In 1962, the magazine became the nation's first media outlet to report on a city's gay community and its political engagement in an article about Philadelphia, "The Furtive Fraternity," written by Gaeton Fonzi.

Special (generally annual) features include "The Best of Philly" Awards, with summary top ratings of a panoply of products, services, stores, shops and community features; and "Top Doctors", listing top-rated physicians by specialty; and "50 Best Restaurants."

[2] The cover of its May 2007 issue,[3] which featured a photograph of a 31-year-old woman who had undergone the removal of a cancerous growth from her buttocks, caused a minor controversy.

[4] In March 2010, the magazine launched the daily news and opinion site The Philly Post.

The name Philly Post was retired in a September 2013 website redesign, and the site's daily news and opinion content has been incorporated into Philadelphia magazine.