[6] On July 25, 1837, orator and statesman Daniel Webster spoke to a gathering of Whigs in nearby Rochester about the economy.

Additionally, there are several privately run schools: On May 15, 2005, Webster was awarded the title of "Number 1 Sportstown in New York" by Sports Illustrated.

SI Publisher David Morris said that "Webster's commitment to finding creative and resourceful ways to enhance sports for the well-being of its community fits perfectly with the principles of our Sportstown program, as well as the overall mission of our anniversary celebration."

Webster is part of the section V (Five) New York State Public High School Athletic Association along with the rest of Monroe County, Wayne, Livingston, Yates, Seneca, Steuben, Wyoming, Genesee, Orleans and Allegany.

The Webster Schroeder High School football team has won three New York State Championships in Class AA (a designation based on number of students).

In the USA Today High School football Super 25, Schroeder was, at one time, ranked #21 in the nation.

In March 2008, the Webster Thomas High School hockey team, in only its sixth year of competition, won the New York State Championship in Division II, beating Thousand Islands by a score of 5-2.

The Webster Thomas soccer team also has won the sectional title 3 years in a row and went on to the state finals in 2007.

The men's lacrosse team won a sectional title in 2009 and has produced many division 1 athletes under Coach Rob Ruller.

In 2014, the Webster Schroeder hockey team won the NYSPHSAA State Championship, beating Beekmantown by a score of 2–0.

On December 7, 2011, 15-year-old Michael Pilato poured gasoline over his house in Webster and set it on fire, killing his father and two brothers (16 and 12 years old) as his mother and teenage sister escaped with injuries.

[13] Ultimately seven homes were destroyed because fire fighters were unable to extinguish the flames until the scene was made safe by law enforcement.

Volunteer fire fighters Mike Chiapperini (also a lieutenant with the Webster Police Department) and Tomasz Kaczowka died at the scene.

[15] Spengler had armed himself with three guns: a .38-caliber revolver, a 12-gauge shotgun, and a .223-caliber Bushmaster semiautomatic rifle outfitted with a flash suppressor.

[17] On December 28, 2012, 24 year-old Dawn Nguyen of Rochester, New York, was arrested and charged in connection with furnishing Spengler with certain weapons in his arsenal which were used in the ambush.

[18][19] The New York State Senate subsequently included a "Webster provision" in a gun control law passed in the wake of the Sandy Hook Elementary School shooting, mandating life without parole for murderers of emergency personnel.