Galleria at Crystal Run

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.

Garnet Health is a Middletown, New York-based three-campus health system which, together with its nine urgent-care facilities, "provides care to approximately 450,000 residents in Orange, Sullivan and Ulster counties" in New York State. The hospital's roots date back to 1887.

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.

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.

Orange County Fair Speedway is a 0.625 mi (1.006 km) dirt oval speedway in Middletown, Orange County, New York. The facility holds weekly stock car races and demolition derbies during the summer months. The track was built in 1857 for horse racing at the Orange County Fair and staged its first automobile race on August 16, 1919. The fair began as an agricultural exhibit in 1843 and was permanently located in the Wallkill–Middletown area in 1857. The speedway is located at 239 Wisner Avenue in Middletown on land which was known as The Ogden Tract in the mid-1850s. It was originally a half-mile horse racing track known as the Harry Clay Oval, named after a race horse that was famous at that time. Over the years, the track was widened and lengthened to a true 5/8-mile race track.

Mechanicstown is a hamlet (and census-designated place) in Orange County, New York, United States. The population was 8,065 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. Mechanicstown is in the Town of Walkill, southeast of City of Middletown.

The Wallkill Valley is a broad valley extending through southeastern New York and northwestern New Jersey. It is composed of rolling hills, plains, and swamps (including the Black Dirt Region) surrounding the Wallkill River. The valley is a subdivision of the larger Hudson Valley, bound to the west by the Shawangunk Ridge/Kittatinny Mountains and to the east by the Marlboro Mountains and New York–New Jersey Highlands. The northern Wallkill Valley is sometimes associated with the greater Catskills region, although it is geographically separated from the Catskill Mountains by the Shawangunk Ridge and Rondout Valley. In a broader sense, the Wallkill Valley is part of the Ridge-and-Valley physiographic province of the Appalachian Mountains, while the Catskills further to the north and west are part of the Appalachian Plateau.

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.

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.

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.