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The Bull-Jackson House, also known as Hill-Hold Museum, is located on NY 416 in the town of Hamptonburgh in Orange County, New York. It has been on the National Register of Historic Places since May 17, 1974.The stone structure was built in 1769 by early settler Thomas Bull, who also gave his name to the county's largest park, just across Route 416. Orange County took possession of the house from the last of Bull's direct descendants in the late 1960s, and today it and the surrounding farmstead is operated as a museum of early life in the region.The museum grounds contain a summer kitchen, a one-room school house, a smoke house, farms animals and gift shop. Thomas Bull, mason, also built Knox's Headquarters State Historic Site in Vails Gate, New York.

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.

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.

Campbell Hall station is a commuter rail stop on the Metro-North Railroad's Port Jervis Line, located just south of the hamlet of Campbell Hall, New York in the town of Hamptonburgh. The station is located at the end of Watkins Road, off Egbertson Road (County Route 77). The station contains decorative lights, a long platform roof and an elevated mini-high platform at the east end of the station for access by riders in wheelchairs. Parking is on a permit/meter system. The station is on the site of MQ Crossing, the former junction of the Erie Railroad Graham Line, a then freight-only bypass of Middletown, and the railroad's Montgomery Branch, which provided service south to Goshen and north to the village of Montgomery. The former Campbell Hall station was located on the Montgomery Branch, at the crossing with NY 207. Service at the current Campbell Hall station began on April 18, 1983 when the Metropolitan Transportation Authority moved service off the former Erie Railroad main line onto the Graham Line.

The African-American Cemetery, known historically as the Colored Cemetery, in the town of Montgomery, New York, United States, holds the graves of roughly 100 humans, mostly believed to be African slaves who were brought over by the earliest settlers of the region from the Rhenish Palatinate in the mid-18th century. It is located on NY 416 a tenth of a mile (160 m) north of the Interstate 84 crossing, near the Wallkill River. All the originally marked graves that have been identified have had the stones used to mark them supplemented with small pipes. Only two have any kind of discernible inscription, one of which dates its occupant's passing to 1756. The site had grown neglected until the town and private donors undertook to fix it up in the early 1990s. It was fully restored and rededicated, with a new wooden fence and explanatory plaque, in 1995. It was added to the National Register of Historic Places in 1996.

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.

The Harrison Meeting House Site and Cemetery, also known as the Germantown Church Site and Cemetery or just the Germantown Cemetery, is located on New York State Route 416 (NY 416) right at its northern terminus with NY 211, across from Orange County Airport just outside the village of Montgomery, New York.The first settlers of what would eventually become the Town of Montgomery came here and built their church on this site in the early 18th century. It would later be surrounded with their houses. The church no longer stands, but several of those early settlers are buried within the stone wall around the site. The Town of Montgomery has taken possession after the site was restored from past neglect and added a small interpretive plaque. It was added to the National Register of Historic Places in 1998.

The Johannes Miller House is a Registered Historic Place in the Orange County, New York, Town of Montgomery. It is located on NY 211 just opposite its junction with NY 416 and another Registered Historic Place, the Harrison Meeting House Site and Cemetery. Orange County Airport is nearby. It was built originally as a Georgian in 1771 by Hans Smith, one of the early German settlers of the town. Twenty years later, Miller, a prosperous local businessman, acquired it and rebuilt it in the Federal style. In 1835, his descendants added some Greek Revival elements.

The Gideon Pelton Farm is a Registered Historic Place located on Rockafellow Lane in the Town of Montgomery in Orange County, New York. Pelton settled the area in the 1770s and built the house soon afterwards. A stone wing was built on it before the end of the century, and in the 1830s a large frame section was added in the then-popular Greek Revival style that gave the house its current character. It continues to be used as a farmhouse to this day.It was added to the National Register of Historic Places in 1995.

Hamptonburgh is a town located in the north central part of Orange County, New York, United States. The population was 5,489 at the 2020 census. The municipal offices are at the hamlet of Campbell Hall.

The Tweddle Farmstead is a Registered Historic Place located on Beaverdam Road in the Town of Montgomery in Orange County, New York. Built in the early 19th century by Bercoon van Alst, it was added to significantly in the 1830s in the Greek Revival style. This gave the house its current front. Thomas Tweddle bought the house in 1868, and it has remained in his family since.It was added to the National Register of Historic Places in 1999.

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.