Kykuit estate

The Hudson Valley is full of incredible estates and historic houses. We may have previously seen our coverage of Kykuit: The Rockefellers’ Gilded Age Gem in the Hudson River Valley and The Ruins of Northgate, the Cornish Estate in the Hudson Valley. Presented below are close to thirty sites scattered throughout the Hudson Valley. They were home to artists, presidents, and robber barons and tell the story of the United States (and New York) from its humble Dutch origins through the Revolutionary War and well into the Victorian Era. These sites will keep you busy for years to come between attending guided tours and wandering around acres of idyllic landscapes.

28. Staatsburgh

Staatsburgh is one of New York’s most impressive mansions. The house was constructed in the 1890s by McKim, Mead, and White for Ogden Mills and his wife Ruth Livingston Mills. Completed within a year, the house contains 65 rooms, 23 fireplaces, and an incredible 14 bathrooms. The mansion was one of five homes owned by the Mills’ and they mainly sojourned at Staatsburgh in the fall when they would entertain as many as eighty guests at a time. In 1938, the estate (the mansion and 192 acres) were donated to the state of New York.

27. Kykuit

Kykuit estate

Kykuit, meaning lookout in Dutch, was home to four generations of the Rockefeller Family. It was designed by Delano & Aldrich in 1913 for John D. Rockefeller. The estate has something for everyone, beautifully landscaped grounds and gardens, outstanding interior rooms, and a modern art collection worthy of a museum (including works by Picasso, Chagall and Warhol, Brancusi, Calder, Noguchi, and more). Historic Hudson Valley, which operates Kykuit as well as other Hudson Valley sites runs a number of different tours of the estate and grounds.

26. Lyndhurst

A masterpiece by Alexander Jackson David, Lyndhurst was originally constructed in 1838 for William Paulding, Jr., a former mayor of New York City. The Tarrytown, New York estate is considered to be one of the finest Gothic Revival mansions. Its current incarnation is the result of Jay Gould, the railroad tycoon, and his daughters who were the final owners of the estate before it was donated to the National Trust for Historic Preservation and opened to the public. It has also been used as a setting in a number of films including Winter’s Tale.

25. Boscobel

Located in Garrison, New York, Boscobel is considered to be one of the finest examples of Federal-style architecture in New York. The house was constructed between 1804 and 1808 on a 250-acre river front site and was commissioned by States Dyckman. In 1924, Westchester County purchased the property to turn it into a park, however by the mid-1950s the house was slated for demolition. Ultimately, the house was dismantled and stored in a barn for a year until a new site (15 miles away) was found.

24. Lindenwald

Former U.S. President Martin Van Buren purchased Lindenwald in 1839 and lived there after his Presidency until his death. The house is located in Kinderhook, New York and was renovated by Richard Upjohn, whose work can be seen throughout New York City. Today, the house is operated by the National Park Service, which runs daily tours of the estate.

23. Clermont

Clermont hudson valley estate

Clermont was constructed between 1740 and 1750 by Robert Livingston, Jr. The original house was burned by the British because Margaret Beekman Livingston refused to assist them during the Revolutionary War. The current structure, located in Germantown, New York, was designed by Margaret and her son Robert (who co-invented the steamboat and administered the oath of office to George Washington on the steps of Federal Hall). Livingston descendants remained at the estate throughout the twentieth-century, when they donated the land to the state.

22. Montgomery Place

Montgomery Place was constructed in 1803 and is located in Annandale-on-Hudson. It was designed by Alexander Jackson Davis in the Italianate style for the Livingston family. Chancellor Livingston, who administered the oath of office to George Washington as the first president of the United States, lived in an earlier house on the site that was razed by the British during the Revolutionary War.

The house is open to the public through guided tours. Gardens and woodland trails culminating in vibrant cascades, which are accessible to the public for free, occupy most of the remainder of the 380-acre property.

21. Jay Heritage Center

The Jay Heritage Center is comprised of the 1883 Peter Augustus Jay House and the 1907 Van Norden Carriage House. The 23-acre property is the boyhood home of John Jay and is a stop on Westchester County’s African American Heritage Trail. The house was designed in the Greek Revival style by Edwin Bishop for John Jay’s son on the site of his father’s childhood home. Guided tours show off the house on its history, which include connections to James Fenimore Cooper, the Triangle Shirtwaist Factory, and Paleo-Indians.

20. Hyde Park

Hyde Park is the Vanderbilt estate and is one of the oldest Hudson Valley estates. Much of its 200-plus acres and historic buildings are open to the public as the Vanderbilt Mansion National Historic Site. The centerpiece of the site is fifty-four room mansion designed by McKim, Mead & White.

The mansion was constructed between between 1896–1899 and designed in the Beaux Arts style. The house was designed with all of the modern amenities only a Vanderbilt could afford at that time, including plumbing, forced hot air, central heating, and electric lighting. It was Franklin Delano Roosevelt who convinced the Vanderbilts to donate the property to the National Park Service, enabling visitors today to marvel in its grandeur.

19. Springwood

Springwood at Hyde Park

The Home of Franklin D. Roosevelt National Historic Site is home to Springwood, Franklin Delano Roosevelt’s birthplace, home, and final resting place. The estate, located in Hyde Park, was purchased by Franklin Delano Roosevelt’s father, James, in 1866. In 1915, FDR and his mother Sara began renovating and enlarging the house and created the imposing Italianate mansion that visitors see today. In 1943, Franklin Delano Roosevelt donated Springwood to the American people and after his death it was transferred to the National Parks Service.

18. Olana

olana church hudson river school estate

Olana is the home of the famed Hudson River School painter, Frederic Edwin Church, which he designed with help from Calvert Vaux. The house is located on the top of a 250-acre estate with stunning views of the Hudson Valley that he regularly painted. Guided house tours reveal a nineteenth-century Victorian treasure, reminiscent of Mark Twain’s Hartford home. Dozens of paintings by Church and his Hudson River School colleagues are on display. Additionally, there are Old Master paintings, pre-Columbian artifacts, Persian tiles, and even a peacock to behold.

17. Glenview

Glenview is a Victorian mansion that is located on the grounds of the Hudson River Museum in Yonkers, New York. The house was constructed between 1876 and 1877 for John Bond Trevor, a New York financier. In the 1920s, the estate and its grounds were sold to the City of Yonkers, which turned it into a park. The Hudson River Museum took it over in 1948 and later expanded into an adjoining building. Today, the mansion has been restored to its turn of the century brilliance.

16. Locust Grove

Locust Grove’s most famous resident was Samuel F. B. Morse, the inventor of the telegraph. Its name derives from the locust trees planted by Henry Livingston Jr., the estate’s first resident. Alexander Jackson Davis designed the Italianate style mansion for Morse in 1851. Almost no furnishings remain from when Morse lived at the house, though there is an informative exhibit on the inventor and a collection of some of his paintings in a visitor center.

15. Wilderstein

Thomas Suckley, a descendant of the Livingston and Beekman families, commissioned an Italianate villa, designed by architect John Warren Ritch, in 1852. The estate was named Wilderstein, meaning wild man’s stone in reference to a nearby Indian petroglyph, which can still be visited.

Thirty years later, Suckley’s son transformed the two story villa into an elaborate Queen Anne style country house complete with a dramatic five story circular tower. Wilderstein’s final resident was Margaret (Daisy) Suckley, a cousin and confidante of Franklin Delano Roosevelt. It was Suckley who gave Roosevelt his famous black Scottish terrier Fala. Calvert Vaux and Joseph Burr Tiffany helped make Wilderstein a must see.

14. Windrift Hall

Some Hudson Valley estate are still privately owned, and Windrift Hall can be rented for events like weddings or yoga retreats, or just a stay with friends.  The 1795 historic manor sits atop a hill surrounded by 14 acres of nature, at the end of a long and winding road. You’ll quickly be transported elsewhere.

This is well-loved historical home, restored with the right balance to keep it feeling well-worn and imperfect, yet warm and welcoming. You can feel how this house has grown and adapted over the centuries, embracing what’s to come.

13. Philipsburg Manor

IMG_2241 Philipsburg Manor

Philipsburg Manor was created in 1693 through a royal charter granted to Frederick Philipse I. His 52,000 acre manor remained intact through 1779. Today, visitors can “wander along a picturesque woodland path and enter the year 1750″ and witness what was ” a thriving farming, milling, and trading center owned by the Philipses.” The Manor provides numerous demonstrations in its gristmill, garden, and farm, which are engaging and informative for visitors of all ages.

12. Sunnyside

In the 1830s Washington Irving purchased an eighteenth-century tenant farmhouse, which he remodeled into a Gothic and Spanish Revival Cottage called Sunnyside. Irving even added a tower inspired by the Spanish architecture he fell in love with while Ambassador to Spain. The house, which Oliver Wendell Holmes, Sr. said was “the best known and most cherished of all the dwellings” in the United States after Mount Vernon, remained in the Irving family until 1945. John D. Rockefeller, Jr. purchased the house and assisted with its preservation. The house where Irving died is accessible by guided tours.

11. Cedar Grove

thomas cole national historic site

Cedar Grove is the home of painter Thomas Cole. Cole was the founder of the Hudson River School, the American art movement known for its realistic, yet romantic, portrayal of the American landscape. Cedar Grove belonged to Cole’s uncle-in-law, John A. Thomson, who rented and then sold Cole property for a house and studio. Cole painted some of his most famous paintings on the site. A selection of paintings and studio materials are on display to visitors.

10. Gomez Mill House

Gomez Mill House

Gomez Mill House was constructed in 1714, for Luis Moses Gomez. Gomez utilized the Fieldstone Blockhouse to conduct trade and maintain provisions on his 6,500 acre estate. The house would later be home to Wolfert Acker, a minuteman, who added a second story and attic to the house. The house, which is the earliest known surviving Jewish house in the United States, has been restored to showcase its unique residents. The adjacent mill provides interesting paper making demonstrations.

9. Edward Hopper Art House

The Edward Hopper Art House is located in Nyack and is Hopper’s birthplace. The house was constructed by Hopper’s grandfather in 1858 and Hopper lived there from his birth in 1882 until 1910. Since 1971, when the house was restored by local citizen groups, the Edward Hopper Art House has been a not-for profit art center.

The Center’s mission is “to preserve and maintain the birthplace and boyhood home of artist Edward Hopper… to serve as a resource for scholars, art historians, and art lovers worldwide; to function as a multi-arts center for artists to display their work in all media, and to encourage and nurture community engagement with the arts.” Check out one of its many exhibitions or public programs.

8. Ever Rest

Jasper Cropsey Home and Studio

Ever Rest is the Jasper Cropsey Home & Studio and is operated by the Newington-Cropsey Foundation. William Saunders, a local industrialist, constructed the house in the 1830s in the Carpenter Gothic style. The house was purchased by the Cropseys in 1887. Jasper Cropsey renovated the house and constructed a studio for himself with a “large windowed cupola and full length window facing north, both designed to give the artist as much natural light as possible.”

Ever Rest remained in the family until 1970s when it was it was taken over by the Newington-Cropsey Foundation. Today, the house is open to visitors through guided tours and as well as its adjacent art gallery.

7. John Jay Homestead

The John Jay Homestead was home to one of this country’s Founding Fathers, President of the Continental Congress, U.S. Secretary for Foreign Affairs, first Chief Justice of the U.S. Supreme Court, and the second governor of New York State, John Jay. The farmland had been purchased by Jay’s grandfather in 1703  and in 1799 Jay constructed a “comfortable” twenty-four room house on the property. In 1801, after retiring from his life in politics, Jay retired to the farmhouse.

In 1958, the house and thirty acres of land were purchased by Westchester County (then transferred to New York State), which opened it to the public in 1964 as the John Jay Homestead State Historic Site. Guided tours allow visitors to view twelve beautifully furnished period rooms, restored to an 1820’s appearance. The public can also wander around the homestead’s sixty-two acres, which encompass formal gardens, rolling meadows, and a number of 19th century farm buildings.

6. Knox’s Headquarters State Historic Site

19 Knox's Headquarters

Knox’s Headquarters State Historic Site was originally constructed in 1754 as the country estate of John and Catharine Ellison. During the Revolutionary War, the estate served as a military headquarters for the likes of General Henry Knox, General Nathanael Greene, and General Horatio Gates. The house allows visitors to explore how the Ellisons and other families lived in the area during the 18th and 19th centuries as well as its prominent Revolutionary War connections.

5. Philipse Manor Hall State Historic Site

Philipse Manor Hall

Construction on Philipse Manor Hall began in 1682 by Frederick Philipse, Stephanus Van Cortlandst’s son-in-law. The Philipse family remained on the estate through the Revolutionary War. Philipse was a loyalist, who along with two hundred other colonial New Yorkers signed a “Declaration of Dependence” supporting Kings George III. As a result he was placed under arrest. He eventually fled back to England.

In 1868, the manor house became the Yonkers Village Hall and in 1872, the first City Hall for Yonkers. Today, Philipse Manor Hall serves “as a museum of history, art and architecture, as well as host to community organizations, meetings, educational programs and special events.”

4. Washington’s Headquarters State Historic Site

18 Washington's Headquarters

Washington’s Headquarters State Historic Site was the first publicly owned historic site in the country. The house was constructed in 1750 by Jonathan Hasbrouck. During the Revolutionary War, the house served as George Washington’s headquarters.

During the time Washington was stationed there, he rejected the idea of being crowned king, defeated the Newburgh conspiracy, thereby preventing a coup d’etat, and created the Badge of Military Merit, which would ultimately become the Purple Heart. In 1890, a Tower of Victory was built on the property overlooking the Hudson River to commemorate the centennial of Washington’s stay at the house.

3. Top Cottage

Top Cottage

Top Cottage was built by Franklin Delano Roosevelt in 1937 as a retreat and future retirement home. It is located on what has been called “the nicest hill in Dutchess County” and is part of the Home of Franklin D. Roosevelt National Historic Site.

The Cottage is said to be one of the earliest wheelchair accessible designed homes and one of the only homes designed by a sitting president. The National Parks Service offers tours of the Dutch Colonial Revival Cottage where Roosevelt hosted world leaders including Britain’s King George VI and Queen Elizabeth.

2. Val-Kill

Stone Cottage at Val Kill

Val-Kill was home to Eleanor Roosevelt after Franklin D. Roosevelt died. It is operated by the National Parks Service under the name the Eleanor Roosevelt National Historic Site and is the only National Historic Site dedicated to a First Lady. The cottage house was originally built to house Val-Kill Industries, which sought to revive handcraft traditions suitable for family-owned farms and was utilized by Franklin Delano Roosevelt as a model for New Deal recovery programs.

After Eleanor’s death, the house was subdivided into rental units. It was restored after being established as a National Park site in 1977.

1. Van Cortlandt Manor

The late seventeenth-century Dutch Van Cortlandt Manor allows visitors to explore one of New York’s most prominent families. The estate remained in the Van Cortlandt family’s possession until the 1940s after which it was purchased and restored by John D. Rockefeller. Strolling along the gardens, Croton River, and an eighteenth-century ferry house provide a unique look at life in the years after the American Revolution.

Next, check out 10 Historic Mansions of Long Island’s Gold Coast and 10 Must-Visit Historical Sites in Dutchess County.