City Cast Philly logo

Your Guide to Philly in October

Posted on September 30, 2024   |   Updated on September 30, 2025
Asha Prihar

Asha Prihar

Three people wearing costumes under an arch made of creepy jack-o-lanterns.

Eastern State Penitentiary’s annual “Halloween Nights” event lasts all month. (Bob Watts/Eastern State Penitentiary)

City Cast

Your Guide to October in Philly

00:00:00

BOO! October’s nearly here — and between the city hitting peak fall vibes and many Halloween-y activities, there’s a ton to look forward to in Philadelphia. Most importantly, it’s Red October.

So as we do every month, the City Cast Philly team put together our recommendations for how to spend the month. Hear even more on today’s episode of the City Cast Philly podcast!

👻 Celebrate Spooky Szn

Eastern State Penitentiary’s “Halloween Nights” kicked off in September and lasts through early November. The annual event held in a real-life abandoned prison includes five haunted houses, themed bars, and more.

You can also scare yourself at the movies: The Landmark Ritz 5 in Old City is hosting Retro Replay Wednesday Fright Nights all month long, with $6.25 movie showings that range from 1974’s “The Texas Chainsaw Massacre” to 2007’s “Trick ’r Treat.”

For more family-friendly (i.e. less scary) movie options, check out Free Friday Flicks in Fairmount Park, where outdoor screenings this month include movies like “Hocus Pocus” and “The Addams Family” (2019 version).

🍎 Taste Some Fall Flavors

If you missed September’s Oktoberfest events, worry not: Yards is holding its beer-and-pretzel-filled celebration on Oct. 5, and Brauhaus Schmitz has another coming up at the 23rd Street Armory on Oct. 11 and 12.

Also on Oct. 12, appreciate a classic seasonal food along with one of Pennsylvania’s signature delicacies at Reading Terminal Market’s Scrapple & Apple Festival, where you’ll find a bluegrass band, activities for kids, the first ever (but hopefully not last) Scrapple Sculpting Contest, and a long menu full of creative scrapple/apple fusion dishes. Or, you can opt to celebrate fermentation season that morning at Wyck Historic House’s Crocktoberfest.

🍁 Enjoy Other Autumn Activities

The Phillies’ quest for their third world championship in their 141-year history begins the first weekend in October at Citizens Bank Park. Bookmark this playoff schedule to block off your calendar for the games and get your tickets.

October is also Mural Arts Month! The beloved local nonprofit is celebrating its 40th anniversary with a series of artist talks, tours, and mural dedications. The big celebration — Mural Arts Fest — is happening on Oct. 6 in LOVE Park.

Come back to City Hall between Oct. 18 and 27 for Dilworth Park’s “Maze Days.” You may stumble on a storytime for the kiddos, pumpkin carving, apple-cider making, or even some goats.

In late October, it’ll be time to take yourself on a leaf-peeping adventure (see here for some location recommendations from Hey Philly readers) — or, you can enjoy the fall colors from Kelly Drive while you watch the annual Head of the Schuylkill Regatta on Oct. 26 and 27.

Even more October recs 🎃

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
Philly HistoryOctober 5

What’s Philly’s Connection to Edgar Allan Poe?

The “The Tell-Tale Heart” author lived in several homes in the city, but only one remains to this day.

A mural on a brick wall depicting a portrait of Edgar Allan Poe against a blue background in an oval frame. He is wearing a black dress coat and tie, and white shirt. Beside him is a quote from his short story Hop-Frog: “ I never knew anyone so keenly alive to joke as the king was. He seemed to live only for joking. To tell a good story of the joke kind, and to tell it well, was the surest road to his favor.”
Philly, ExplainedOctober 2

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 rainy view of South Broad Street at a traffic triangle. Several cars drive on the moist street under a cloudy sky.
Keep It LocalOctober 1

Where to Spend a Cozy Fall Afternoon in Philly

Looking for a warm, cozy place to enjoy an autumn afternoon? Here are four spots in Philly sure to give you maximum coziness.

Interior of Eremita Cafe in Roxborough, with customers sitting at tables and vintage upholstered chairs beneath a pressed-tin ceiling. A colorful abstract mural covers the left wall, while framed artwork lines the opposite wall and tall windows fill the space with natural light.
Keep It LocalOctober 1

A Philly Vintage Shop for Your ‘Little House on the Prairie’ Dreams

Stacy Morris stocks her store with treasures found in unexpected places. Here are the three items she thinks you need for a cozy fall sea...

A display at Meadowsweet General Store in Norris Square featuring vintage denim workwear and clothing alongside handmade ceramic pots, arranged in front of a weathered brick wall.
Philly, ExplainedSeptember 25

Play Our Philly Crossword Puzzle

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

City Cast Philly Crossword
Keep It LocalSeptember 24

Learn to Make Cool Things at NextFab

NextFab is a membership-based makerspace that helps people turn ideas into products. Here are three hobbies you can pick up at NextFab.

A person wearing safety gear and work gloves stands beside a metalworking workstation with a large ventilation hood and welding equipment at NextFab.
Food & DrinkSeptember 24

Your Guide to New Restaurants, Bars & Cafés in Philly

Philly’s culinary scene is constantly growing and changing. Here’s a recap of some of the restaurants, bars, cafés, and other delicious s...

(Courtesy of Michael Persico)