of the area's first European…
Built in 1768, this brick house was home to one of the earliest settlers in the area. The Nathaniel Hill Brick House, or just the Brick House as locals call it, was built by Nathaniel Hill. He was one of the first to…
This seemingly peaceful spot on the Hudson was once the site of a brutal and pivotal battle in the fight for American independence. Fort Montgomery, built in 1776, was a key American stronghold designed to control the…
This house stands as a reminder of a man who fought to preserve the Union and then helped build his community. John R. Hays built this house on Maple Street after serving as an officer in the 124th New York Volunteer…
Get ready to cross a bridge that was once a record-breaker! The Bear Mountain Bridge was the longest suspension bridge in the world when it opened. In 1924, folks celebrated the completion of this impressive structure,…
Was George Washington really here? This unassuming house might have been one of his headquarters during the Revolutionary War. The John Kane House was built in the mid-1700s. During the Revolution, when the Continental…
Raise a glass! You're near America's oldest winery, Brotherhood Winery. It all started back in 1816 when Jean Jacques, a French immigrant, planted his first vines here in the Hudson River Valley. By 1839, Brotherhood…
Imagine world leaders discussing policy right where you're driving, because Eleanor Roosevelt, the groundbreaking First Lady, made this her retreat and a hub for progress. After her husband Franklin D. Roosevelt's death…
Imagine escaping the weight of the world, especially when you're leading a nation through the Great Depression and on the brink of war. That's exactly what Top Cottage offered Franklin Delano Roosevelt. Built in 1938…
This unassuming house whispers tales of early settlers and architectural evolution. The Andries DuBois House, built by a descendant of New Paltz's original Huguenot settlers, stands as a testament to time. Andries…
Imagine carving a life out of the wilderness – that's what Lambert Jenkins did right here. In 1793, Jenkins, an early settler, built a stone house and mills on land that was originally part of the Huguenot Patent owned…
The birthplace, lifelong home, and burial place of Franklin Delano Roosevelt, the 32nd President who served an unprecedented four terms.
Imagine growing up in a place so special, you return to it again and again, even while leading a nation. That's Springwood, the heart of the Home of Franklin D. Roosevelt National Historic Site. Franklin Delano…
This unassuming house and school was once a vital hub for the community of Gardiner. Built around 1772, the stone house took on a new role in 1835 when a school was added. For nearly a century, children from the…
Pull over for a sec...this humble building has seen generations come and go. It's the Smith Clove Meeting House, a Quaker place of worship that's been standing here since the early 1800s. Built by the local Quaker…
Right here, in this unassuming spot, history was unearthed! This is where artist and scientist Charles Willson Peale excavated one of the world's first fully articulated prehistoric skeletons, a mastodon. Imagine it:…
Ever wonder how the bricks that built this region were made? This spot holds a key piece of that story. In 1870, James Burns Crowell decided against becoming a teacher and instead established this mill. It wasn't just…
Check out that brick building! It's more than just a pretty facade; it was once the First National Bank of Brewster, a cornerstone of this community's financial life. Built in 1886, this Queen Anne-style building served…
Get ready to discover a garden unlike any other in America, a tranquil escape inspired by ancient Chinese art! It all started in the 1930s when Walter and Marion Beck began creating a private garden, drawing inspiration…
Ever wonder how Brewster, New York, got its name? It all starts with this house. This is the Walter Brewster House, built around 1850 by Walter Brewster himself. Walter Brewster was a key figure in the area's…
Pull over here for a second – this unassuming house was once a bustling tavern! Back in the early 1800s, before interstates, this was a key stop on the Newburgh-Cochecton Turnpike. Travelers on that route would stop…
Right here, on this land, a community fought for its very existence. Before the Civil War, this was the New Guinea Community, a settlement of free Black families. Beginning in the 1840s, they built homes and farms,…
Imagine building a new life, stone by stone, after fleeing religious persecution. That's the story etched into the very foundations of Huguenot Street. In 1678, a small group of Huguenots, French Protestants, settled…
Stand near this unassuming wooden church, and you're standing in what's left of Doanesburgh, a once-bustling hub of eastern Putnam County. This is the Old Southeast Church, the oldest house of worship still standing in…
Step back in time at this remarkably preserved 1721 stone house, a prime example of colonial Dutch architecture. Jean Hasbrouck built this house in 1721. It stands as a testament to the early Dutch settlers in this…
Get ready to step back into the Gilded Age, a time of incredible wealth and lavish living! This is Vanderbilt Mansion, once the country estate of Frederick and Louise Vanderbilt. The mansion, known as Hyde Park, was…
Imagine escaping the city to a rustic cabin in the woods, surrounded by nature and the quiet rustling of leaves. That's exactly what naturalist John Burroughs did when he built Slabsides. In 1895, Burroughs and his son…