Events This Week in Pittsburgh

What's happening in Pittsburgh this week, you ask?

For things to do in Pittsburgh this weekend and upcoming events that will pique your interests, fire up your taste buds and inspire new adventures, look no further. Check back each week for an up-to-date list of what to do in the 'Burgh.

Happening This Week:

Fall Fest🍂

October 23-26 | Point Park University's Pittsburgh Playhouse
The second annual Pittsburgh Playhouse Fall Fest features entertainment for everyone! Enjoy food & drinks, games, local vendors, arts & crafts and rolling performances of Boo's Halloween House Party! Fall Fest activities can be found all throughout the Playhouse and out on Forbes Avenue – it's a Downtown fall party like no other!

Night of 1,000 Skulls💀

October 24 | The Andy Warhol Museum
Celebrate the opening of the Andy Warhol: Vanitas exhibition at Night of 1,000 Skulls! Come dressed in your best macabre couture as we dive deep into Warhol’s darker side for a night of eerie revelry, but help us protect our collection. No masks, wings, tails, or other props that could bump the artwork.

Hauntoberfest👻

October 24-November 1 | 11th Hour Brewing
The German Village is back for FOUR frightfully fun nights of Halloween festivities! Join us on October 24th, 25th, 31st, and November 1st for spooky vibes, creepy cocktails, killer food trucks, costume contests, and all-out Halloween fun. We’re turning the Village into the ultimate party spot decked out with lights, music, decor, and all things festive and frightful!

Halloween Fun Cruise🚢

October 25 | Gateway Clipper Fleet
Trick or treat … On The Fleet! Come aboard the Gateway Clipper Fleet for a frighteningly good time! Dress in your best Halloween Costume to win prizes!

Pittsburgh Empanada Festival🥟

October 25 | AHN Montour Sports Complex
The 1st-ever Pittsburgh Empanada Festival hits Montour Sports Complex, Coraopolis, PA! Get tickets early—this one will sell out!

Pittsburgh Coffee & Chocolate Festival☕

October 25-26 | Monroeville Convention Center
Calling all coffee and chocolate lovers! Attend the Pittsburgh Coffee & Chocolate Festival and indulge in coffee, chocolate and more!

Witchburgh🧙‍♀️

October 25-26 | The Strip District Terminal
Tarot readers, magical makers and vendors, food and drinks and more! Satisfy your inner witch at The Terminal this weekend!

31st Annual Pennsylvania Arts & Crafts Christmas Festival 🎄

October 17-19, 25-26 | Washington County Fairgrounds
Get ready for a festive celebration like no other at the 31st Annual Pennsylvania Arts & Crafts Christmas Festival! Discover over 200 vendors with handcrafted gifts, holiday décor, delicious treats and so much more. With live entertainment, family activities, and plenty of holiday spirit, this event is perfect for creating magical memories and crossing off your holiday shopping list. Don't miss it!

Richard O'Brien's THE ROCKY HORROR SHOW🎭

October 14 - November 8 | Greer Cabaret Theater
Get ready for a wild ride through sci-fi, seduction, and rock ‘n’ roll rebellion as squeaky-clean sweethearts Brad and Janet stumble into the eerie mansion of Dr. Frank-N-Furter. What follows is a high-energy, time-warping night of music and mischief that’s thrilled audiences worldwide.

Ongoing…

Phantom Fall Fest🎢

September 12 - November 1 | Kennywood Amusement Park
Kennywood's signature spooky-season event lets you do Halloween your way depending on the time of day. Come early for family-friendly fun, including festive food and a unique autumn atmosphere. Plus, enjoy your favorite coasters and rides during the day! Then, when the sun goes down, the Phantom takes screams to the extreme with six haunted houses and four scare zones.

Catching Sunbeams from the Porch Swing of Wisteria Castle☀️

May 23 - October 26, 2025 | The Frick Pittsburgh
Explore abstract sculptures by Pittsburgh-based artist Atticus Adams in "Catching Sunbeams from the Porch Swing of Wisteria Castle." Adams’ pieces — most made from metal mesh and wire — hang from the windows and ceilings of The Frick Pittsburgh's historic greenhouse, adding a whimsical touch to the vibrant, flora-filled oasis. The exhibition includes never before seen works as well as a site-specific sculpture inspired by the Frick’s history, collections, and founder, Helen Clay Frick.

Carnegie Crawl🛍️

September 2 - October 10 | Carnegie
The town of Carnegie invites you to join them on Main Street every second Friday from May to October! Businesses stay open later and part of the street gets closed so folks can listen to live music while dining and shopping in Carnegie. Every Crawl is different!

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