
It’s December 1, and that means that you have 25 days to soak up every holiday thing you can until Christmas Day. We’ve got your 25-day guide to what to do to make the most of this season in Pittsburgh.
December 1 – Pick up your Christmas tree at Wigle Whiskey’s ‘Spectacular Christmas Tree Sale‘ at their Barrelhouse & Whiskey Garden. (It’s also open for select days throughout the rest of the month, too!).
December 2 – Kick off the holiday brunching season with a drive down to Washington County to Palazzo 1837 for their new Sunday holiday brunch for bottomless mimosas, a Bloody Mary bar, and authentic Belgian waffles.
December 3 – Learn how to shake and stir holiday cocktails like a pro from the team at the Fairmont with a holiday cocktail class at Andy’s.
December 4 – Run your holiday heart out at the Holiday Lights Tour and Ugly Sweater Run! You and a bunch of other runners will tour downtown Pittsburgh on your own two feet, soaking up the city’s amazing holiday lights and sights.
December 5 – Go to Market Square to see Krampusnacht make his yearly Pittsburgh visit.

December 6 – Belly up to the bar at Butterjoint and get a glass of their famous eggnog – cognac, dark rum, and Amaro, and it’s only available in December!
December 7 – Make your holiday wreath at The Candle Lab (and make a holiday-scented candle at the same time).
December 8 – Do some major (local) holiday shopping at Handmade Arcade at the David L. Lawrence Convention Center with more than 200 vendors.
December 9 – Take your favorite little one to have breakfast with Santa at SouthSide Works.
December 10 – Go to the Hotel Monaco for their annual Wintermarket, with food, cocktails, and shopping for local gifts with Pittsburgh vendors.

December 11 – Put your order in for pints of Millie’s Homemade ice cream holiday flavors: Bourbon Maple, Fig Balsamic, Chocolate Peppermint, Orange-Amaretto Pizzelle and Vegan Plum Tart. Orders are only open through December 12!
December 12 – Do a little good this holiday season, and donate children’s toys to the UPMC Children’s Hospital.
December 13 – Have a ‘Buddy the Elf, What’s Your Favorite Color’ cocktail at the Buddy the Elf holiday pop-up bar at the Commoner.
December 14 – It’s a Pittsburgh tradition: See the Holiday Magic show at Phipp’s Conservatory.
December 15 – Spend your Saturday at the Strip District, doing all of your holiday food shopping at Stamoolis Brothers, Pennsylvania Macaroni Co., Reyna Foods, S&D Polish Deli and Wholey’s. Don’t forget to get your salted cod!
December 16 – Enjoy an evening Sunday drive to see the Christmas lights in Pittsburgh neighborhoods. A few to check out: Sweickley, Oakmont, and take in the view of the city from Mt. Washington and Herrs Island.
December 17 – Take your presents to Ross Park Mall to get them gift-wrapped to support Animal Friends.
December 18 – Take some time to relax this holiday season and do happy hour yoga at Penn Brewery – with a beer included!
December 19 – Do a holiday cocktail tour: Special holiday menus are at Scratch Food & Beverage, Vallozzi’s, Mixtape, Maggie’s Farm Rum, and Spork.

December 20 – Bake cookies using recipes from some of Pittsburgh’s best bloggers, like Mocha Coconut Crinkles from How Sweet Eats, Vegan Glazed Molasses Cookies from Fooduzzi, and Snickerdoodles from Brown Eyed Baker.
December 21 – On the shortest day of the year, make the most of the nighttime by enjoying a late-night skate at the ice skating rink at PPG Place (they’re open until midnight tonight!). While you’re there, be sure to check out Spirits of Giving exhibit at Wintergarden.
December 22 – Hit the road and take a drive to Butler to visit Shadrack’s Christmas Wonderland at the Butler Fairgrounds, with three miles of custom-made holiday displays synchronized to music on your radio.
December 23 – See the Highmark Holiday Pops to see the Pittsburgh Symphony Orchestra, The Mendelssohm Choir of Pittsburgh, Doug LaBrecque and Santa Claus for a little bit of pre-holiday musical cheer.
December 24 – Start a new Christmas tradition by going to Row House Cinema to see Christmas Vacation while eating Chinese take-out.
December 25 – Bask in the glow of a holiday season done right. And if you post any photos of your own holiday fun on Instagram – whether it be something you did, somewhere you went, or something you made – tag #goodfoodpgh so we can see them!
Leave a Reply