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The Greatest Issues to Do in Philly in October 2022 — Go to Philadelphia


Break out the hoodies and pumpkin spice: October in Philadelphia guarantees an abundance of leaf-peeping, pumpkin-picking, cider-sipping good times.

Get in the spirit of (slightly) spooky season with family-friendly celebrations like Scarecrows in the Village at Peddler’s Village, Pumpkinland at Linvilla Orchards and Harvest Weekend at Dilworth Park — or crank the fear factor to eleven inside an abandoned prison during Halloween Nights at Eastern State Penitentiary.

Looking for laughs? A legendary lineup of comedians swings through Philadelphia in October with comedic geniuses like Jerry Seinfeld, John Cleese, Steve Martin and Martin Short gracing Philly stages.

Also happening in October: The second annual Philly Bike Ride winds through 20 miles of car-free streets, the Head of the Schuylkill Regatta brings the nation’s top rowers to Philly and the Linc hosts an international matchup between national soccer squads from Germany and Mexico.

With so much happening in October, you’re gonna wanna stay over. Book the Visit Philly Overnight Package and score great perks (like tickets to The Franklin Institute, the Philadelphia Museum of Art and more), free hotel parking (valued up to $100) and a bed you don’t have to make. Want to make a weekend out of it? The Visit Philly 3-Day Stay package is a straightforward steal: Buy two nights and get your third night for free.

Check out our guide to the best events and things to do in Greater Philadelphia in October 2023.

Note: Events are arranged alphabetically by section.

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