St. Philip's Church in the Highlands

Garrison Union Free School, also referred to as just Garrison School, educates students from kindergarten through eighth grade in the eponymous school district, which covers the hamlet of Garrison and nearby areas of the towns of Philipstown and Putnam Valley in Putnam County, New York, United States. It is located on NY 9D near the center of the hamlet, right across from St. Philip's Church in the Highlands, where it was originally located when established in 1793.Graduating students who continue their education in public schools have the choice of doing so either at Haldane High School, to the north in Cold Spring; or James I. O'Neill High School across the Hudson River in Highland Falls. The district pays tuition for both.

Moore House is a historic home located at Garrison in Putnam County, New York. It was built about 1860 and is a modest two family, 1+1⁄2-story frame farm workers residence.It was listed on the National Register of Historic Places in 1982.

Hurst-Pierrepont Estate is a historic estate located at Garrison in Putnam County, New York. It was designed by architect Alexander Jackson Davis (1803-1892) for Edwards Pierrepont (1817-1892) and built in 1867. It is a two-story brick Gothic villa. It features a four-story, flat roofed tower. Also on the property is a cow barn and carriage house.It was listed on the National Register of Historic Places in 1982.

Rock Lawn is a historic house in Garrison, New York, United States. It was built in the mid-19th century from a design by architect Richard Upjohn. In 1982 it was listed on the National Register of Historic Places along with its carriage house, designed by Stanford White and built around 1880.It is Upjohn's only house in the Italian villa style in the Hudson Highlands. Hamilton Fish II, a longtime member of the State Assembly and Putnam County's Republican Party chairman and de facto political boss, owned the house and lived there during the late 19th century; during that time sympathetic additions were made to the house by an unidentified architect. More recently it has been the home of Patty Hearst and her late husband Bernard Shaw. In the early 21st century it was renovated and remodeled.

Oulagisket or "Lisburne Grange," also known as the Sloan Estate, is a historic estate located in Garrison, New York, in Putnam County. It consists of the main house and carriage house (c. 1864), superintendent's cottage (c. 1890), barns (1916), and carpenter's shop (c. 1900). The main house is a 2+1⁄2-story stuccoed masonry building in the Italianate style. It has a large 2-story service wing. The carriage house is a 2-story masonry building with a gable roof.The house was built by Samuel Sloan and his wife, Margaret Elmendorf Sloan, in Garrison, New York, as their summer estate, which they called Oulasgisket. Sloan, best known for his 32-year-long presidency of the Delaware, Lackawanna & Western Railroad, was a prominent 19th century railroad magnate. Now consisting of 16 acres, the original estate comprised several hundred acres, consisting of outbuildings, barns, and, ultimately, three large summer homes built as wedding presents for three of his children. The house was originally approximately 8,000 square feet and was built in the mid-nineteenth-century Gothic style then popular in the United States. His son and daughter-in-law, Katherine and Samuel Sloan, Jr., inherited the estate in 1907 and began large scale changes and modifications. The original American Indian name, Oulagiskit, was changed to Lisburne Grange, in honor of the birthplace of Samuel Sloan, Sr. in Lisburne, County Down, Ireland. The house itself was expanded by approximately 5,000 square feet and completely redesigned in the then more-popular Italianate style, largely eliminating all Gothic traces. In addition, Fletcher Steele, one America's most famous landscape architects of the first half of the 20th century, was hired to redesign and expand the existing landscaping. His work was performed in the late 1920s and resulted in a series of gardens and vistas that were widely admired as examples of his work. Following the death of Katherine Sloan in the early 1950s, the estate was ultimately sold to its first non-Sloan owners, who occupied the property until 2010, when it was sold again. Remarkably, Lisburne Grange was owned by only three families for almost 150 years. It was listed on the National Register of Historic Places in 1982.

Walter Thompson House and Carriage House is a historic home located at Philipstown in Putnam County, New York. The house was named North Redoubt after the American Revolutionary War redoubt on the hill next to the house. It was built between 1883 and 1890 and is a two-story half-timbered building on a stone foundation in the Tudor Revival style. It has a hipped roof whose overhang is supported by heavy timber brackets. The carriage house consists of two wings connected by a hyphen. The main wing has a gable roof and is topped by a cupola with domical roof.It was listed on the National Register of Historic Places in 1982.

Garrison is a hamlet in Putnam County, New York, United States. It is part of the town of Philipstown, on the east side of the Hudson River, across from the United States Military Academy at West Point. The Garrison Metro-North Railroad station serves the town. Garrison (a.k.a. Garrison's Landing) was named after 2nd Lieutenant Isaac Garrison, who held a property lot on the Hudson River across from West Point and conducted a ferry service across the Hudson River between the two hamlets. Isaac and his son Beverly Garrison fought in the Battle of Fort Montgomery in 1777, were captured by the British and later set free. The Garrison train wreck took place near Garrison on the Great Hudson River Railway on October 24, 1897, killing 20 people.For the 1969 film Hello, Dolly! starring Barbra Streisand, Garrison was the filming location for the Yonkers scenes. The Saint Basil Academy in the town served as the finish line of The Amazing Race 10 in 2006.

The Birches is a house at the southeast corner of the junction of NY 9D and 403 in the hamlet of Garrison, New York, United States. It was built for William H. Osborn, as part of his nearby Wing & Wing estate, by architect Ralph Adams Cram in the Gothic Revival architectural style. Osborn was a 19th-century railroad tycoon, who became one of the most prominent railroad leaders in the United States. In addition to Wing and Wing and the Birches, Osborn famously constructed Castle Rock, his great summer estate overlooking the Hudson River. In 1982 it was added to the National Register of Historic Places. It is just across Route 9D from the Garrison Grist Mill Historic District.

The Mandeville House is located on Lower Station Road (Putnam County Route 12) in Garrison, New York, United States, just west of its intersection with NY 9D and 403. It is the oldest extant house in that community, dating to 1735.During the Revolutionary War, General Israel Putnam, after whom the county is named, was headquartered there for a while. A later occupant, architect Richard Upjohn, lived there for the last 25 years of his life. He expanded the house and redid its exterior in the Gothic Revival style that characterized much of his own work; most of these were removed in the 1920s by a later owner in order to restore the house to something close to its original appearance. In 1982 it was listed on the National Register of Historic Places. In the early 2000s it has been the subject of a dispute between the foundation which owns it and local history enthusiasts. The latter claim the head of the foundation is improperly using it as a residence and has not fully complied with Internal Revenue Service requirements that the house be open to the public as a museum. The head of the foundation denies any impropriety.

The Garrison Landing Historic District, also known as Garrison's Landing, is a small commercial and residential area located between what is now the Metro-North Hudson Line and the Hudson River in Garrison, New York, United States. Its buildings were mostly erected in the 1850s, around the time the Hudson River Railroad, later the New York Central, laid the tracks. Much of the construction was spearheaded by the president of a local ferry company to provide rental housing for local workers. His descendants lived in the area until the late 20th century and led efforts to preserve it, founding and helping to run two organizations for that purpose. Its architecture remained well preserved enough that in the late 1960s the producers of the film version of Hello, Dolly filmed scenes here set in 1890 Yonkers, and made some improvements to the district that still exist. In 1982 the 5.3-acre (2.1 ha) historic district was listed on the National Register of Historic Places as part of the Hudson Highlands Multiple Resource Area. Until 2008 it was also home to Guinan's, an Irish pub well known outside the area, and the subject of a book by journalist Gwendolyn Bounds.

Garrison station is a commuter rail stop on the Metro-North Railroad's Hudson Line, located in Philipstown, New York. It is known for its sweeping views of West Point across the river.

The Garrison Grist Mill Historic District is a 13.4-acre (5.4 ha) parcel of Highlands Country Club located at the southwest corner of the intersection of NY 9D and Lower Station Road (Putnam County Route 12) in Garrison, New York, United States. It contains three buildings, including the titular gristmill (believed to be one of the oldest in the county, and a dam, all dating to the colonial era or the early years of American independence. They are interspersed within the club's golf course, and actually come under the ownership of the Open Space Institute. Little is known about who built the structures, and when. Their architecture suggests they are among the oldest buildings in Garrison, some of the few extant examples of vernacular architecture in the hamlet. They were added to the National Register of Historic Places (NRHP) as a historic district in 1992.