City Cast Philly logo

How to Spend September 2025 in Philly

Posted on August 28, 2025   |   Updated on September 30, 2025

Siani Colón

A clown blows up a balloon at the Philly Aids Thrift block party

Philly Aids Thrift is hosting its 20th annual block party, complete with some clowning around. (Courtesy of Kelly Burkhardt)

Summer’s officially winding down, but that doesn’t mean you have to be cooped up inside just yet. As fall approaches, step outside for some live music, block parties, and autumnal activities to keep you busy.

City Cast

Your Guide to Sept 2025 in Philly

00:00:00

⏰ Last Chance

Frankie’s Summer Club, an outdoor summer club next to University of the Arts’ Furness Hall, is wrapping up for the season. Become a member for free before you go.

Programming at The Oval on the Benjamin Franklin Parkway ends Sept. 14. Play pickup soccer or mini-golf, make art, or relax in the beer garden.

🎭 Watch Live Performances

Philly Fringe Festival is back with a jam-packed lineup this year. You can’t say you’re bored when there are over 300 performances across the city to attend. The festival runs from Sept. 4 to Sept. 28.

Ensemble Arts is kicking off its 2025/2026 season with a Fall Arts Festival on Sept. 13. See highlight performances at the Kimmel Center from the Philadelphia Orchestra, BalletX, and The Philly Pops.

🌎 Commemorate Hispanic Heritage Month

Hispanic Heritage Month runs Sept. 15 through Oct. 15. You can check out vendors and live performances at the Feria del Barrio in Fairhill on Sept. 7. The Mexican Independence Day Festival will take place at the Independence Blue Cross RiverRink on Sept. 14. And watch the Puerto Rican Day Parade on the Parkway or on your TV on Sept. 28.

🍁 Celebrate the Autumn Equinox

The South Philly Food Co-Op’s Harvest Jawn is taking over Juniper Street on Sept. 21. Shop autumnal goods from local vendors, participate in a pie-eating contest, and jump in the bounce house.

It’s time to head to the pumpkin patch, and you don’t have to travel too far outside the city for the perfect pumpkin to either eat or turn into a jack-o-lantern.

🛍️ Shop at These Local Markets

Philly Aids Thrift is celebrating on Sept. 13 its 20 years of raising funds for HIV and AIDS organizations. There will be craft and vintage vendors to support, along with dunk tanks and fire-eating clowns to keep you entertained.

If you’re already thinking about Halloween, Laurel Hill Cemetery’s Market of the Macabre will be selling all sorts of oddities and quirky wares on Sept. 20.

🌊 Paddle On Philly’s Waterways

It’s not too late to have some fun along the water, with a couple of events on the Delaware River uniting Philly and Camden, NJ.

On Sept. 6, in The Big Paddle: Two Cities, One River, participants will paddle 10 miles from Pine Poynt in Camden to Pleasant Hill Park in Philadelphia. After spending all morning in the water, swing by the next day, Sept. 7, for the Independence Seaport Museum’s Drink the Delaware event. Support local brewers while learning about cleaning up our waterways.

If you’re looking for some friendly competition, the Philadelphia Cup Regatta takes place on Sept. 27 at Penn’s Landing. This is the same day as the Delaware River Festival there and at Wiggins Park in Camden. Hop on the ferry if you want the best of both cities.

🏈 Cheer for Philly Teams at a Game

It’s time to get those Eagles jerseys out of the closet (who am I kidding – you never stopped wearing them). Football season is officially back and we’re kicking things off with a home game against the Dallas Cowboys on Sept. 4.

While football returns, baseball is wrapping up. As we wait to see if we’re getting another Red October, be sure to attend the last of the Phillies’ home games for the regular season.

The Philadelphia Union is also hoping to make the playoffs this season. The only home game is on Sept. 20; that’s also Phang’s birthday so you have to go.

see more:things to do

Share article

Hey Philly

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

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

The latest in Philly

Sponsored

Moving to Philadelphia? What to Check Before You Pick a Neighborhood, Book a Truck, and Sign a Lease

With this guide, you can move to Philadelphia, move from another place to Philadelphia, or just see if living in Philadelphia fits your d...

Wellknown Moving Company Logo
Food & DrinkSeptember 14

Where To Grab a Hoagie in Philly

Whether you’re craving a classic Italian hoagie or a bold spin on the sandwich, these Philly restaurants have you covered.

A hoagie stuffed with meats, lettuce, tomato, and cheese.
Philly, ExplainedSeptember 11

Play Our Philly Crossword Puzzle

This mini-crossword is filled with clues on Philly history and headlines.

City Cast Philly Crossword
Keep It LocalSeptember 10

Where to Shop for Eagles Gear Locally

Philly takes its Eagles fandom seriously, and thankfully, you don’t have to settle for the same jersey or sweatshirt everyone else is wea...

A display of Philadelphia and Eagles-themed T-shirts and crew necks on the wall and on a shelf at Hey There Philly in East Passyunk.
Keep It LocalSeptember 10

The Philly Streetwear Brand That Gets Eagles Culture

The list of current and former Philadelphia pro sports players, staff, and celebrities who have worn Jay Pross’ designs is long and inclu...

Art History 101 Founder and Creative Director Jay Pross likes to capture moments from Philly sports on T-shirts, like this one of Eagles running back Saquon Barkley. (Courtesy Art History 101)
Food & DrinkSeptember 10

Watch Your Favorite Philly Sports at These Bars This Fall

Make one of these bars or restaurants your prime destination to root for Philly’s teams this season.

Multiple beers on tap included Lamps, Heineken, Coors Light, and Guinness at a bar.
Philly, ExplainedSeptember 8

How To Help Promote Literacy in Philly

Learn more about the organizations in Philly that work to improve literacy among children and adults, and how you can get involved.

Four children sitting at a table reading, with bookshelves in the background.
Philly, ExplainedSeptember 4

Prove Your Weekly Philly Knowledge

How well do you know Philly's latest headlines and historical facts? Try your hand at this quiz to find out!

A fossilized triceratops is on display.