The Ultimate Guide to the Holidays in Pittsburgh

Finding Your Family Fun and More During the Holiday Season in the South Hills of Pittsburgh, PA

By Emily Papa, Macaroni Kid South Hills of Pittsburgh Publisher November 24, 2020

The lights are up and the holidays are near! Have no fear, Macaroni Kid is here! Here with your holiday family fun  in the South Hills of Pittsburgh that is. In this guide we have the most comprehensive list of places you can visit with and take photos with Santa in the South Hills of Pittsburgh and surrounding areas. We bring to you where you can find the best and brightest holiday lights that you can see. Ready to do your shopping? Check out our shop local holiday gift guide as well as suggestions for everyone on your wish list. Plus, our events calendar is PACKED with holiday festivities both in person following CDC guidelines and virtual as well to appease all readers! Many of our region’s favorite events will still be happening this holiday season, they might just look a little different. Click on the photos below to take you to specific guides or on the links for more details about things to do in the South Hills of Pittsburgh, PA. 

*Please always check the links for more details and website for cancellations. Confirm with each establishment via their social media or calling them that nothing has changed since the creation of this guide as there are new COVID updates daily. Bookmark this page and check back often as we are constantly adding more to the guide and individual pages. If there is something you'd like to see in here, email with HOLIDAY GUIDE in the subject line. 

Last updated: December 2nd, 2020

Some of our Favorite Holiday Fun in the South Hills of Pittsburgh all season long:

12 Days of Giveaways! ๐ŸŽ
December 1-12 2020

Shop Local and WIN ๐Ÿ›
Through December 31st, 2020

Jolly Trolley Pittsburgh Holiday Sightseeing Tour
Saturdays & Sundays in December

Phipps Winter Flower Show: Home for the Holidays ๐ŸŽ„
Through January 3rd, 2021

Snowman โ›„๏ธ Trail Competition
December 1-21, 2020

Peoples Gas Holiday Market ๐ŸŽ„๐ŸŽ…๐Ÿป
Daily through December 23rd, 2020

The Rink at PPG Place โ›ธ
Daily through February 28th, 2021

Holiday Lights Mini Golf โ›ณ๏ธ
Daily through January 2nd, 2021

Holiday Lights Walking Tour ๐ŸŽ„
Daily through January 2nd, 2021

Christmas Light - Up ๐ŸŽ„
Daily through January 3rd

๐ŸŽ„ Shadrack's Christmas Wonderland
Daily through January 3rd, 2021

Holiday Kidsplay Selfie Garden
Daily through December 23rd, 2020

๐ŸŽ„ Zoo Lights Drive - Thru
Select nights through January 3rd, 2021

๐ŸŽ…๐Ÿป ELFburgh Christmas - COVID Safe Christmas Drive - Thru Event
Daily through December 23rd, 2020

Overly's Country Christmas
Daily through December 30th, 2020

๐ŸŽ…๐Ÿป Santa's Wonderland  ๐Ÿ’Œ Letters to Santa
Daily through December 24th, 2020

โ„๏ธ Mt. Lebanon Uptown Winter Market
Saturday’s 9AM - 12PM (weather permitting)

Shop the Block Farmer's Market McKnight Road
Friday’s 3PM - 6PM

Uncover Squirrel Hill: Festive Fridays
Fridays 4PM - 8 PM

๐ŸŽค Williams SING-OFF Competition
Submission Deadline December 7th, 2020

PBT’s Fireside Nutcracker
Opening Night December 17th -December 31st

Winter Holiday Events in Pittsburgh, PA

December 1st, 2020

December 2nd, 2020

December 3rd, 2020

December 4th, 2020

December 5th, 2020

December 6th, 2020

December 7th, 2020

December 8th, 2020

December 9th, 2020

December 10th, 2020

December 11th, 2020

December 12th, 2020

December 13th, 2020

December 14th, 2020

December 15th, 2020

December 16th, 2020

December 17th, 2020

December 18th, 2020

December 19th, 2020

Come back for more updates or check the event calendar for a list of ALL events by day. Email if you'd like to see something added to this list.