In 1922, Devereux Emmet designed a course across the street with eighteen holes, and thus Briarcliff Country Club was founded that year.

[13] The first general manager of the club, Chief Operating Officer Carolyn Kepcher, later became co-host on Trump's television show The Apprentice.

Write-ins supporting lawyer Richard Mattiaccio prompted a conflict involving hundreds of residents, which led to one arrest.

The event took place near the polls at the Village Hall; Mattiaccio had gained supporters by criticizing Austin's weak opposition to Trump's club reconstruction plans.

[11] At one time, due to residents' criticism, the clubhouse was reduced to 35,000-square-foot (3,300 m2), eliminating guest rooms and special event halls.

It was designed by Robert Lamb Hart Planners & Architects, and included three stories with lockers, a 150-seat restaurant, and top-floor lounge.

The thirteenth hole cost Trump $7 million, surrounded by an artificial 101-foot (31 m) black granite waterfall, which pumps 5,000 US gallons (18,900 L) a minute.

A Trump Organization vice president suggested donating some proceeds to the Briarcliff Manor Public Library's then-proposed expansion or toward improving a village baseball field.

The club's special-use permit with the village restricted the course to 300 people and banned large-scale tournaments from taking place there.

Vescio denied the relation to the previous conflict and claimed that the flooding was caused by rocks and trees at washed down the hill from the golf club.

Trump replied to NBC 4 New York's report of the news with a widely circulated and publicized tweet—"If Obama resigns from office NOW, thereby doing a great service to the country—I will give him free lifetime golf at any one of my courses!

[30] In the following year, it was reported that Pleasantville High School's graduating class was considering changing its prom venue from Trump's club as well.

The architect, Andrew Tesoro, described his dealings with the Trump Organization, where about a dozen employees met him at the finished clubhouse to negotiate reducing his fees.

According to IRS regulations, the painting would have to be used for a charitable purpose, or donated to a charity, however Melania Trump had planned to hang it in the club's boardroom or conference room, and the artist later stated he believed it was at the clubhouse.

Around that time, many new members were reportedly not charged an initiation fee or were no longer required by the club to fully pay it within five years.

[10] The property contains "The Residences at Trump National Golf Club", a series of sixteen attached townhouses ranging in size from 3,100–3,400 square feet (290–320 m2) and which were designed by William Devereaux & Associates.

[44] The club also includes a member restaurant, which serves Kobe beef burgers, tuna flown in daily from Honolulu, and Trump Ice bottled water.

In October, the district attorney for Westchester County subpoenaed the property-tax records, indicating "signaling a previously unknown criminal inquiry into the Trump Organization.

In 2011, notable members included former Yankees manager Joe Torre, and actors Jack Nicholson and Clint Eastwood.

[20] Visiting players include Ron Howard, Regis Philbin, and Bobby Bonilla, who came for the course's reopening in 2002, and professional golfer Nick Faldo.