As December begins, you won’t want to wait a second longer to dive into Pittsburgh’s lively mix of things to see and do. Seasonal happenings in the arts, community groups, shops and more make sure the week of December 1–7 leaves you busy and bustling in the best way possible. Grab a group of friends to tag alone, explore on your own, or bring the family along to kick this month off the right way.
Pittsburgh Events Happening December 1-7

Yippee Ki Yay (The Parody Celebration of Die Hard)
December 2-21, Greer Cabaret Theater
Fringe First-winner Richard Marsh brings his acclaimed retelling of the action classic Die Hard to the Pittsburgh stage. This unauthorized parody blends fast-paced comedy, heartfelt storytelling, and a lifelong fan’s passion for the iconic holiday film. Expect laughs, nostalgia, and an inventive spin on one of the best holiday movies of all time.

Glow on Par
December 2, OnPar Now
This festive evening in the Strip District celebrates women’s empowerment and offers an opportunity for Giving Tuesday donations. Gather your girlfriends for indoor golfing, wellness activations, a mobile sauna, permanent jewelry, mocktails, and a curated marketplace all towards helping Greater Pittsburgh Food Bank and 412 Food Rescue.

Holiday Cocktail Class
December 3, Fairmont Pittsburgh
Learn festive mixology at Fairmont Pittsburgh’s Holiday Cocktail Classes where expert bartenders will guide you through seasonal cocktails. You’ll learn to use different spirits during each weekly session, making it a spirited night out or a gift-able experience.

The Nutcracker
December 5-28, Benedum Center
The holiday classic is back from the Pittsburgh Ballet Theatre’s talented company of artists. This year’s iteration of The Nutcracker is set in the glitz and glamor of turn-of-the-century Pittsburgh. The Tchaikovsky score will be as iconic as always, and you will leave humming at least one of its memorable melodies.

South Side Winterfest
December 6, South Side
A festive, family-friendly celebration takes over Pittsburgh’s South Side on East Carson Street. Look forward to the holiday tree lighting, Santa’s arrival, live music, local food trucks, ice sculptures, artisan holiday shopping in a winter market, and even a beer garden for the adults, too.
Story by Kylie Thomas
Featured Photo Courtesy of Fairmont Pittsburgh
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