The town is known for having been the residence of Abstract Expressionist painter Clyfford Still during the mid to late 20th century.

The town was originally founded to service and profit from junctures of wagon trails in the area, but would later become a destination in and of itself because of the sulfur springs.

In the 1930s, then resident Walter Hoke on Springdale Avenue paid local boys to remove headstones of St. Thomas Catholic Church Cemetery.

In the 2000s, then owner of 111 Springdale Avenue purchased the cemetery plot from the Roman Catholic Church.

The bank's original location on Main Street of New Windsor includes imported marble, a hand painted mural, and a stained glass ceiling.

These efforts inspired the international focus of the Peace Corps, whose first director, Sargent Shriver, had roots in the area.

[6] This property was sold to Shanghai Yulun Education Group in 2017 and reopened as Springdale Preparatory School.

New Windsor has been claimed as home by two notable American artists: Frederick Dielman and Clyfford Still, whose mansion in town can be visited by reservation.

[7] The town of New Windsor is located 6 miles (10 km) west of Westminster on Maryland Route 31.

MD 31 follows a general northeast-southwest alignment and connects the town to Westminster and Libertytown.

The town is also the location of the New Windsor Conference Center, owned by the Church of the Brethren, along with a gift shop selling crafts made by the poor in developing nations.