The name was derived from Willem Willink, one of the original investors of the Holland Land Company, which owned most of the land in western New York and sold it off to cities and townships that exist today.

The name "Holland" is one of many surviving remnants of the Dutch investors who once owned this region.

Today the Holland Historical Society resides in the original fire hall on Main Street.

Students left the old school, located today where the town hall resides, after Christmas break of 1932, and moved into the new establishment in January.

The Harold O. Brumstead elementary building was added in 1960, and a middle school was built in 1973 on the corner of Partridge and Route 16.

In November 1982, Holland's boys varsity soccer team tied Mattituck, 1-1, in the state Class C soccer finals, earning the school's first state title in any sport.

As of 2010, only one other Section 6 boys soccer team since 1978 (North Collins, Class D, 1994) had won a NYSPHSAA crown.