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Roper’s Romp: Caftans and Cocktails for CharityFriday, October 24, 2025 | 6:00–10:00 PMTom’s Watch Bar, North Shore Join Safe Moves for Seniors for an evening of fun, fashion, and philanthropy at Roper’s Romp: Caftans and Cocktails for Charity. The night begins at Tom’s Watch Bar before the group heads to Southern Tier for more cocktails and camaraderie—all in support of Read more...
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Annual Bad and Boo-Jee Halloween Craft Bash T’s Wicked Wonders, October 25 Halloween doesn’t have to just be for kids. Come dressed bad, boo-jee, or both for this fun-filled Halloween craft fair for grown-ups. Shop, sip, mingle, and make your own crafts to celebrate spooky season. For more information, visit here! Find more events going on in Pittsburgh here! Read more...
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Trick or Drink: Pittsburgh Halloween Bar Crawl (3 Days)Saturday, October 25, 2025 | 4 PM–2 AMFriday, October 31, 2025 | 6 PM–2 AMSaturday, November 1, 2025 | 4 PM–2 AMThe Urban Tap (Registration), 1209 E Carson St, Pittsburgh, PA Details:Barcrawlerz is bringing its Halloween bar crawl, Trick or Drink, back to Pittsburgh for three nights of fun. Participants will enjoy Read more...
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Dates: September 16 – December 17, 2025 Hours: Monday–Friday, 9 AM – 5 PM (closed Oct. 17 and Nov. 27–28) Location: Hunt Institute for Botanical Documentation, 5th Floor, Hunt Library, Carnegie Mellon University, 4909 Frew Street, Pittsburgh, PA Details: This fall, the Hunt Institute for Botanical Documentation presents a retrospective celebrating the Art and Science of Rafael Lucas Rodríguez Caballero, Read more...
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Pittsburgh Coffee & Chocolate Festival 2025Saturday, October 25 – Sunday, October 26, 2025 | 11 AM–7 PMMonroeville Convention and Events Center, 209 Mall Plaza Blvd, Monroeville, PA Details:The Pittsburgh Coffee & Chocolate Festival 2025 is a two-day celebration dedicated to coffee, chocolate, and more. Guests can sample a wide range of coffee roasts, decadent chocolate creations, baked goods, and sweet Read more...
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Plot Twist – 21+ Book Fair Saturday, October 25, 2025 | 11 AM–2:30 PMVelum Fermentation, 2120 Jane St, Pittsburgh, PA Details:Plot Twist – 21+ Book Fair is not your average book fair. This 21+ event brings together local authors, indie bookstores, and vendors offering book-inspired treasures. Your ticket includes event entry, access to vendors and authors, a live DJ, and Read more...
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Pumpkin Palooza: An East Liberty Halloween AdventureDate: Saturday, October 25Location: Kelly Strayhorn Theater, 5941 Penn Ave. Pumpkin Palooza: An East Liberty Halloween Adventure is one of two annual KST-produced Youth & Family events. Dress up in your favorite costume or come as you are for an afternoon of tricks, treats, and groovy beats. Families can enjoy candy, crafts, and fun activities with Read more...
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Pittsburgh Empanada FestivalSaturday, October 25, 2025 | 1–6 PMAHN Montour Sports Complex, 2419 State Avenue, Coraopolis, PA Details:The first-ever Pittsburgh Empanada Festival brings a full day of flavor, culture, and live entertainment to the Montour Sports Complex. Guests can sample empanadas in every style—from savory meat, seafood, and vegan options to indulgent dessert variations—alongside a lineup of Latin and non-Latin Read more...
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Clayton-Hamilton Jazz OrchestraExperience the swinging sounds of the Clayton-Hamilton Jazz Orchestra at the Manchester Craftsmen’s Guild. Led by Grammy-winning bassist John Clayton and acclaimed drummer Jeff Hamilton, this big-band ensemble brings virtuosity, storytelling, and decades of jazz experience to the stage. Fans of big-band jazz will not want to miss this performance. Date: Saturday, October 25, 2025Location: Manchester Craftsmen’s Guild, Read more...
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Taproom Halloween PartyOctober 25, 2025 · 7–10 PMPittsburgh Brewing Company, Pittsburgh Celebrate spooky season in true Pittsburgh style at Pittsburgh Brewing Company’s Taproom Halloween Party. Enjoy a night of great beer, music, and festive fun—no tickets required. Come in costume for a chance to win prizes in the costume contest, dance to a live DJ spinning party favorites and Halloween Read more...