Dover, New York

Dover Furnace was a station on the Harlem Line of the New York Central Railroad (now Metro-North Railroad). It was 72 miles (116 km) north from Grand Central Terminal in New York City. The station was located across from a freight house owned by a dairy company, and was closed at some point between 1959 and 1968. No station structures remain at the site.The site of the former Dover Furnace station can be found on the south side of a one lane bridge over the tracks, which carries Dutchess County Route 26.

Dover Drag Strip, opened in May 1961 and closed in 1976, and was a dragstrip for quarter-mile drag racing in Wingdale, New York. The track was touted as "the smoothest, most state-of-the-art facility" of its kind at the time. The track featured epoxy-based asphalt, 60 feet wide. It had its own "timing tower" that had the timing equipment, and served as the operations center, with operators calling the Elapsed Time [ET] and MPH of each pair of racers via intercom to the "times slip booth" at the other end of the track. This is also where the track announcer entertained and informed the spectators of the action. All this was considered "new technology" in 1961. By 1964, the flag starter was replaced with a homebuilt "Christmas Tree", with multiple colored lights, counting down each start. This was one of the first of its type in the entire nation.The track was founded and operated by Brookfield gas station owner Chet Anderson and his partner, Joe Archiere, of Germantown, Connecticut. It filled the regional gap left by the closing of the Car Club Racing at Montgomery, New York, airport. Dover preceded the other tracks to follow suit, famous in the area, namely Connecticut Dragway (now closed) and the still operational Lebanon Valley Track, near Albany. Racers from as far as Maine, Massachusetts and New Jersey would regularly frequent the strip.Dover was host to exhibition runs by the Legendary Don ‘Big Daddy” Garlits, California's “T.V Tommy Ivo”, the original Batmobile and Jet Cars. Average car entries of over 400 were common with upwards of 4,000 spectators on special events. There has been continued interest in this now defunct track, thanks to the ongoing Dover Drag Strip Nostalgia reunion every year.

Wingdale is a hamlet and census-designated place (CDP) in the town of Dover in Dutchess County, New York, United States. It was first listed as a CDP prior to the 2020 census.The community is in southeastern Dutchess County, in the southern part of Dover. The hamlet of Wingdale is in the northern part of the CDP, while the Evangelical Center is in the south, on the grounds of the former Harlem Valley State Hospital, and scattered housing occupies the hills in the eastern part of the CDP. The Swamp River, a north-flowing tributary of the Tenmile River, part of the Housatonic River watershed, runs through the center of the CDP. New York State Route 22 runs through the CDP, passing east of Wingdale hamlet. The highway leads north 7 miles (11 km) to Dover Plains and south the same distance to Pawling. State Route 55 runs concurrently with NY 22 to the south, but turns east at Wingdale and leads 6 miles (10 km) to Gaylordsville, Connecticut. Wingdale is 21 miles (34 km) east of Poughkeepsie and 23 miles (37 km) northwest of Danbury, Connecticut. The Metro-North Harlem Valley–Wingdale station is located between the Evangelical Center and the Harlem Valley Golf Course in the southern part of the CDP.

Harlem Valley State Hospital, south of the hamlet of Wingdale in the town of Dover, was a New York State psychiatric hospital that operated from 1924 to 1994.

Harlem Valley–Wingdale station (formerly State Hospital station) on the Metro-North Railroad's Harlem Line, located in the Wingdale section of Dover, New York. It is adjacent to the site of the former Harlem Valley State Hospital.

Bull's Bridge is a single-lane vehicular wooden covered bridge across the Housatonic River in the town of Kent, Connecticut, close to the state border with New York. The first instance of a bridge at this location was constructed by Jacob and Isaac Bull in 1760, which gave the bridge its name. Popular legend suggests that George Washington crossed the bridge with the Bulls' assistance while still under construction. The current bridge was built in 1842 from timber, with additional supports added in the 19th and 20th centuries. Built with a Town lattice design, the bridge has reinforced trusswork visible on the interior. At the time of its nomination to the National Register of Historic Places the roof had wood shingles. It is historically significant as one of three surviving covered bridges in Connecticut, and was listed on the National Register of Historic Places in 1972.

The Ten Mile River (Tenmile River on federal maps) is a 15.4-mile-long (24.8 km) river that flows through Dutchess County, New York, into westernmost Connecticut. The river is formed in the town of Amenia, New York, at the confluence of Webatuck Creek and Wassaic Creek. The Ten Mile River runs south through the town of Dover, New York before turning east and crossing into Connecticut, where it forms the boundary between the towns of Kent and Sherman for one-half mile before flowing into the Housatonic River. This is a popular whitewater paddling destination with mostly quickwater and a few whitewater areas reaching up to Class III.

The Pawling Nature Reserve is located in the northern section of the Town of Pawling, New York, United States. It is a 1,060-acre (430 ha) area located along the top of Hammersby Ridge, near Quaker Lake owned and managed by The Nature Conservancy. Acquired in 1958 from a local citizens' group, it is preserved to protect several diverse communities, including plant and animal species considered rare or threatened in New York, such as the devil's bit, soapwort gentian, maidenhair spleenwort and some salamander communities. It also helps protect the watershed of the Great Swamp to the east.More than 10 miles (16 km) of hiking trails cross the preserve, including a section of the Appalachian Trail, which provides access for hikers who take the Metro-North Harlem Line from New York City and get off at the nearby stop along NY 22/55. The preserve's main access is a large parking lot on Quaker Lake Road. In addition to the natural environments, the trails also offer scenic views of the Harlem Valley region.

Appalachian Trail station is a commuter rail stop on the Metro-North Railroad's Harlem Line, serving campers and hikers destined for the Appalachian Trail, in Pawling, New York. It is the only rail station directly located on the Appalachian Trail. Trains stop at here on Saturdays, Sundays, and holidays only. The Connecticut State line is about 7 miles (11 km) from the station. It is 65.9 miles (106.1 km) from Grand Central Terminal, which takes approximately 1 hour 52 minutes. The station is the northernmost station in the Zone 8 Metro-North fare zone. There are no transportation connections via bus or taxi, but New York State Route 22 is only steps away from the station.

South Kent School, a private all-boys boarding school in South Kent, Connecticut, United States, is located on a 650-acre (2.6 km2) campus in western Litchfield County. It is sited on Spooner Hill east of Bull's Bridge, overlooking the former Housatonic Valley rail-line, Hatch Pond, and the 'whistle-stop' South Kent station, and is itself overlooked by Bull Mountain. The school has an operating budget of approximately $14 million and a staff of less than 100. From its inception, South Kent School was intended to offer a service-oriented education "at minimum cost for boys of ability and character, who presumably on graduation must be self-supporting. " Its motto is "Simplicity of life, Self-reliance, and Directness of purpose".

Kent School is a private, coeducational, college preparatory boarding school in Kent, Connecticut, established by Frederick Herbert Sill in 1906. It is affiliated with the Episcopal Church of the United States. It has a long history as an "elite school, not a school for elites," and innovated the sliding-scale tuition model in the early 20th century.

The Litchfield Jazz Festival began in 1996 at the White Memorial Conservation Center in Litchfield Hills in Connecticut. The parent organization that runs the festival is Litchfield Performing Arts, Inc, a not-for-profit founded in 1981. After two years at the White Memorial Conservation Center the festival moved to the Goshen Fairgrounds in Goshen, Connecticut, where it was held until 2008. The festival moved to the grounds of Kent School in Kent, Connecticut in 2009, and was held there until 2011. In 2012 the festival returned to the Goshen Fairgrounds in Goshen, CT.