Pittsburgh doesn’t merely ease its way through the final week of December. Instead, it shows off as the city glows with end-of-year energy. Head into Pittsburgh’s creative corners and neighborhood hangouts to discover what events await at the end of 2025. After all, we’re all about ending the year with a bang!
Pittsburgh Events Happening December 22-28
Jazz & Soul Christmas Spectacular
December 23, City Winery Pittsburgh
Experience the warmth and joy of the season with a soulful twist. PureSoul presents the Jazz & Soul Christmas Spectacular, featuring Cleveland Jones and a crew of Pittsburgh’s finest musicians. This festive concert celebrates the rich soul in holiday classics with swing-melody and toe-tapping rhythm variations.
OPEK : Live at Kingfly!
December 26, The Loft at Kingfly Spirits
The world-class 10-piece big band OPEK returns to the Loft at Kingfly Spirits for a lively night that’s sure to keep the holiday spirit going even after Christmas Day. Led by Ben Opie, the ensemble even features some of Pittsburgh’s most exciting creative musicians. So grab a drink from the bar and kick back to this incredible ensemble.
Countdown Cocktails: 3-2-1 Cheers!
December 27, SanaView Farms
Raise a glass and toast to the holiday season at SanaView Farms. This festive Countdown Cocktails wine mixing class offers an evening of mixology and delicious snack pairings. Participants will learn to craft three creative, wine-based cocktails using the farm’s finest wines and seasonal ingredients, all guided by an expert.
Home for the Holidays Gala
December 27, The Reserve
You’re invited Home for the Holidays! Don your best formal attire and take to the elegant fifth floor of The Distillery Complex. Here you’ll dive into plates of delicious food, glasses of cocktails and wine, as well as much by DJ Boof. It all makes for a night that you won’t soon forget.
The Glamour Gala Vol. 2
December 28, New Hazlett Theater
The Glamour Gala Fashion Show and Art Exhibit (GGFSAE) returns for its second annual event, promising an afternoon of style, art, and advocacy. Experience a blend of runway fashion and curated art in the New Hazlett Theater as you dine on soul food from Chef Bryanna, all benefiting a good cause. Just be sure to show up in purple and gold to voice your support.
Story by Kylie Thomas
Featured Photo Courtesy of Ben Opie
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