Thompson Pond

Stissing Mountain, with an elevation of 1,403 feet (428 meters), lies in northern Dutchess County, New York, where it rises about 1,000 feet (305 meters) above its local footings. The mountain is steepest on its eastern slopes, which average 40 percent (or 21.8 degrees). This eastern escarpment is about 3 miles (4.8 km) long. Around Stissing's eastern base are substantial amounts of talus blocks composed of gneiss. A restored, 1933 fire tower is near the summit and open to the public (as of 2023) via hiking trails.

Pine Plains is a hamlet and census-designated place (CDP) in Dutchess County, New York, United States. The population was 1,142 at the 2020 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 community of Pine Plains is in the town of Pine Plains.

Stissing House is a restaurant in Pine Plains, currently characterized as a "country tavern". Clare de Boer owns and operates Stissing House. Previously, a French restaurant, also called Stissing House, operated in the space occupied by de Boer's restaurant.

Pine Plains is a town in Dutchess County, New York, United States. The population was 2,218 at the 2020 census.The name is derived from the geographic character of the region. The hamlet of Pine Plains is on the northern border of the county.

Graham-Brush Log House is a historic home located in the Town of Pine Plains, Dutchess County, New York. It was built in about 1776 and is a two-room log structure with a wood frame lean-to on its rear elevation. It measures roughly 39 feet long and 18 feet wide. It is one and one half stories with a gable roof; the lean-to addition is one story. The Brush house was acquired in 1997-1998 by the local historical society, the Little Nine Partners Historical Society. In 1998 it was damaged by an arson fire.Lewis Graham came from Westchester County where the British had burned his house. He came to Pine Plains because his father had been one of the Little Nine Partners in the local land patent. About 1776, he built a one-room log cabin without a cellar to which he soon added a center hall with stairs to the loft and another room with a fireplace, all of logs. The log addition was built over a cellar with an outside entrance. The simple lap joining of logs, without dovetails, relates its construction methods to the military garrisons being built at that time to house troops.It was added to the National Register of Historic Places in 1999.

The Pines is a historic home located at the hamlet of Pine Plains in the town of Pine Plains, Dutchess County, New York. It was built in 1878 and is a large 2-story frame residence with a 1+1⁄2-story service wing designed in the Stick-Eastlake style. It has an asymmetrical appearance with projecting bays, cross gables, and porches. It features a steeply pitched, common lap slate roof, four corbeled chimney stacks with terra cotta pots, and a tower with a steeply pitched pyramidal roof.It was added to the National Register of Historic Places in 1983.

Evergreen Cemetery, also known as Pine Plains Cemetery due to its location in that town, is an active cemetery located near the northern border of Dutchess County, New York with Columbia County, New York.

Silvernails is the site of a railroad junction between the former Poughkeepsie and Connecticut Railroad and Rhinebeck and Connecticut Railroad, in Columbia County, New York, United States. It is located in Gallatin, just outside Pine Plains; an old railroad station still stands at the site.

The Melius-Bentley House is a historic home located in the towns of Ancram, Columbia County and Pine Plains, Dutchess County, New York. It was placed on the National Register of Historic Places on August 11, 1982, and preserves several rare architectural features. The house is situated on a 24.8-acre (10.0 ha) parcel of wooded land on Mount Ross Road (County Route 50). The lot is divided by the Dutchess–Columbia County border.

Pulver-Bird House is a historic home located at Stanford in Dutchess County, New York. It was built in 1839 and has a two-story center block with flanking one-story wings in the Greek Revival style. It features a monumental tetrastyle portico supported by four Doric order columns. Also on the property is a frame ice house and frame barn.It was added to the National Register of Historic Places in 2008.

Silvernail Homestead is a historic home located at Ancram in Columbia County, New York and Pine Plains, Dutchess County, New York. It is an L-shaped building with a main block, with rear lean-to and ell. The main block is a 2+1⁄2-story, five-by-two-bay structure with a gable roof in the Greek Revival style. It features a single-story entrance porch with six restored Doric order piers. It has been occupied by five generations of the Silvernail family.It was listed on the National Register of Historic Places in 2010.

The Moravian mission at Shekomeko was founded in 1740 by Christian Henry Rauch to convert the Mahican Indians in eastern New York.