As Pittsburgh closes the door on one year and cracks open the next, we’re encouraging you to get out for more than just New Year’s Eve. Stepping into the New Year on a good foot makes all the difference in how you start off 2026. The events from December 29 to January 4 deliver the cultural and artistic excellence that Pittsburgh is known for. Plus, you might as well have one last week of fun before inevitably having to get back to the “normal” routines on January 5.
Pittsburgh Events Happening December 29-January 4

Clue at the Benedum
December 30-January 4, Benedum Center
PNC Broadway in Pittsburgh presents the hit stage adaptation of the beloved 1985 film and classic board game. Six guests, one manor, and endless possibilities keep audiences laughing—and guessing—through this fast-paced 90-minute whodunit. Will you solve the mystery before time is up?

First Night Pittsburgh 2025
December 31, Downtown
One of the brightest nights of the year is First Night Pittsburgh. Downtown lights up with mobile bars and food trucks, ice rinks, family-friendly activities, and plenty of VIP passes to allow you to feel your fanciest to ring in the new year. Just wait until you see the wonder on your child’s face when the fireworks hit the sky.

F&F Pizzeria NYE
December 31, F&F Pizzeria
Why not spend your New Year’s Eve evening with renowned New York chefs Frank Falcinelli and Frank Castronovo (“The Franks”). F&F Pizzeria is offering its famous naturally fermented pizza and trattoria-style menu for the holiday. Celebrate with small plates, classic pasta dishes, and timeless cocktails like the Rust Belt Revival and The Olio Martini.

Square Cafe Cozy New Year’s Day Brunch & Lunch
January 1, Square Cafe
After your late night out, let Square Cafe take care of you (and your possible hangover, too!) The bar and barista team will welcome 2026 with new specialty drinks. These include seasonal lattes like The Grinch and cocktails such as the Yule Mule and Mistletoe Mimosa, as well as a non-alcoholic Holiday Punch.

New Year New You Pilates & Mimosas
January 3, Celebrations Bar, Banquet, and Grill
Kick off the new year with positive vibes and a healthy start. This event welcomes all levels—no experience needed—for a refreshing Pilates session. After the workout, guests will enjoy a celebratory mimosa toast and a light breakfast where you can mingle with others and discuss your resolutions for the New Year.
Story by Kylie Thomas
Featured Photo Courtesy of The Pittsburgh Cultural Trust
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