Your Guide to September 2025 in Pittsburgh

The beginning of fall in Pittsburgh doesn't just mean cozy drinks and county fairs. It's also the season for milk-chugging contests and parallel parking competitions. The City Cast Pittsburgh team is sharing some of our favorite ways to experience our city this September, from a party on the Roberto Clemente Bridge to a creepy book club. And if you're looking for more fun, check out our episode about why Pittsburgh's becoming a comedy destination and learn where you can catch a great show.

If you're new here, welcome! We’ve put together a starter pack for you, with episodes and articles to welcome you to the City Cast Pittsburgh community. 

For even more tips on how to make the most of September in Pittsburgh, check out Hey Pittsburgh’s take on what to do this month. 

City Cast Pittsburgh's Guide to September is made possible by our awesome sponsors: Carnegie Library of Pittsburgh and Family House. And City Cast Pittsburgh is also powered by our members, who enjoy an ad-free version of the show. Find out more about how to become a member of City Cast Pittsburgh.

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Reach us at pittsburgh@citycast.fm.