Katonah–Lewisboro School District

John Jay High School is a public high school located in Lewisboro, New York. It is the only high school in the Katonah-Lewisboro School District. The school, which opened in 1956, is named after John Jay, a Founding Father of the United States, and first Chief Justice of the Supreme Court, who lived nearby. Over the years, the school former mascot, the Indians, had been controversial, and it was decided in November 2019 to retire the mascot in favor of a new one. In 2020, the school announced that their new mascot would be the Wolves, a nod to the nearby Wolf Conservation Center.

The Homestead is a historic home located at Waccabuc, Westchester County, New York. It has five contributing buildings and one contributing structure. The main house, known as The Homestead, was built between 1820 and 1822 in the Federal style by the locally prominent Mead family. It has a four bay wide main block with a three bay ell. The frame building sits on a cut stone foundation. Also on the property is a 19th-century barn, four room cottage, tool shed (c. 1900), chicken house (c. 1900), and well house. The Mead family built the separately listed Mead Memorial Chapel.It was added to the National Register of Historic Places in 2001.

Waccabuc is a hamlet and lake in the town of Lewisboro, Westchester County, New York, United States. Waccabuc is considered "New York's Secret Suburb" and is home to a "collection of privacy-loving C.E.O.s and bright stars in other firmaments," according to an Upstart Business Journal article about the tremendous number of notable residents in a hamlet of just a few hundred people. Waccabuc is known by many outside of the town for its Castle Rock.Before becoming its own hamlet, Waccabuc was originally a vacation retreat established by the Mead family, who are considered one of the First Families of Westchester. The retreat prided itself for having no "tramps, bars, or malaria." A couple of the hamlet's handful of roads, such as "Tarry-a-Bit," are named after the vacation house they originally served. Waccabuc Country Club's main clubhouse sits at the site of one of the original vacation houses.On July 1, 1956, Marilyn Monroe wed Arthur Miller in a Jewish ceremony at a private house in Waccabuc. Their nuptials were celebrated at the home of Miller's literary agent, Kay Brown. Some 30 friends and relatives attended the hastily arranged party.The Mead Memorial Chapel and The Homestead are listed on the National Register of Historic Places. The Waccabuc Historic District was listed on July 28, 2015.

The Cross River Reservoir is a reservoir in the New York City water supply system located directly east and north of the northern Westchester County, New York, Hamlet of Katonah. Part of the system's Croton Watershed, it lies within the towns of Bedford, Lewisboro, and Pound Ridge, about 1 mile (1.6 km) east of the village of Katonah, and over 25 mi (40 km) north of New York City. It was constructed around the start of the 20th century by impounding the Cross River, a tributary of the Croton River, which eventually flows into the Hudson River. The reservoir was finally put into service in 1908. The resulting body of water is one of 16 (12 reservoirs and 4 controlled lakes) in the Croton Watershed, the southernmost of New York City's watersheds. The reservoir is approximately 3.2 mi (5.1 km) long, has a drainage basin of 30 square miles (78 km²), and can hold 10.3 billion US gallons (39,000,000 m3) of water at full capacity, making it one of the city's smaller reservoirs. To reach the city, water flows through Cross River into the Muscoot Reservoir, then down that one into the New Croton Reservoir, where it enters the New Croton Aqueduct in Yorktown. Via the aqueduct, it flows into The Bronx, entering the Jerome Park Reservoir.

Mead Memorial Chapel is a historic Episcopal chapel at 2 Chapel Road in the hamlet of Waccabuc, town of Lewisboro, Westchester County, New York. It was designed by Hobart B. Upjohn (1876-1949) and built in 1905–1906 in a late Gothic Revival style. It is a rectangular stone building with a steep slate roof. A wing was added in 1929, known as Mead Memorial Hall, and it houses the Mead family archives. It features a bell tower pierced by Gothic arch shaped louvered windows. It was built by Sarah Frances Studwell Mead as a memorial to her husband, George Washington Mead (1827-1899). The Mead family also owned the separately listed The Homestead. It was added to the National Register of Historic Places in 1999.

Palmer–Lewis Estate is a historic estate and national historic district located at Bedford, Westchester County, New York. The district contains 12 contributing buildings, one contributing site, and four contributing structures. It includes the main house, 15 farm-related outbuildings, and landscape features such as stone walls, walled fields, the remains of an orchard and vegetable garden, a barnyard complex, and the ruins of a dairy barn. The main house is a late 18th-century residence redesigned about 1860 in the Italianate style.It was added to the National Register of Historic Places in 1998.

Osborn–Bouton–Mead House is a historic home located at South Salem, Westchester County, New York. It was added to the National Register of Historic Places in 2004.

The Caramoor Summer Music Festival is a music festival founded in 1945 that is held on the 90-acre (360,000 m2) estate of the Caramoor Center for Music and the Arts, which includes a Mediterranean-style stucco villa and is located about 50 miles (80 km) north of New York City in Katonah, New York. The Caramoor estate became a centre for the arts and music following the World War II death of the son of its owners, Walter and Lucie Rosen. The couple donated the property in their son's memory, and it quickly became an established summer festival. Performances are given in the Spanish Courtyard of the house and in the 1,700-seat Venetian Theater, a tented facility on the grounds. The Music Room in the house is also used for year-round concerts. For the past twenty years, the opera focus has been Bel Canto at Caramoor, with explorations of the bel canto repertoire under the direction of the conductor, Will Crutchfield. Semi-staged performances of such rarities (for the New York area) as Rossini's Otello and Donizetti's Elisabetta (the manuscript of which was discovered and then reconstructed by Crutchfield). Other innovative approaches to bel canto have resulted in 2005 productions of La sonnambula where the tenor's role was sung in the original keys and a La traviata where the majority of the standard cuts were restored. The Caramoor Summer Music Festival also features a wide variety of music beyond Bel Canto Opera. Included are concerts by the Orchestra of St. Luke's, string quartets, various soloists, and a day-long jazz and roots festival. Caramoor also features a composer in residence, with such composers as John Musto (2006) and Paquito D'Rivera (2007) holding the post. The Orchestra of St Luke's is the orchestra in residence under conductor Donald Runnicles of the San Francisco Opera. Former music directors have included Julius Rudel, André Previn, and Michael Barrett.

Caramoor Center for Music and the Arts is a former estate near Katonah, New York United States, approximately 50 miles (80 km) north of New York City. Today it serves as a live music venue for symphonic, opera, chamber, American roots, and jazz, performances. The estate and its historic home are legacies of their original owners, Walter and Lucie Rosen. The Caramoor Summer Music Festival is held there every summer. It also runs educational programs, and can be rented for events such as: weddings, pre and post-concert receptions, meetings and retreats, corporate and cultivation dinners, and photo and film shoots. The Rosens built the estate and Tuscan-style villa gradually during the 1930s, importing many architectural and decorative items from Europe. The informal musical performances they hosted evolved into the beginning of Caramoor's current offerings in 1945, and their collection of Renaissance-era and Chinese artworks, some rare, is on display throughout the estate. Lucie Rosen later donated it to the private organization that runs it today. In 2001 it was listed on the National Register of Historic Places.

The John Jay Homestead State Historic Site is located at 400 Jay Street in Katonah, New York. The site preserves the 1787 home of Founding Father and statesman John Jay (1745–1829), one of the three authors of The Federalist Papers and the first Chief Justice of the United States. The property was designated a National Historic Landmark in 1981 for its association with Jay. The house is open year-round for tours.