Darien, Connecticut

Prepare to be amazed by a house that redefined modern architecture: the Glass House. Philip Johnson, a hugely influential architect, built this as his weekend retreat in 1948 and 1949. Johnson was deeply inspired by the…

Get ready to cross Connecticut's oldest surviving movable bridge, built way back in 1884! This isn't just any old span; it's a piece of living history carrying Route 136 over the Saugatuck River in Westport. Before this…

Prepare to be wowed! You're near a house that helped launch the career of a modern architecture giant. Marcel Breuer, fresh from the Bauhaus school in Germany, designed this house for his family in 1947. It's a stunning…

Pull over here for a second. This unassuming building played a part in one of the most daring escapes of the Revolutionary War. This is Putnam Cottage, but back then, it was Knapp Tavern, a popular spot on the Boston…

Prepare to be amazed by the Graham House, a Modern masterpiece seemingly growing out of the Connecticut bedrock. Manhattan art dealer Robert Graham commissioned architect Eliot Noyes to design this unique home,…

This unassuming spot marks a legacy of bravery on the Long Island Sound. Coast Guard Station Eatons Neck is the oldest Coast Guard Station in New York. Founded in 1849 by the New York Lifesaving Benevolent Association,…

Imagine navigating these waters before GPS, relying only on the steady beam from Eatons Neck Light. Built in 1798, this lighthouse was designed by John McComb, Jr., the same architect who later worked on New York City…

Imagine life in early Colonial Connecticut. This unassuming saltbox house, the Thomas Lyon House, stands as a testament to those times. Built around 1739, it was home to Thomas Lyon, grandson of one of Fairfield…

Guiding ships since 1857, this lighthouse stands as a sentinel at the entrance to Huntington Bay. It's the Huntington Harbor Light, originally called Lloyd Harbor Lighthouse. In 1857, they established a lighthouse here.…

Philip Johnson's iconic residence, a transparent box of steel and glass, became one of the most influential buildings in modern architecture.

Imagine colonial life in New York at the Bush-Lyon Homestead, with sections dating back to 1720! This house started as a simple, one-and-a-half story home. Over time, around 1800, it grew. A kitchen wing was added to…

Ever wish you could've seen the Stones in a more intimate venue? Well, you might have if you'd been at the Capitol Theatre in Port Chester back in the day! Built in 1926, this place was originally a movie palace…

Ever wonder where America's yachting tradition took sail? You're near one of its birthplaces. The Seawanhaka Corinthian Yacht Club is among the oldest yacht clubs in the Western Hemisphere. Founded in 1871, the club…

Picture this: a pharmaceutical king decided he needed a castle, and that's exactly what he built right here. Tour this massive 40-room mansion built in the style of a medieval French château for a pharmaceutical…

Imagine sailing across the Atlantic to build a new life – that's exactly what Captain Thomas Fleet did, right here near Huntington. Around 1660, Captain Fleet arrived from England with his family and his own ship. He…

Prepare to be transported to a world of Gilded Age extravagance! This is the Vanderbilt Museum, once the magnificent estate of William Vanderbilt II. William Vanderbilt II, grandson of Cornelius Vanderbilt, inherited a…

Prepare to witness architectural history! Right here, nestled in Weston, stands a testament to the genius of Ludwig Mies van der Rohe: the Morris Greenwald House. Morris and Rose Greenwald commissioned Mies van der Rohe…

Ever swung an axe? Someone here might have made it. This area was once the heart of the Bradley Edge Tool Company, a thriving industrial village in the mid-1800s. The company was founded in 1834 and produced a variety…

You are at Sagamore Hill in Oyster Bay, New York, Theodore Roosevelt's home from eighteen eighty-five until his death in nineteen nineteen. Twenty-three rooms on one hundred fifty-five acres overlooking Oyster Bay, and…

Just a stone's throw from Theodore Roosevelt's beloved Sagamore Hill stands another piece of Roosevelt history: the Yellowbanks estate. Built in 1881, Yellowbanks was commissioned by James A. Roosevelt, Theodore's…

Get ready to step back in time to an amusement park that's been thrilling families for almost a century: Playland! Back in 1927, Westchester County decided to build a public amusement park on the Long Island Sound. It…

Check it out, you're near the Bronson Windmill, a unique survivor from a time when windmills dotted this whole area. Frederic Bronson, who owned a big estate around here, had this windmill built in 1893 and 1894. It was…

This unassuming church tells a powerful story of faith and community in the face of adversity. Bethel AME Church was cofounded in 1843 by Peter Crippen and Nelson Smith. The original church building, the one you see…

This unusual octagonal house, built in 1859, stands as a unique example of architectural experimentation. The Prime–Octagon House, located on Prime Avenue in Huntington, New York, was completed in 1859. It sits right…

Pull over here for a sec; this unassuming red building witnessed the birth of a nation! The Smith Tavern, right here in Armonk, served as a crucial gathering place during the Revolutionary War. Local militia used this…

You're approaching something truly special: the oldest private songbird sanctuary in the entire US! It all started with Mabel Osgood Wright, a passionate bird lover who, in 1914, decided to create a haven for our…

Pull over a sec; this is where you can learn about the Christeen, the oldest oyster sloop in the United States! She's a real piece of Long Island history. Built in 1883 in Glenwood Landing, the Christeen spent years…

Take a moment to reflect on the lives of African Americans who shaped this community, resting here at the Rye African-American Cemetery. In 1860, the Underhill family donated this land, ensuring it would forever be a…

Imagine living in a house that's seen over three centuries pass! That's the story of the John Wood House, right here in Huntington Station. Built around 1704, this wasn't just a house; it was a home, built in the…

That unassuming building you're approaching? It was once the summer home of famed architect Cass Gilbert, who designed some impressive additions to it. During the Revolutionary War, this tavern was right in the thick of…

Right here, in unassuming White Plains, lived a musical rebel! This is the former home and studio of Percy Grainger, an innovative composer and pianist who pushed the boundaries of music.Grainger, an Australian-born…

Imagine a place where justice echoed for over a century – that was the Westchester County Courthouse Complex. The complex evolved over time, starting with a courthouse built in 1857. Later, the Hall of Records was added…

Prepare to be transported to a world of Jazz Age glamour – you're approaching Oheka Castle, rumored to be the inspiration for F. Scott Fitzgerald's *The Great Gatsby*. Otto Hermann Kahn, a wealthy financier,…

This unassuming house is a powerful symbol of resilience. The Skinny House in Mamaroneck was built in 1932 by Nathan Thomas Seely, an African-American carpenter. He lost his home to foreclosure and his company to…

Imagine soldiers drilling right where you're standing! Seaside Park's story begins not with picnics and beaches, but with war. Back in 1846, as the Mexican-American War heated up, the State of Connecticut established a…

Step into the world of Frederic Remington, the famous painter and sculptor who captured the spirit of the American West. This is where he spent the last few months of his life. Remington and his wife, Eva, designed this…

Right here is where the legendary Walt Whitman began his journey. He was born in this farmhouse on May 31 1819. The house was built by his father, Walter Whitman, Senior, around 1810. The Whitman family lived here until…

Ever wondered where a Founding Father kicked back after shaping a nation? This is it: John Jay Homestead. John Jay, one of the authors of the Federalist Papers and the first Chief Justice of the United States, called…

These unassuming houses whisper stories of freedom and community, standing as the last tangible remnants of Little Liberia, a thriving 19th-century African-American neighborhood. The Freeman sisters, Mary and Eliza,…

Step right up to discover the life and legacy of P.T. Barnum, the master showman and circus magnate. This spot matters because it's home to the Barnum Museum, a treasure trove dedicated to his life and Bridgeport's…

Prepare to be moved by a place where love for our animal companions is etched in stone: Hartsdale Pet Cemetery. In 1896, a New York City veterinarian, Dr. Samuel Johnson, allowed a grieving woman to bury her dog on his…

Imagine a place where vaudeville legends and Hollywood stars once graced the stage. That's the story of the Palace and Majestic Theaters in Bridgeport. These theaters were built in 1921 and 1922 by Sylvester Z. Poli, a…

They call it 'Bug Light' for a reason – this little lighthouse has stood watch over Bridgeport Harbor for over a century. It marks Tongue Point, guiding ships safely in and out. Built in 1891, the Tongue Point Light,…

Prepare to be transported back to the Gilded Age. Hempstead House stands as a testament to the immense wealth and extravagant lifestyles of America's elite. Originally commissioned by Howard Gould, son of railroad…

Pull over here for a minute. This simple building played a huge role in the fight for freedom. The Chappaqua Friends Meeting House, built in 1753, became a vital station on the Underground Railroad, offering refuge to…

Pull over here and you're standing near the place where a global movement began! This is Stepping Stones, the home of Bill Wilson, co-founder of Alcoholics Anonymous. Bill and his wife Lois lived here for decades. Bill…

Imagine learning in this one-room schoolhouse built in 1790! It's the Umpawaug District School, and it's the only one-room schoolhouse still standing in Redding. Kids from this area walked here every day to learn their…

Legend says Execution Rocks Light is named for the executions that took place on these rocks, and some say it's haunted. While the name's origin isn't definitively known, a popular theory suggests that during colonial…

Get ready to hear about a Bridgeport treasure, Connecticut's Beardsley Zoo, a place where conservation meets recreation. It all started back in 1922, when wealthy local farmer James W. Beardsley bequeathed over 100…

Guiding ships since the 19th century, Sands Point Lighthouse stands as a sentinel overlooking the Long Island Sound. It's the fourth lighthouse established on Long Island. This stone tower was first lit in 1809. Samuel…

This unassuming farmhouse was the sanctuary of a journalistic titan who dared to take on a powerful monopoly. This is Twin Oaks, the home of Ida Tarbell from 1906 until her death in 1944. Tarbell, a pioneering…

Pull over for a second. You're passing a piece of New Rochelle history, a house that's seen centuries go by. This is the Lispenard–Rodman–Davenport House, and it's the oldest residential building in the whole town.…

Pull over for a second; you're about to see two estates that tell a century-long story of Long Island wealth and artistry. These are the Clayton and Cedarmere Estates, now listed together on historical registers.…

Walk in the footsteps of jazz legend John Coltrane, who composed his masterpiece 'A Love Supreme' in this very house. From 1964 until his death in 1967, this ranch house in Dix Hills, New York, was home to John Coltrane…

This grist mill, built in 1699, not only ground grain but also defined a town boundary. Back in the late 17th century, folks realized they needed a reliable way to grind their grain, and this spot on Stony Brook seemed…

Prepare to be amazed by Leland Castle, a Gothic Revival masterpiece that whispers tales of Gilded Age extravagance. Constructed between 1855 and 1859, this castle was the country estate of Simeon Leland, a wealthy New…

Pull over for a second – right here, in this unassuming corner of Westchester, lived a woman who changed the course of American history: Carrie Chapman Catt. From 1919 to 1928, this Arts and Crafts-style house, Juniper…

Step inside a time capsule at this general store, operating since 1857. Since before the Civil War, the Saint James General Store has been serving the community at the corner of Moriches and Harbor Hill Roads. It became…