Old Rhinebeck Aerodrome

St. Margaret's Home, also known as Mrs. Astor's Orphan Asylum, is a historic Episcopal orphanage located at 7260 South Broadway in Red Hook, Dutchess County, New York. It was built in 1852, and is a two-story, Italian Villa style brick building with brownstone trim. It features a front porch with fluted cast iron columns, French windows, and round arched center double entrance. Its construction and operation until 1872 was supported by Margaret Rebecca Armstrong Astor (1800-1872), wife of William Backhouse Astor, Sr. (1792-1875) From 1872 to 1875, its patron was Margaret Astor Ward Chanler, wife of John Winthrop Chanler (1826-1877), after which Congressman Chanler until his death in 1877 and afterwards the Chanler Estate. The orphanage closed in 1932.: 3, 10–11 It was added to the National Register of Historic Places in 2006.

Sipperly-Lown Farmhouse is a historic home located at Rhinebeck, Dutchess County, New York. The farmhouse was built about 1868 and is a one and one half to two story frame cruciform plan building in a picturesque, Gothic style. It features a variety of late Victorian era, eclectic wood ornamentation. Also on the property are a contributing barn, Dutch barn built about 1800, machine shed, and a corn crib.It was added to the National Register of Historic Places in 1987.

Van Vredenburg Farm is a historic home and farm complex located at Rhinebeck, Dutchess County, New York. The farmhouse was built about 1830 and is a 1+1⁄2-story, five-bay frame building in the Greek Revival style. The main block is flanked by 1+1⁄2-story wings. It is topped by a gable roof and sits on a raised stone foundation. It features a 1-story, hipped roof front porch with open woodwork and cross motif dated to the 1880s. Also on the property are a contributing barn, two sheds, a well, two cisterns, and a wagon house.It was added to the National Register of Historic Places in 1987.

Camp Rising Sun is an international, full-scholarship, leadership summer program for students aged 14–16 by the Louis August Jonas Foundation (LAJF), a non-profit organization. Its seven-week program was operated from a boys' facility in Red Hook, New York, and a separate girls' facility in Clinton, New York, about 90 miles (140 km) north of New York City in the Hudson River Valley. Participants come from all over the world and are chosen by merit. Instead of being asked to pay for tuition, campers are requested to pass along the benefits they gained to someone else. There are alumni organizations in numerous countries with more than 5,000 alumni around the world. Among the Camp Rising Sun alumni are a United Nations Under-Secretary General; a president of Harvard University; a winner of the Intel Science Talent Search; a Foreign Minister of South Korea; two former Israeli ambassadors; an Under Secretary of State in the Carter administration; and folk singer Pete Seeger. In 1996, a group of Danish and other European alumni founded Camp Rising Sun Europe for young women. Organized and maintained by the George E. Jonas Foundation and the Camp Rising Sun Alumni Association of Denmark, the program was located in Stendis, Region Midtjylland, Denmark.

The Parish of St. Christopher and St. Sylvia is a parish under the authority of the Roman Catholic Archdiocese of New York, located in Red Hook, Dutchess County, New York. In November 2014, the Archdiocese of New York announced that the parish of St. Sylvia's Church in Tivoli, New York would merge with St. Christopher's. Although it would remain a church which may be used on special occasions, Masses and the sacraments will no longer be celebrated on a regular weekly basis at St. Sylvia's as of August 2015.

Red Hook is a village in Dutchess County, New York, United States. The population was 1,961 at the 2010 census. It is part of the Poughkeepsie–Newburgh–Middletown, NY Metropolitan Statistical Area as well as the larger New York–Newark–Bridgeport, NY-NJ-CT-PA Combined Statistical Area. The name is derived from the Dutch "Roode Hoeck" – hoeck meaning peninsula, and roode meaning red – a reference to the vibrant reds in the area's fall foliage.The village is in the town of Red Hook, located on U.S. Route 9. Red Hook is near Bard College and the Hudson River.

The Village Diner, sometimes called the Halfway Diner or the Historic Village Diner, is located on North Broadway (U.S. Route 9) a block north of New York State Route 199, in Red Hook, New York, United States. It is a 1951 diner that has been in two other area locations during its history. Its design reflects the era when diners were modeled closely after railroad dining cars, with chrome exteriors and curved walls. In 1988 it became the first diner in New York, and the fourth in the nation, to be listed on the National Register of Historic Places. Frommer's called it "one of the best ... midcentury American diners".

The Elmendorph Inn, is the oldest building in the village of Red Hook, New York, United States. It is located at the north corner of North Broadway (US 9) and Cherry Street, a block north of the junction of Route 9 and NY 199. It was built in the mid-18th century as an inn to serve long-distance travelers on the Albany Post Road. In the 1810s, it became the meeting place of the Red Hook Town Board for the next several decades. It has had a number of owners; the Elmendorphs are the earliest known ones. In the 1830s, it was expanded and renovated, eventually becoming just a residence. After a recent restoration it has become a community center. In 1978 it was listed on the National Register of Historic Places.

The Neher–Elseffer House is located on U.S. Route 9 a short distance north of its intersection with New York State Route 9G in Rhinebeck, New York, United States. It is a frame house built in 1746, one of the rare pre-Revolutionary frame houses in the Rhinebeck area. Its current appearance reflects renovations made circa 1800, and the interior was altered in the 1830s. It is currently owned by the town and used for storage. In 2000 it was damaged in a fire, leading to some additional renovations and repairs. In 2003 it was listed on the National Register of Historic Places.

Sky Park Airport (FAA LID: 46N) was a privately owned, public use airport located two nautical miles (4 km) east of Red Hook, a village in Town of Red Hook, Dutchess County, New York, United States. It is included in the National Plan of Integrated Airport Systems for 2011–2015, which categorized it as a general aviation facility.

The original section of the Grove (ca. 1795), the country seat of Philip Jeremiah Schuyler and, subsequently, Mary Morton Miller, embodies the prototypical two-story, five-bay, center-hall form associated with the Federal period. Schuyler was married to Sarah Rutsen, and the land had been in the Rutsen family. The Landsman Kill, running through the property, had been the site of the Rutsen family's grist and saw mills, important settlement period industrial concerns in Rhinebeck during the early- to mid-eighteenth century. Schuyler acquired the mills, which he continued to operate, and a large parcel of land upon which he erected his elegant Federal style mansion. (The subsequent evolution of the Grove, in form, scale and decorative detailing, and its nineteenth-century historical associations place its primary significance in a later period as a 19th-century country seat. A carriage house on the property was built in the 1890s and is attributed to the architectural firm of McKim, Mead & White.It was added to the National Register of Historic Places in 1987.

Maizefield, often locally called Maizeland, is a historic house on West Market Street (New York State Route 199) in the village of Red Hook, New York, United States. It is a large plain brick building, in the Federal style, with clear English Georgian influences, built around the end of the 18th century. In 1973 it was listed on the National Register of Historic Places. The house was occupied by General David Van Ness, a Continental Army officer during the Revolutionary War and later Brigardier General of the Dutchess County Militia, state assemblyman and senator who was the first supervisor of the Town of Red Hook. It is not known if the house was built prior to his ownership; he sold the property shortly before his death in the 1810s. Aaron Burr hid there for a while shortly after killing Alexander Hamilton in a duel.The house has been altered several times since then, including the addition of large wing on the south side. In the middle of the century, a timber-frame Victorian cottage was built on the southwest corner of the property. Later research found that it was designed by Alexander Jackson Davis. A number of prominent local families have lived in both houses since, and they remain private residences.