Brookhiser was born in Rochester, New York. He has written books that deal either with the nation's founding, or the principles of America's founders, including
What Would Our Founders Do?, a book describing how the founding fathers would approach topical issues that generate controversy in modern-day America.
Brookhiser began writing for
National Review in 1970. "My first article, on antiwar protests in my high school, was a cover story in
National Review in 1970, when I was 15."
He earned an [[Bachelor of Arts|A.B.]] degree (1977) at [[Yale University|Yale]], where he was active in the [[Yale Political Union]] as a member and sometime Chairman of the Party of the Right. In his freshman year he took a class on [[Thomas Jefferson]] taught by [[Garry Wills]]. Although admitted to [[Yale Law School]], Brookhiser went to work full-time for ''National Review'' in 1977; by the time he was 23, he was a senior editor, the youngest in the magazine's history. He was selected as the successor to the magazine's founder, William F. Buckley, until Buckley ultimately changed his mind. For a short time he wrote speeches for Vice President [[George H.W. Bush]].
He has written for a variety of magazines and newspapers. Brookhiser's work has appeared in the "Talk of the Town" section of
The New Yorker magazine as well as in
The New York Times,
The Wall Street Journal,
Cosmopolitan,
The Atlantic Monthly,
Time, and
Vanity Fair. In 1987 he began a column for
The New York Observer which he wrote until 2007.
Brookhiser both wrote and hosted the documentary film
Rediscovering George Washington, by Michael Pack, broadcast on PBS on July 4, 2002. He was historian curator of the exhibition "Alexander Hamilton: The Man Who Made Modern America", at The New-York Historical Society (2004—2005). He received an honorary doctorate degree in 2005 from Washington College. As of October 2003, he was driving a '77 Camaro.
In 2008, President George W. Bush awarded Brookhiser the National Humanities Medal in a White House ceremony.