Highland Lakes State Park

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.

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.

The William Bull III House is on a hill overlooking the Wallkill River in the Town of Wallkill in Orange County, New York. It was built by Bull, who was the grandson of early settlers Sarah Wells and William Bull, sometime in the 1780s. William Bull III was a lieutenant in the American Revolution under Col. Oliver Spencer and was at Valley Forge. He received a brevet commission for merit from Lord Sterling after the Battle of Monmouth. Bull and his son William IV, on returning home in 1781 from serving with Gen. George Washington's campaign against the British, had been impressed with the buildings of Baltimore and other Atlantic seaports visited during his military service. The name "Brick Castle" is shared among a few early brick homes constructed in the area around the same time. Bull decided upon arriving home to build a brick homestead. Bull's grandfather built many stone houses through the area including Knox Headquarters in Vails Gate in 1756. It is possible that the elder Bull also contributed to construction of is Gen. Washington's headquarters at Newburgh, NY. The Bull Stone House, which the elder Bull began to build in 1722 and took 13 years to complete, still stands today and is owned and occupied by his descendants. Most of the materials for Bull's Brick Castle were taken from the land around the farm, including the clay. Ostensibly the brick kilns were built on site, but remains have to yet to be recovered. A New York State Historical Register sign on the site states that the building was constructed "for a price of $800.00." This statement has never been verified, nor what construction costs it actually covered. The original homestead was a timber cabin with stone foundations. No portions of the original structure are visible. William Bull's descendants were dairy farmers, and the property was maintained as a dairy farm until 1964. Only one other historic structure, an 1830s carriage house, remains on the property. The other outbuildings were destroyed in by fire in 1964. Six generations of the family have lived there, and it remains a private residence for Bull's descendants today.It was added to the National Register of Historic Places on September 25, 1986.

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 Jacob Shafer House is a historic farmhouse located in Town of Montgomery in Orange County, New York. It is located on Kaisertown Road roughly a quarter-mile (400 m) south of NY 17K west of the village of Montgomery. The house was built about 1842, and is a two-story, three-bay, Greek Revival style frame dwelling with a 1+1⁄2-story wing. Also on the property are the contributing ruins of a barn complex and a stone lined well. It was built by Jacob Shafer, a prominent resident of the town.It was added to the National Register of Historic Places in 1996.

The Andrew Thompson Farmstead is one of three Registered Historic Places associated with the eponymous family along NY 302 in Thompson Ridge, an unincorporated section of the Town of Crawford in Orange County, New York. It was built around 1810 in a combination of two popular styles in early America: Greek Revival and the Federal style. It remains largely intactIt was added to the National Register of Historic Places in 2005.

Thompson Ridge is a hamlet located within the town of Crawford, New York. The hamlet is served by a United States Post Office with the ZIP Code 10985. Thompson Ridge is located along NY 302 south of Pine Bush, Crawford's main population center. It takes its name from the Thompson family, early settlers of the region. The houses of Alexander, Andrew and Robert Thompson still stand along 302. Much of Thompson Ridge is elevated, providing sweeping views of the Shawangunk Ridge over the valley of the Shawangunk Kill. A small downtown section, including the post office, is along Thompson Ridge Road just east of its junction with 302.

The Alexander Thompson House is one of several originally built by members of the Thompson family in Thompson Ridge, a hamlet in the Town of Crawford in Orange County, New York. It is located, like the others, along NY 302 just south of the intersection with Thompson Ridge Road. It is split between two different eras. The northeast portion of the house is believed to be part of the original structure. In 1822, however, the southeast portion was built in the Federal Style. It was added to the National Register of Historic Places in 1997.

New York's Orange County Airport (IATA: MGJ, ICAO: KMGJ, FAA LID: MGJ) is an untowered airport located one nautical mile (2 km) southwest of the village of Montgomery, in the Town of Montgomery, United States, at the junction of state highways 211 and 416. It is owned and operated by Orange County. It is included in the National Plan of Integrated Airport Systems for 2011–2015, which categorized it as a general aviation facility.It is a popular place for aspiring local pilots to learn to fly or practice their skills. With 125,000 takeoffs and landings annually, it was New York's second-busiest general-aviation airport in 2006.Transmissions between pilots and the airport are rebroadcast on a one-watt station at 88.1 megahertz, so it is possible to tune into them on a standard car radio while driving in the vicinity.The airport's low traffic and out-of-the-way location have made it a popular place to store private jets. In 2006 county officials were reported to be working on a deal with a local developer to build 10 private luxury hangars to cater to what they saw as a growing market and raise money for the airport without raising taxes.

Bodine's Bridge carries New York State Route 211 across the Wallkill River, a mile (1.6 km) south (west by the highway's signed direction) of the village of Montgomery, New York, United States, near Orange County Airport. At 340 feet (103 m) in length, the steel through truss is the longest bridge along Route 211. The current bridge was built in 2015. Its predecessor dated to 1933, with a reconstruction in 1970. All the bridges at the location have been named after nearby, still-standing Bodine's Tavern, a popular rest stop on the early 19th century Minisink to Montgomery Turnpike, which later became Route 211. The house, now listed on the National Register of Historic Places, was built near a popular ford along the river, which the bridges were built over. Due to the bridge's location in the river's flood plain, it is often closed after heavy rains when its approaches, particularly to the south, are overrun by rising waters. This happened most recently during the April 2007 Nor'easter.In summer 2015 the state Department of Transportation began replacing the bridge. Route 211 was closed through the bridge at the beginning of June; traffic was detoured via Goshen Turnpike (County Route 101) in the Town of Wallkill through the hamlet of Scotchtown to State Route 17K via Scotchtown–Collabar Road (County Route 47). The new bridge, completed and opened in September of that year, has three continuous spans, two 12-foot (3.7 m) travel lanes and 6-foot (1.8 m) shoulders. The project was estimated to have cost $8.1 million; it is being paid for by a Federal Emergency Management Agency grant program to replace old scour-prone bridges in areas subject to frequent flooding.

Circleville is a hamlet in the Town of Wallkill, part of Orange County, New York, United States. It is located on NY 302, around the junction with the old Goshen Turnpike (Orange County 101), a short distance north of NY 17 and two miles (3 km) south of Bullville. It is three miles (4.8 km) northeast of Middletown. It has its own post office, with the ZIP Code 10919, and lends its name to a nearby middle and elementary school of the Pine Bush Central School District, as well as the local fire district.

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.