
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 ⬇️

What's CITY Talking About?

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]
- Learn about trap, neuter, and release programs in Pittsburgh. [🎧 City Cast 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]
- Catch up: ICE raids are on the rise locally, and U.S. Rep. Summer Lee was recently denied entry to a PA detention center. [🎧 City Cast Pittsburgh]
- Know your legal rights during an ICE encounter in Pittsburgh. [📝 Hey Pittsburgh]
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]
- Remember when 19,000 Jaromir Jagr bobbleheads were stolen? [🎧 City Cast Pittsburgh]
- Get nebby: Here are the highest-paid athletes in Pittsburgh. [Business Times]

Pittsburgh’s Best Oktoberfests & Fall Events

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.

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
- 🤗 Lucky To Live In Pittsburgh at Bottlerocket (Allentown)
- 🎞️ Essential Pittsburgh at Glitterbox Theater (Homestead)
- 🍿 ReelAbilities Film Fest at the Playhouse — Sept. 6 (Downtown)
- 🎵 Norside Organ Trio at Allegheny City Brewing (East Allegheny)
- 🍅 Farmers Market in PPG Plaza (Downtown)
- ⁉️ Hidden History Trivia at Heinz History Center (Strip District)
- 💡 Trivia Thursdays at Eleventh Hour Brewing (Lawrenceville)
- 🧀 Grand Opening for Meet & Cheese (Upper Saint Clair)
- 🥒 Farmers Market at The Block Northway (Ross)
- 🎭 New Works Festival at Genesius Theater — Sept. 7 (Uptown)
- 🌳 Overlook Trails Hike at Hays Woods (Hays)
Friday, Sep. 5
- 😋 Lebanese Fest at Our Lady of Victory — Sept. 7 (Beechview)
- ☘️ Pittsburgh Irish Festival at Carrie Furnaces — Sept. 7 (Rankin)
- 🎉 A Fair in the Park at Mellon Park — Sept. 7 (Point Breeze)
- 🍿 ReelAbilities Film Fest at the Playhouse — Sept. 6 (Downtown)
- 🎭 New Works Festival at Genesis Theater — Sept. 7 (Uptown)
- 🛍️ Night Market & Unblurred on Penn Avenue (Garfield/Bloomfield)
- 🖼️ Art Gallery Opening at Frechard Gallery (Garfield)
- 💿 Mac Miller Tribute at Thunderbird (Lawrenceville)
- 🍻 Hazelwood First Friday with Offroute Art (Hazelwood)
- ❤️🩹 The Big Share with CHS (Lawrenceville)
- 🎸 Women Who Rock at Stage AE (North Shore)
- 🌙 Kayaking After Dark with Venture Outdoors (Downtown)
- 🌻 Botanical Boutique at Phipps Conservatory (Oakland)
- 🌱 Native Plant Sale at Garden Dreams — Sept. 6 (Wilkinsburg)
- ✏️ Exhibit: Outside the Lines at Irma Freeman Center (Bloomfield)
- 👖 One Year Anniversary at Vintage Shop on Main (Bloomfield)
- 🏕️ Campfire Stories at Camp Guyasuta — Sept. 13 (Sharpsburg)
- 🎵 Beauty Slap at Shore Thing (North Shore)
🍦 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!
Free · Daily

