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The Best Holiday Events in Pittsburgh

December 01, 2018 | Regis McQuaide

The Best Holiday Events in Pittsburgh-1Do you need a break from baking holiday cookies in your Mt. Lebanon, PA, kitchen? Why not make time for a visit to one of the many holiday events held in the Pittsburgh area? Whether you enjoy fireworks, shopping or showing off your ugliest Christmas sweater, you’ll find plenty to do this holiday season.

Chanukah Festival

December 4

Sponsored by the Chabad of Western PA, Bnai Emunoh Chabad of Squirrel Hill and The Waterfront Shopping Center, the Chanukah Festival offers fun for the entire family from 4:45 – 9 p.m. The evening kicks off with the Grand Menorah Parade in the Rodef Shalom parking lot at 4:45. Other outdoor activities include the menorah lighting and the live outdoor concert. Inside, you’ll find food vendors, games and plenty of Chanukah-related activities.

Peoples Gas Holiday Market

November 16 - December 23

Are you unimpressed by the gift selection at the mall? Shop at the Peoples Gas Holiday Market instead. The seasonal market offers handcrafted, unique gifts, such as jackets created by Nepalese seamstresses, Polish folk art and jewelry from Ireland and Africa. 

Every year, Market Square in downtown Pittsburgh is transformed into a European holiday market, complete with wooden huts designed to look like Alpine chalets. Local and international vendors sell one-of-a-kind gifts sure to please everyone on your holiday shopping list. While you’re at the market, stop by and say hello to Santa, or try an authentic Austrian strudel or pretzel.

The Best Holiday Events in Pittsburgh-2

Winter Garden at PPG Place

November 16 – January 1

Winter Garden at PPG Place is transformed into a winter wonderland during November and December, thanks to the annual Gingerbread Display/Competition and Train Display. The contest is open to Pittsburgh residents of all ages, from first graders through senior citizens. Viewing the creative entries just may inspire you to create your own gingerbread house (or at least add it to your list of things to do for next years’ holiday season).

Ever After Winter Princess Ball

December 16

Treat your little princess to an afternoon she’ll never forget at the Ever After Winter Princess Ball. The event will be held from 4:30 – 6:30 p.m. at the Union Project on Negley Avenue. Activities include a dance party, sing-along, face painting, refreshments, arts and crafts projects, princess makeovers, goody bags and opportunities to take photos with Cinderella, Princess Beauty, Rapunzel, Snow Queen, Snow Princess, Mermaid Princess, Frog Princess and others.

Pittsburgh Santa Crawl

December 15

Dust off your favorite holiday-themed clothing, whether that’s a Santa suit or an ugly Christmas sweater, and join the throngs at The Pittsburgh Santa Crawl, held from 2 to 10 p.m. on the South Side. Your ticket will entitle you to a refillable Santa mug, a raffle entry and exclusive drink and food specials that include $2 light beers, $3 well drinks and $4 holiday shots. Participating bars include Stage at Karma, Mario’s, Casey’s Drafthouse, Wingharts, Finn McCool’s, Smiling Moose and others.

Highmark First Night Pittsburgh

December 31 (6 p.m. – midnight)

Highmark First Night Pittsburgh, the popular New Year’s Eve event, regularly draws large crowds. In fact, almost 50,000 people attended last year’s First Night. The city’s Cultural District is the site of the celebration, which feature more than 150 events, including live musical and dance performances, fireworks, art displays, face painting, ice sculptures, clowns and caricaturists.

Is your house too small to hold your own holiday event? Why not add an interior home remodeling project or addition to your list of New Years’ resolutions? Master Remodelers can help you create a luxurious entertainment space in your Pittsburgh area home. Contact us today to get the process started.


Tags: Christmas, Pittsburgh, Holiday Events, Winter in Pittsburgh

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