Explore Sagamore Hill and Theodore Roosevelt’s Historic Estate

Have you ever wondered what, exactly, brought about the end of the Gilded Age?

Look no further than our 26th president, Theodore Roosevelt, who was inaugurated in 1901 after the assassination of William McKinley, and pivoted the US away from its laissez-faire business traditions and toward the Progressive Era.

However, Roosevelt’s home, Sagamore Hill — nicknamed the Summer White House during his presidency — was built in 1884, smack in the middle of the Gilded Age.

The Sagamore Hill National Historic Site in Oyster Bay, New York, encompasses Roosevelt’s home, his son’s house (now a museum), a nature trail, a pet cemetery, and acres of land.

The park is free to enter, though you can pay $15 for a guided tour of Roosevelt’s home. During my visit, I roamed the property, its museum, and its nearby beach, but I’ll be back when the weather is warmer, giving me a glimpse of the home and its surroundings in their full glory.

Here’s what it’s like to visit the Summer White House and its expansive surrounding estate.

I drove out to Oyster Bay, a town on Long Island, to visit the Sagamore Hill National Historic Site, the home of President Theodore Roosevelt.

sagamore hill on google maps — Sagamore Hill is around 38 miles outside New York City.

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It’s free to visit Sagamore Hill, which contains the Roosevelt Museum, a nature trail, Roosevelt’s home, beach access, and more.

sagamore hill musuem nature trail — It was established as a National Historic Site in 1962.

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During Roosevelt’s presidency, he spent his summers at Sagamore Hill, which was nicknamed the Summer White House.

sagamore hill map — Roosevelt was president from 1901 to 1909.

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Now, it’s a historic site open to the public.

the trail sagamore hill — The park is around 83 acres.

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The museum is located in the Old Orchard House, which was built on the estate in 1938.

exterior of old orchard — That’s Old Orchard in the distance, named for its location on the former orchard.

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It was the home of Theodore Roosevelt Jr., the president’s eldest son. He died in 1944, shortly after becoming the oldest general to storm the beaches on D-Day.

theodore roosevelt musuem at old orchard — The Theodore Roosevelt Museum at Old Orchard.

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Theodore Jr. and his wife, Eleanor, purchased the land for Old Orchard from his family after they “tired” of living in rented homes.

orchard hill exterior — The museum, like the park, is free to enter.

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It has 12 rooms, making it smaller than his childhood home atop the hill but more than enough for their four children.

orchard house — The back of Old Orchard.

Gabbi Shaw/Business Insider

The home has since been turned into a museum for Roosevelt.

entrance of orchard house — The museum takes over the entire first floor.

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The upstairs is closed to the public, but the first floor is filled with Roosevelt facts and memorabilia.

orchard hill house — Roosevelt himself died before this house was constructed.

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The museum goes through Roosevelt’s entire life.

roosevelt museum — This display goes over his early life, growing up in New York.

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One of Roosevelt’s famed Rough Riders uniforms, custom-designed by Brooks Brothers, is on display.

The hat and pin Roosevelt wore to President McKinley’s funeral are there, too. McKinley’s death led to Roosevelt, his vice president, becoming the youngest president ever at 42.

roosevelt hat and pin — McKinley was assassinated in 1901 by an anarchist, Leon Czolgosz.

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Part of Roosevelt’s legacy was his dedication to preserving land. A display of junior park ranger badges from across the US honors his love of nature.

national park ranger badges — Roosevelt was instrumental in preserving and protecting land for future generations.

Gabbi Shaw/Business Insider

Of course, the museum also has a gift shop.

Behind the museum is the entrance to a 0.7-mile loop trail that leads to the beach.

orchard grove house — A view of Old Orchard from the back.

Gabbi Shaw/Business Insider

The surrounding forest is filled with oak and hickory trees.

woods sagamore hill — This path got pretty steep at some points.

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The trail leads to a boardwalk across a salt marsh to Cold Spring Harbor. A boardwalk in some form has been here since 1888, when Roosevelt built one for his family.

boardwalk at sagamore hill — This boardwalk crosses Eel Creek, a tidal salt marsh.

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During their time here, there were bath houses, a floating dock, and rowboats.

dunes sagamore hill — Roosevelt was an avid seaman.

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Now, it’s just a peaceful beach.

beach at sagamore hill — The water was quite still, almost like a pond.

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I hiked back to check out more of the grounds. These structures are from when Sagamore Hill was a functioning farm, from 1885 to 1948.

barns at sagamore hill — These structures were built in the early 1900s.

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Inside the former chicken coop, there’s information about the farm’s history, including images from the Roosevelt family’s personal archive.

barn sagamore — The structure was a chicken coop.

Gabbi Shaw/Business Insider

I walked toward Roosevelt’s house. I passed what was once a working windmill — Roosevelt once cut open his head while trying to repair it.

windmill sagamore — His wife only asked him to stop bleeding all over the carpet.

Gabbi Shaw/Business Insider

Finally, I came to Sagamore Hill. It was built in 1884 for Roosevelt and his first wife, Alice, but she died the same year, and Roosevelt left New York for years to grieve.

He returned for good after he remarried in 1886. Roosevelt and his second wife, Edith, remained married until his death in 1919.

roosevelts at home — The home was built in the Queen Anne style.

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The Latin phrase “Qui plantavit curabit” is etched over the front door. It means “He who planted will sustain.”

roosevelt family home crest — It’s the Roosevelt family motto.

Gabbi Shaw/Business Insider

The house was designed by architects Lamb & Rich.

front door sagamore — They designed buildings across the northeastern US.

Gabbi Shaw/Business Insider

A 22-year-old Roosevelt purchased the land on which Sagamore sits in 1880. He paid $30,000 for 155 acres, or roughly $1 million today.

sagamore side porch — The house has a wraparound porch.

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He lived here with his family until his death. During the seven years of his presidency, it became known as the Summer White House.

bench at sagamore hill — This bench looked a little worse for wear.

Gabbi Shaw/Business Insider

Peace talks during the Russo-Japanese War were held here. Roosevelt would later win the Nobel Peace Prize for his role in ending the conflict.

driveway seating sagamore — He was the first statesman to be given the honor.

Gabbi Shaw/Business Insider

A memorial for Roosevelt’s youngest son, Quentin, is on the property. A pilot, he was shot down during World War I, making him the only child of a US president to die during combat.

quentin roosevelt tomb — Quentin Roosevelt died in 1918 in France. His brother, Theodore Jr., would also die in France 26 years later, during World War II.

Gabbi Shaw/Business Insider

The day before Roosevelt died in 1919, he told his wife, “I wonder if you will ever know how much I loved Sagamore Hill.”

sagamore hill house — Roosevelt died in January 1919. He was 60.

Gabbi Shaw/Business Insider

After visiting, I understood why. It must’ve been a peaceful respite for Roosevelt, a true outdoorsman. I’ll be coming back when the trees are green and flowers are blooming.

exit sign from sagamore hill — The exit sign features a quote from Roosevelt: “Keep your eyes on the stars, but remember to keep your feet on the ground.”

Gabbi Shaw/Business Insider

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Explore Sagamore Hill and Theodore Roosevelt’s Historic Estate

I drove out to Oyster Bay, a town on Long Island, to visit the Sagamore Hill National Historic Site, the home of President Theodore Roosevelt.

It’s free to visit Sagamore Hill, which contains the Roosevelt Museum, a nature trail, Roosevelt’s home, beach access, and more.

During Roosevelt’s presidency, he spent his summers at Sagamore Hill, which was nicknamed the Summer White House.

Now, it’s a historic site open to the public.

The museum is located in the Old Orchard House, which was built on the estate in 1938.

It was the home of Theodore Roosevelt Jr., the president’s eldest son. He died in 1944, shortly after becoming the oldest general to storm the beaches on D-Day.

Theodore Jr. and his wife, Eleanor, purchased the land for Old Orchard from his family after they “tired” of living in rented homes.

It has 12 rooms, making it smaller than his childhood home atop the hill but more than enough for their four children.

The home has since been turned into a museum for Roosevelt.

The upstairs is closed to the public, but the first floor is filled with Roosevelt facts and memorabilia.

The museum goes through Roosevelt’s entire life.

One of Roosevelt’s famed Rough Riders uniforms, custom-designed by Brooks Brothers, is on display.

The hat and pin Roosevelt wore to President McKinley’s funeral are there, too. McKinley’s death led to Roosevelt, his vice president, becoming the youngest president ever at 42.

Part of Roosevelt’s legacy was his dedication to preserving land. A display of junior park ranger badges from across the US honors his love of nature.

Of course, the museum also has a gift shop.

Behind the museum is the entrance to a 0.7-mile loop trail that leads to the beach.

The surrounding forest is filled with oak and hickory trees.

The trail leads to a boardwalk across a salt marsh to Cold Spring Harbor. A boardwalk in some form has been here since 1888, when Roosevelt built one for his family.

During their time here, there were bath houses, a floating dock, and rowboats.

Now, it’s just a peaceful beach.

I hiked back to check out more of the grounds. These structures are from when Sagamore Hill was a functioning farm, from 1885 to 1948.

Inside the former chicken coop, there’s information about the farm’s history, including images from the Roosevelt family’s personal archive.

I walked toward Roosevelt’s house. I passed what was once a working windmill — Roosevelt once cut open his head while trying to repair it.

Finally, I came to Sagamore Hill. It was built in 1884 for Roosevelt and his first wife, Alice, but she died the same year, and Roosevelt left New York for years to grieve.

He returned for good after he remarried in 1886. Roosevelt and his second wife, Edith, remained married until his death in 1919.

The Latin phrase “Qui plantavit curabit” is etched over the front door. It means “He who planted will sustain.”

The house was designed by architects Lamb & Rich.

A 22-year-old Roosevelt purchased the land on which Sagamore sits in 1880. He paid $30,000 for 155 acres, or roughly $1 million today.

He lived here with his family until his death. During the seven years of his presidency, it became known as the Summer White House.

Peace talks during the Russo-Japanese War were held here. Roosevelt would later win the Nobel Peace Prize for his role in ending the conflict.

A memorial for Roosevelt’s youngest son, Quentin, is on the property. A pilot, he was shot down during World War I, making him the only child of a US president to die during combat.

The day before Roosevelt died in 1919, he told his wife, “I wonder if you will ever know how much I loved Sagamore Hill.”

After visiting, I understood why. It must’ve been a peaceful respite for Roosevelt, a true outdoorsman. I’ll be coming back when the trees are green and flowers are blooming.

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