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Overlook Mountain is the southernmost peak of the Catskill Escarpment in the central Catskill Mountains near Woodstock, New York. The centerpiece of the 590-acre (240 ha) Overlook Mountain Wild Forest area of Catskill Park, the mountain is the site of one of the remaining five Catskill Mountain fire towers and the Overlook Mountain House, a hotel which was built at a higher elevation than any other in the range.

Karma Triyana Dharmachakra is a Tibetan Buddhist monastery in Woodstock, New York, United States, which serves as the North American seat of the 17th Gyalwa Karmapa, head of the Karma Kagyu lineage. It was founded in 1976 by the 16th Gyalwa Karmapa with Khenpo Karthar Rinpoche as abbot. He held this position until his death in 2019. The Third Bardor Tulku Rinpoche stayed in the United States to help Khenpo Karthar Rinpoche and Mr. Tenzin Chonyi establish and develop Karma Triyana Dharmachakra.

Echo Lake is a mountain lake within the Indian Head Wilderness of the Catskill Mountains, located in the valley between the two mountains Plattekill and Overlook, near Woodstock, New York, United States of America. Echo Lake was historically named Shens Lake in state law defining the borders of Ulster County, circa. 1777-1801, or Shoes Lake in the Beer's 1875 Ulster County Atlas.

The Church of the Holy Transfiguration of Christ on the Mount is a modest, single-room, hand-built wooden church near the summit of Meads Mountain in Woodstock, New York, originally constructed c. 1891 by William Mead and his wife, Anna Della Mead. Services in the Sarum Rite of the Western Orthodox (Catholic) tradition are held each Sunday morning. The church is purported to be the repository of a Marian weeping icon. In the 1960s, Father Francis, the much-beloved "hippie priest", here welcomed hippies who had congregated in town during those years that culminated in the famous art and music festival. Fr. Francis began the practice of this lesser known branch of Catholicism, which acknowledges the Pope as an earthly spiritual leader but, unlike classical Roman Catholicism, does not consider the Pope to be supreme or infallible. The church has been placed on the National Register of Historic Places, due in meaningful part to the devoted efforts of Father Deacon John Nelson, an understudy of Fr. Francis and peer of contemporary spiritual leaders who reverently maintained the Church until his death on August 1, 2017.Fr. John's remains were committed to the earth alongside the structure following a traditional requiem Mass.

The Judge Jonathan Hasbrouck House, also known as the Sherman-Elwyn-Jonathan Hasbrouck House, is a historic home located at Woodstock, Ulster County, New York. It was built circa 1800, and is a two-story, three bay by four bay, Federal style, bluestone dwelling constructed with load-bearing walls upon a raised basement. It has a gable roof and front porch that was added around 1900. Adjoining the eastern elevation of the house is a wooden frame addition also on a bluestone foundation that was built about 1875. The addition exhibits modern construction techniques since its renovation after a fire that had damaged both sections of the house. The original roof pitch of the addition has since been reconfigured.The main house was built on a 500-acre parcel for Jonathan Hasbrouck (1763-1846), a large landowner and Ulster County judge.The house currently stands on an approximate one-acre parcel with a contributing timber-frame shed on the west side. Included within the NRHP nomination boundary of the site is a historically relevant barn complex (built circa 1875) that is located on the abutting property to the east, along with a non-contributing small-frame dwelling.It was listed on the National Register of Historic Places in 2013.

Mount Guardian is a mountain located in the Catskill Mountains of New York northeast of Wittenberg. Overlook Mountain is located northeast, and Ohayo Mountain is located south of Mount Guardian.

Plattekill Mountain is a mountain in Greene County, New York. It is located in the Catskill Mountains south of Platte Clove. Indian Head Mountain is located west-northwest of Plattekill Mountain.

Woodstock is a hamlet (and census-designated place) in Ulster County, New York, United States. The population was 2,521 according to the 2020 census. The community of Woodstock is in the eastern part of the Town of Woodstock and is northwest of Kingston. It is located along NY 212 near its junction with NY 375. Although the name of the community and the town lent its name to the Woodstock Festival, that event did not take place in Woodstock.

The Woodstock Playhouse is an American summer stock theater located at 103 Mill Hill Road in Woodstock, New York. Founded in 1938, the not-for profit theater, which is owned by the Pan American Dance Foundation, hosts theatre, music and other presentations throughout the year. The original building burned in 1988, with the current building having opened in June 2011.

The Byrdcliffe Colony, also called the Byrdcliffe Arts Colony or Byrdcliffe Historic District, was founded in 1902 near Woodstock, New York by Jane Byrd McCall and Ralph Radcliffe Whitehead and colleagues, Bolton Brown (artist) and Hervey White (writer). It is the oldest operating arts and crafts colony in America. The Arts and Crafts movement arose in the late nineteenth century in reaction to the dehumanizing monotony and standardization of industrial production. Byrdcliffe was created as an experiment in utopian living inspired by the Arts and Crafts movement.The colony is still in operation today and is located on 300 acres (1.2 km2) with 35 original buildings, all designed in the Arts and Crafts style. There is a self-guided walking tour through the compound as well as a hiking path that leads to the mountain top which gives way to scenic Catskill views. Along with ongoing music, theater and art performances held in the Byrdcliffe Theater, Barn and on property lawns, The Byrdcliffe Colony hosts an Artist-In-Residence program that houses over 70 artists each summer who practice in a wide variety of fields and media. The program accepts writers, composers, and visual artists. Byrdcliffe maintains an exhibition and performance space in the heart of Woodstock, the Kleinert/James Center for the Arts, which hosts 6 or 7 exhibitions of primarily contemporary art annually.

National Youth Administration Woodstock Resident Work Center is a national historic district located at Woodstock in Ulster County, New York. The district includes seven contributing buildings and three contributing structures. It includes three shop buildings, four shed buildings, a ca. 1900 barn, and a decorative flagpole base. It was built in 1939 by the National Youth Administration and operated until 1942 as a facility devoted to training youths in the industrial arts. The camp is currently used by the Woodstock School of Art.It was listed on the National Register of Historic Places in 1992.

Indian Head Mountain is a 3,573 ft (1,089 m) mountain located in the southeast corner of Greene County, New York. The mountain, named for the appearance of its profile, is part of the Devil's Path range of the Catskill Mountains. To the northwest, Indian Head is separated from Twin Mountain by Jimmy Dolan Notch; to the southeast, Indian Head is flanked by Plattekill Mountain. Indian Head Mountain stands within the watershed of the Hudson River, which drains into New York Bay. The north side of Indian Head drains into the headwaters of Schoharie Creek, thence into the Mohawk River, and the Hudson River. The southwest and south sides of Indian Head drain into Saw Kill, thence into Esopus Creek, and the Hudson River. The east end of Indian Head is drained by Plattekill Creek in Plattekill Clove, which runs down the Catskill Escarpment, and into Esopus Creek just above Glenerie Falls. Indian Head Mountain is contained within New York's Catskill State Park. The mountain is the easternmost summit on the Devil's Path hiking trail. The Long Path, a 350-mile (560 km) long-distance hiking trail through southeastern New York, is contiguous with this stretch of the Devil's Path.