All Weekend, November 22-24

The Rink at PPG Place

Enjoy ice skating with your little ones at this downtown skating rink!  Opens at Light Up Night!  Also, there will be a special “Mascot Skate” with over 30 area mascots during a special holiday skating party at The Rink from 1-3pm on Saturday.

Times: Fridays & Saturdays:  11 a.m. to midnight, Sundays: Noon to 8 p.m.

Cost: Adults $8, Children <13 $7, skate rental $3

Location: Two PPG Place, Pittsburgh PA 15222


“Spirit of Giving Around the World” Exhibit in the Wintergarden at PPG Place

This free exhibit features a display of life-sized Santas and original paintings from various countries around the world, a 32 foot tree, gingerbread houses, and a unique train display.

Times: Friday, 7 am-10pm, Saturday, 9 am-10 pm, Sunday, 9 am to 8 pm

Cost: FREE!

Location: Two PPG Place, Pittsburgh PA 15222


The Winter Festival of Lights at Oglebay Resort

This nationally-renowned holiday light display covers more than 300 acres over a six-mile drive throughout the resort.

Times: Thursdays-Sundays until 1opm and Fridays, Saturdays until 11pm

Cost: A per car donation is requested and is valid for the entire festival season

Location: 465 Lodge Drive, Wheeling, West Virginia 26003


The Western Pennsylvania Railroad Museum’s Holiday Train Display

Explore this magical holiday train display at this classic railroad museum in Gibsonia

Times: Fridays 6-9pm, Saturdays and Sundays 11-5pm

Cost: $6/adult, $4 children under 12

Location: 5507 Lakeside Dr, Gibsonia, PA 15044


Overly’s Country Christmas

Overly’s Country Christmas is a nonprofit old-fashioned Christmas Village.  Sing Christmas carols around the bonfire, enjoy the model train display, take a horse drawn wagon/sleigh ride, shop, eat, and take pictures with Santa!

Times:  Friday-Sunday, 5:30-9pm

Cost: $15/car

Location: 116 Blue Ribbon Ln, Greensburg, PA 15601


Friday Night, November 22

53rd Annual Light Up Night in Downtown Pittsburgh

The Pittsburgh Downtown Partnership hosts the official kickoff of the holiday season in downtown Pittsburgh, including various tree lightings, Santa and reindeer sightings, free horse-drawn carriage rides, the unveiling of the Macy’s window displays, ice skating, music, food, fireworks, and so much more!  For a full listing of the evening’s festivities, click on the link above. We went last year and it was a lot of fun; however, be prepared for crowds and traffic! Events occur throughout the day and happen throughout downtown.


Light Up Night Sleepover at the Carnegie Science Museum

Spend “Light Up Night” at the Carnegie Science Center and enjoy holiday-themed activities.  Plus, get a great view of the fireworks over the city!

Times: 6pm on Friday to 9:30 am Saturday

Cost $35/person

Location: 1 Allegheny Ave, Pittsburgh, PA 15212


Winter Wonderland at the Overlook

An alternative to the city’s “Light up Night” celebration.  Santa will arrive on a fire engine and there will also be games, food and hot cocoa for sale, some Pittsburgh Steelers players in attendance, music, tree lighting, and rooftop fireworks.  Plus, you will be able to see the main fireworks display as well.

Times: 7-10pm

Cost: FREE

Location: West End Overlook


Poinsettas and Pointe Shoes at Phipps Conservatory

Another “Light Up Night” alternative: enjoy an unique opportunity to explore Phipps during the evening and see vignettes from Pittsburgh Ballet Theatre’s rendition of The Nutcracker.

Times: 6pm and 7:30pm

Cost: $25.75 for adults and $12.75 for children (under age 18), and includes a 50-percent-off ticket special to attend Pittsburgh Ballet Theatre’s full-length performance of The Nutcracker at the Benedum Center.  Must purchase tickets in advance.

Location: Phipps Conservatory, 700 Frank Curto Drive, Pittsburgh, PA 15213


Station Square’s Winter Wonderland

Enjoy “Light up Night” at Station Square with an indoor holiday parade, face-painting, story time with Mrs. Claus, live reindeer, a dance party with elves, train rides, and Meet & Greets with special guests like Santa, Cinderella, Ariel, Belle, Rapunzel, Iron Man, Spiderman, Capt. American, Batman, the Joker.  Plus lots more!

Times: 5-9pm

Cost: Mostly FREE, but train rides cost $1

Location: 125 West Station Square Drive


Historic Deutschtown Tree Lighting

Celebrate the holidays with neighbors, Christmas carols, hot chocolate, and treats as the 500 block of E. Ohio St.  is lit up.  Afterwards, check out the grand opening of the New Allegheny Market House.

Times: 6-8pm

Cost: FREE!

Location: The Blumengarten, 500 block of East Ohio Street


Santa’s First Stop in Cranberry Township

Santa arrives at 7 PM escorted by the Cranberry Township Volunteer Fire Company. Join him to light the Township Holiday Tree.  Then there will be holiday crafts and refreshments indoors.

Times: 6-8pm

Cost: $13

Location: Municipal Building, 2525 Rochester Road Cranberry Township, PA 16066


Saturday and Sunday, November 22-23

Gemini Children’s Theater “Sleeping Beauty Holiday”

Enjoy this original, interactive, holiday-themed production featuring Sleeping Beauty!

Times: Saturdays and Sundays, 1 and 3:30 pm

Cost: $12

Location: 7501 Penn Avenue, Pittsburgh, PA 15208


Saturday, November 23

Free Horse-Drawn Carriage Rides in Downtown Pittsburgh

Highwoods offers complimentary horse drawn carriage rides through Market Square.

Times: 11-8pm, arrive early!

Location: Departs from the Fourth Avenue side of the PPG Place Plaza


Fifth Avenue Place Free Holly Trolley

Ride this free trolley and take in all the Downtown has to offer during the holiday season! Hosted by Santa’s little helpers, trolleys circle downtown each weekend picking up at stops approximately every 15 minutes.

Times: 11am-5pm

Location: Stops at Fifth Avenue Place, The Rink at PPG Place, One Oxford Centre, Macy’s, and U.S. Steel Tower (Pittsburgh Crèche).


Santa’s Arrival at the Pittsburgh Mills

Watch Santa light the Macy’s Court Christmas tree.  There will be also be marching bands and carolers.

Time: 10:30am

Cost: FREE

Location: Entry 1, The Galleria at Pittsburgh Mills, 590 Pittsburgh Mills Blvd, Tarentum, PA 15084


The Waterfront’s Holiday Happening!

Celebrate the holiday at the Waterfront with Santa, live music, crafts, festive treats, and shopping!  Also, featuring the I Made It! Market for the Holidays, with over 90 local crafters, artists, and more selling their wares (I Made It! Market hours are 5-10pm on Friday night and 11-6pm on Saturday).

Time: 12-4pm

Cost: FREE!

Location: Waterfront Town Center, 149 West Bridge Street, Homestead, PA


Kid City Dance Party: A Very Thankful Party

Join DJ Kelly MOM as she spins great tunes for this kid-oriented dance party!  There is also an art lab and vegan/vegetarian snack bar.  This month, she’s also asking families to bring used toys to be donated to Play It Forward!

Times: 2-6pm

Cost: $5/adult; Kids FREE!

Location: 3577 McClure Avenue, Pittsburgh PA 15212


Oakmont’s Hometown Christmas and Parade

A night of Christmas festivities including a Christmas Parade with Santa, marching bands, floats, horses, and lots more.  Other activities that evening: a Nutcracker performance by Western PA Youth Ballet, musical performances, Christmas tree lighting, horse and buggy rides, free Christmas cookies, pictures with Santa, and lots of children’s activities!

Times: 5-8:30

Cost: FREE!

Location: Business district on Allegheny River Blvd, parade route also includes Verona


Sunday, November 24

The Nutcracker Holiday Party

A FREE open house with the Pittsburgh Ballet Theater!  Enjoy excerpts from the Nutcracker performance, do crafts with staff from the Children’s Museum, listen to a Nutcracker storytime, and see a Nutcracker stage makeup station!

Times: 12-3 pm

Cost: FREE!

Location: 2900 Liberty Ave, Pittsburgh, PA 15201


Holiday Shop + Rock by Shadyside Chamber of Commerce

Stroll down Walnut Street, window shop (or real shop too!) and enjoy a variety of musical performances.

Time: 1pm

Cost: FREE!

Location: Walnut Street, Shadyside

Nadine Champsi

Nadine Champsi

I am a doctor turned write-at-home-mom who runs the Pittsburgh Mommy Blog and is editor of Kidsburgh. I have two wonderful young children and am happily married. My interests include cooking, green-living, gardening, being in the outdoors, listening to great music, checking out the city's cool art, coming up with creative things to do with my kids, and having as many adventures as I can!
Nadine Champsi

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