Are you looking for fun things to do in Pittsburgh this holiday season? Here is a list of 20 of the best ways to get into the festive spirit!

October 7, 2023 – January 28, 2024

The Red Dress at The Frick Art Museum

14 years, 51 Countries and 380 artists collaborated on this fantastic embroidered dress that tells their stories in stitches. Details

November 16, 2023 – November 17, 2023

The Nightmare Before Christmas

The Pittsburgh Symphony Orchestra presents The Nightmare Before Christmas with a live musical score. Details

November 17, 2023 – December 24, 2023

Peoples Gas Holiday Market

Stroll through the wooden chalets in an illuminated Market Square at the twelfth annual Peoples Gas Holiday Market™. Details

November 17, 2023 – January 7, 2024

Winter Flower Show and Light Garden

Phipps Conservatory and Botanical Gardens present magnificent new displays of flowers, trees and holiday lights. Details

November 17, 2023 – February 25, 2024

Ice Skating in Downtown Pittsburgh

The spectacular one-of-a-kind outdoor ice skating rink at PPG Place opens with glowing lights and picturesque views of Downtown Pittsburgh. Details

November 18, 2023

Highmark Light Up Night®

The 62nd Highmark Light Up Night, features shopping, entertainment, and a spectacular fireworks display. Details

November 18, 2023 – December 23, 2023

Kids Holiday Selfie Garden

On weekends and black Friday, the Heinz Hall Courtyard transforms into a child’s television dreamland with holiday-themed decor. Details

November 20, 2023 – January 2, 2024


Pittsburgh’s Oakland neighborhood hosts a month-long winter festival with art installations, live music, and festive lights. Details

November 23, 2023

33rd Annual YMCA Pittsburgh Turkey Trot

Help fight food insecurity in the community and run off all the turkey and cranberry sauce you will eat later. Details

November 24, 2023 – January 1, 2024

Kennywood Holiday Lights

Experience two million lights, classic rides, seasonal food, and entertainment at the Kennywood Holiday Lights event. Details

November 24, 2023 – January 3, 2024

Holiday Lights Mini Golf

Play mini golf under the lights at Fun For All in Cranberry. Plus visits from holiday characters and a hot chocolate bar. Details

November 24, 2023 – December 30, 2023

Zoo Lights

Twinkle, shimmer, and shine your way through the season as you Drive-Thru or Walk-Thru the Zoo surrounded by stunning light displays. Details

December 1, 2023 – December 2, 2023

Handmade Arcade

Shop for one-of-a-kind handmade products and artist’s wares at the largest holiday market in the region at the David L. Lawrence Convention Center. Details

December 2, 2023

Ohiopyle Winter Market

Take a trip to the mountains and enjoy a traditional open-air winter market, belly-warming food, and other winter festivities. Details

December 3, 2023

Nationality Rooms Holiday Open House

Tour the University of Pittsburgh’s Heritage Rooms. Enjoy traditional treats, and shop for handcrafted and cultural items. Details

December 9, 2023

EveryBody Outdoors Series: You Belong Here

Venture Outdoors welcomes people of every size, shape, and weight to join their last hike of the year and explore the holiday in Downtown. Details

December 9, 2023

Chanukah Bash

3rd Annual Chanukah Bash at Ascend Point Breeze. Climb, enjoy music, games, conversation, a menorah lighting plus an ugliest Chanukah sweater contest. Details

December 9 – 10, 2023

The Lawrenceville Cookie Tour

Do your holiday shopping in Lawrenceville, meet local business owners, and snack on all kinds of homemade cookies, now in its 26th year. Details

December 14, 2023

Light – A Multifaith Celebration Through Song

Come together to celebrate the eighth night of Chanukah through song and the lighting of candles. Details

December 31, 2023

Highmark First Night Pittsburgh

Come together to celebrate the eighth night of Chanukah through song and the lighting of candles. Details