City Cast Pittsburgh logo
September 2, 2025

Your Guide to September 2025 in Pittsburgh

City Cast Pittsburgh

Your Guide to September 2025 in Pittsburgh

00:00:00
View all City Cast Pittsburgh episodes

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.

Interested in advertising with City Cast? Find more info here.

Reach us at pittsburgh@citycast.fm.

Subscribe To Our Newsletter

Hey Pittsburgh

Stay connected to City Cast Pittsburgh and get ready to join the local conversation.

Can't subscribe? Turn off your ad blocker and try again.

Latest Episodes

See all
September 29

Riverfront Trails Expand, Exercise for Beginners & Tim Burton Takeover

Have you ever been enjoying a bike ride along the riverfront, only for the trail to end abruptly? Good news! The city is planning to clos...

City Cast Pittsburgh podcast episode art
September 28

Create Your Own Pittsburgh Food Tour

Looking for your next fall getaway? What about a curated road trip with lots of tasty stops and local history? Our state's tourism site i...

City Cast Pittsburgh podcast episode art
September 27

‘Your City Could Be Better’: How One Oregon City is Lowering Energy Costs — Presented By City Cast Pittsburgh

What’s a seemingly small project in Pittsburgh that’s made a big difference? In the Oregon suburb of Tualatin, a drinking water pipe has...

City Cast Pittsburgh podcast episode art
September 25

UPMC Yields to Trump, County Bans Big Data Centers & Goodbye Millennial Gray?

UPMC just placed a decade-long moratorium on gender-affirming care for patients under 19 and agreed to pay the federal government $950,00...

City Cast Pittsburgh podcast episode art
September 24

A Warrant, a Budget & Pittsburgh’s Missing $250M

Former Mayor Ed Gainey is under investigation and facing allegations of improper contracts, questionable financial decisions, and potenti...

City Cast Pittsburgh podcast episode art
September 23

Pittsburgh’s Flock Camera Problem

Allegheny County the most Flock cameras and automated license plate readers in PA, according to crowdsourced data. Host Megan Harris is w...

City Cast Pittsburgh podcast episode art
September 22

Can $25M Make Smithfield Cool Again?

In the midst of Downtown’s larger $600 million makeover, Smithfield Street’s been waiting its turn. Crews are breaking ground today on th...

City Cast Pittsburgh podcast episode art
September 21

Paid Parental Leave Proposal Gets a Makeover

After weighing over 1,400 public comments — mostly from parents, health care workers, and small business owners — the county health depar...

City Cast Pittsburgh podcast episode art
September 20

‘Your City Could Be Better’: How Philly Is Reducing Violence With Parks — Presented By City Cast Pittsburgh

Would Pittsburgh be better with fewer vacant, blighted lots? In Philly, the answer is overwhelmingly yes, with significant drops in crime...

City Cast Pittsburgh podcast episode art
September 18

Ripping Out Skill Games, Mandatory Fun & RIP Annie Dillard

Will state police start ripping skill games out of convenience stores, vape shops, and other spots? That's what could happen if lawmakers...

City Cast Pittsburgh podcast episode art