The Hill District was a thriving neighborhood 100 years ago, known as much for its nightlife as its rich, cultural heritage — until the city leveled it to build the predecessor to PPG Paints Arena. Learn the history of a predominantly Black neighborhood and how two white brothers used nefarious means to bankroll big portions of it.
How Bootleggers & Bullets Brought Nightlife to the Hill

Francesca Dabecco

Hill District map drafted in 1917 by the Irene Kaufmann Settlement showing “The Neighborhood’s Negative Forces.” Map courtesy the Oliver M. Kaufmann Photograph Collection of the Irene Kaufmann Settlement, University of Pittsburgh Library Archives & Special Collections.
Share article

Stay connected to City Cast Pittsburgh and get ready to join the local conversation.
Pittsburgh, Explained
Remembering the 9/11 Attacks in Pittsburgh
The official Flight 93 National Memorial in Somerset County will host an observance starting at 8:30 a.m. with a reading of the names of...
Try This Pittsburgh Crossword Puzzle
A crossword puzzle all about Pittsburgh news and fun facts.
5 Ways To Mark America 250 in Pittsburgh
Fireworks, an American potluck, freedom-inspired art, Ferris Wheel rides, and more ways to celebrate American 250 in Pittsburgh.
The Baltimore Banner Buys the Pittsburgh Post-Gazette
Both the Pittsburgh Post-Gazette and Pittsburgh City Paper will continue in 2026.
Stay in the Know with City Cast Pittsburgh
Subscribe to our FREE daily newsletter and podcast made for Pittsburghers by Pittsburghers.
What We’re Loving About ‘The Pitt’ So Far
City Cast Pittsburgh’s favorite local references and missed opportunities in season two of HBO Max’s “The Pitt.”
7 Ways To Learn About Black History in Pittsburgh
Learn about Pittsburgh’s Black trailblazers, activists, artists, and sports teams at these local landmarks.
Will Pittsburgh Build A New Football Stadium?
The Steelers are already planning for their next arena, Allegheny County Executive Sara Innamorato confirmed to City Cast Pittsburgh.
The latest in Pittsburgh
The Best Ways To Celebrate Hispanic Heritage Month in Pittsburgh
Discover history, eat at local restaurants, and support immigrant rights during Hispanic Heritage Month in Pittsburgh.
The Best Fall Festivals, Oktoberfests & Autumn Activities in Pittsburgh
.
4 Things To Do in Pittsburgh in September 2026
I know, I know: it’s overplayed, it’s too sweet, “pumpkin spice” doesn’t even include real pumpkin — and yet!
Make a Leaf Peeping Plan
One of the best Ohiopyle activities is biking along the Youghiogheny River Trail — a crushed limestone trail that was once the rail bed f...
Why More Renters Are Choosing Pittsburgh's AI & Innovation Corridor
Known as the heart of Pittsburgh's innovation corridor, Bakery Square has become a destination for technology companies, healthcare organ...
Pittsburgh’s Best Locally-Owned Pet Stores
Do you love your pet and supporting Pittsburgh businesses? Here are some local shops that have everything you need to feed, care, and play.

Pittsburgh’s Best Indie Movie Theaters
This single-screen space hosts special events and series like “The Show Must Go On” featuring films about show biz and its annual “13 Hou...
Where To Climb in Pittsburgh
If you want to top rope (aka, climb with ropes), you can use auto-belays that let you clip in and climb, or climb with a friend who’s pas...