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City Cast Pittsburgh

City Cast Pittsburgh

🍂 Pittsburgh’s best autumn fests

September 4, 2025 · — Francesca Dabecco

Good morning! I ordered my first pumpkin spice latte this week and it 🍂 felt so good 🍂

If you're excited for fall flavors and festivities like me, tune in to today’s City Cast Pittsburgh podcast. I’m on the mic with host Megan Harris to talk about all of the best Oktoberfests, pumpkin-picking events, and autumn celebrations 🎃

Plus, we have a MASSIVE list that you can use as a guide all season ⬇️

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What's CITY Talking About?

black and white cat
The city paused its free spay and neuter program last year. (Francesca Dabecco / City Cast Pittsburgh)

Apps Open for Spay & Neuter Program

In collaboration with Humane Animal Rescue of Pittsburgh, the city launched its redesigned spay and neuter program. The program is open city residents who have pet cats and dogs or registered trappers who are helping to control the city’s feral cat population. [City of Pittsburgh]

Local Children Face Deportation, Advocates Step In

The Trump administration’s effort to deport nearly 700 children in the U.S. to Guatemala — including about 10 from Pittsburgh — was temporarily halted over the weekend. Some of the local children have no family in Guatemala and all of them are in the immigration legal process. [Public Source]

County Council Special Election Moves Forward

A state Supreme Court judge ruled that a special election for an at-large Allegheny County Council seat can proceed this fall, quashing Republicans’ hopes to keep their appointed representative, Mike Embrescia, in the seat unchallenged. [WESA]

Penguins Announce Giveaway Games

The Pens are giving away bobbleheads of the "Big Three," — Sidney Crosby, Evgeni Malkin, and Kris Letang — at select home games. Preseason starts Sept. 22. [KDKA / NHL]

Pittsburgh’s Best Oktoberfests & Fall Events

pumpkins and sunflowers at a farm
Tune in to City Cast Pittsburgh to hear our fall fest recommendations. (Francesca Dabecco / City Cast Pittsburgh)

As the cool days creep in, we have you covered with apple and pumpkin picking, German beer festivals, community farm celebrations, haunted trails, parades, and more.

17 Festivals To Kick Off Your Pittsburgh Fall

Sewickley Harvest Festival & Fall Music Festival

Sept. 6

Look for food, arts and crafts, kids’ activities, and all-day sidewalk sales in Sewickley proper, then skip up to the music festival at the Fern Hollow Nature Center for food trucks, yard games, and more. 

Hilltop Harvest Festival

Sept. 6

Celebrate summer’s bounty with Mt. Oliver Borough and Hilltop Urban Farm. Look forward to a local vendor market, fresh produce, craft beer, seasonal treats, live music, and family-friendly activities. Think you have the best pumpkin recipe? Bring it for the bakeoff!

Septoberfest

Sept. 11-21

Enjoy Bavarian food while sipping on the “Ordinary Things” fest lager or “Cinnamon Ghoul” pumpkin ale at Spoonwood Brewing Company in Bethel Park.

Corn Maze at Gearhard Farms

Starts Sept. 12

Mark 25 years in this enormous Murrysville corn maze — grown every year in a different design — and once you find your way out, try to draw it! Don’t skip the pumpkin patch or the cozy hayrides, either.

Pumpkingfest

Sept. 13

Join Southern Tier Brewing for ​​the ultimate fall block party on the North Shore with festival-style pumpkin pints, fall bites, live music, tarot readings, and a local vendor market.

Harvest Trail at Simmons Farm

Starts Sept. 13

A wristband gets you access to the petting zoo; pumpkin patch; carving displays; a butterfly house; corn, hay, and sunflower mazes; and a ton of special events and games, like the human hamster wheel, pumpkin Guess Who?, basketball corn hoppers, strongman sledge hammers, and more.

Penn Brewery Oktoberfest

Weekends, Sept. 19-27

Drink beer from a milk jug in Troy Hill’s historic cobblestone biergarten, where a taste of Munich takes over four festive floors and a pair of purple-tinted, outdoor caves. We love the hot German potato salad, schnitzels, and Soergels x Penn shandy. Plus, there’s a VIP party!

What To Do

Thursday, Sep. 4

Friday, Sep. 5

🍦 PSA! If you’re not quite ready to let go of summer but love the arrival of fall flavors, Page’s Dairy Mart just released their seasonal menu.

I’m eyeing up the pumpkin roll Arctic Swirl made with treats from Potomac Bakery 👀

Hope your day is sweet!

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