Circleville, New York

The John Tears Inn is located along Goshen Turnpike between the hamlets of Circleville and Scotchtown in the Orange County, New York, town of Wallkill. It was built approximately 1790 and provided a stopover for travelers on the Goshen Turnpike due to its location midway between Bloomingburg and Goshen.

Washington Heights is a census-designated place (CDP) in Orange County, New York, United States. The population was 2,205 at the 2020 census. Washington Heights is a contiguous suburb of City of Middletown. The community is in the Town of Wallkill.

Wallkill is a town in Orange County, New York, United States. The population was 30,486 at the 2020 census. It is centrally located in the county. Interstate 84 crosses New York State Route 17 in the southern part of the town. U.S. Route 6 and New York State routes 17K, 211 and 302 also cross portions of the town.

Scotchtown is a hamlet (and census-designated place) in the Town of Wallkill, in Orange County, New York, United States. The population was 10,578 at the 2020 census. It has the ZIP Code 10941. The hamlet is located east of the City of Middletown. 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 Mills Industrial Park at 874 Silver Lake Scotchtown Road (41°28′39″N 74°21′49″W) was the original planned location for the 1969 Woodstock Festival; however, after the Town of Walkill's board voted against holding the festival, it was moved to Bethel, where it was held less than a month later.

Silver Lake is a small lake in Orange County, New York, located adjacent to New York State Route 17 exit 120 northeast of Middletown in Wallkill.

Middletown–Town of Walkill station, often just referred to as the Middletown station, is a stop on the Metro-North Railroad's Port Jervis Line serving the city of Middletown and the town of Wallkill in Orange County, New York. The station is located in the latter municipality along the former Erie Railroad Graham Line. Two trains end at the station on weekdays, with one of them turning back for service to Hoboken. The station contains an elevated platform for access by passengers in wheelchairs, and expanded paid parking. In a switch from the other stations to receive these amenities, the platform roof at Middletown is green rather than red, platform light poles are brown instead of green and the wheelchair platform is not under the roof. While other Metro-North stations such as Cortlandt and Southeast are named after the towns in which they are located, the station is the only one to include "Town of ..." in its official name, to avoid longstanding confusion with the nearby hamlet in Ulster County. The station replaced the former Erie Railroad station on James Street in Middletown, which maintained service from May 26, 1843 to April 15, 1983. That building now serves as the Thrall Library. Middletown–Town of Walkill station opened on April 18, 1983.

Michigan Corners is a hamlet near Scotchtown east of Middletown, Orange County, New York, United States, located at the corner of New York State Route 211 and Goshen Turnpike (Orange County Route 110). There is no sign marking Michigan Corners, although it does appear on local maps. (There was a Michigan Corners Deli nearby, but the business was renamed Scotchtown Deli and Catering in 2007.) According to legend, the hamlet got its name when a local man named Malcolm McLaughlin found himself in debt and skipped town circa 1825. He was away for some time, and when he returned he told everyone he had gone to Michigan. McLaughlin later opened a tavern at this place, and his neighbors referred to his establishment as "Michigan". Soon, the name of the tavern was applied to that section of the town.

Highland Lakes State Park is a 3,115-acre (12.61 km2) undeveloped state park in the towns of Wallkill and Crawford in Orange County, New York, United States. The park is located northeast of the city of Middletown, west of Route 211. It is the largest undeveloped park managed by the Palisades Interstate Park Commission.

Bloomingburg, previously Bloomingburgh, is a village in the Sullivan County town of Mamakating, New York, United States. The population was 1,032 at the 2020 census.

The Robert A. Thompson House is located along NY 302 in the Thompson Ridge section of the Orange County, New York, town of Crawford. It was built in 1822 in the Federal style. One of the stones in the northwest cable bears his initials and that date. His descendants established the Dutch-Belt dairy farm, which still operates.The home was added to the National Register of Historic Places in 1998.

The Galleria at Crystal Run is a shopping center located in the Town of Wallkill, New York. It is the second-largest mall in New York's Hudson Valley region.

Middletown High School serves 9th through 12th grade students in the Enlarged City School District of Middletown, which covers that city as well as adjacent portions of the towns of Wallkill and Wawayanda in Orange County, New York, United States. It is located on Gardner Avenue in a small outlying area of the city, near the county fairgrounds on a small rise south of NY 211. The school, formerly Anthony Veraldi Junior High School, built in 1959, replaced the building now known as Twin Towers Middle School as the district's high school in 1976 after a major expansion. It has been expanded at least four times since then.