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
Try This Pittsburgh Crossword Puzzle
A crossword puzzle all about Pittsburgh news and fun facts.
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.
Ways To Support Pittsburgh’s Immigrant Communities
Trainings, mutual aid, family support, and other resources to help immigrant communities as ICE activity escalates nationwide.
Mayor Corey O’Connor Talks Budget Gaps, Filling Storefronts & Fresh Ideas for Downtown
City Cast Pittsburgh podcast host Megan Harris sits down with Mayor Corey O’Connor at the City-County Building.
The latest in Pittsburgh
How to Celebrate Juneteenth in Pittsburgh 2026
Celebrate Juneteenth in Pittsburgh with rollerskating, live music, the Grand Jubilee Parade, dance parties, a community garden day, and m...
Where To Buy, Rent, or Tune Up a Bike in Pittsburgh
Service your bike, or get a new ride at these Pittsburgh shops.

Your Ideal Pittsburgh Pool Experience Based on Your Astrological Sign
Pittsburgh pools are open. Find a swimming hole that aligns with your astrological aura.
8 Spots for Free Summer Outdoor Workout Classes in Pittsburgh
Free yoga by the river, strength-training in an outdoor plaza, groovy dance classes, and more.
4 Ways To Have Dino-mite Fun This Summer in Pittsburgh
See these prehistoric creatures at Carnegie Museum of Natural History, Pittsburgh Botanic Garden, the Pittsburgh Zoo & Aquarium, and more...
A Guide to Touring Pittsburgh’s City Steps
Discover Pittsburgh’s best city steps for urban hikers.

7 Things To Do in Pittsburgh in June 2026
June 2026 in Pittsburgh: Three Rivers Arts Festival, Pride celebrations, Mexican War Streets yard sale, South Side Street Festival, and m...
Think You Know Pittsburgh Neighborhoods? Take This Quiz
How well do you know Pittsburgh neighborhoods and the surrounding areas? Take our quiz to find out!