12 Days Of Cheer In Upper St. Clair: Making This A December To Remember

The holiday season is officially here, and there’s no shortage of ways to soak up the magic in and around Upper St. Clair. To help get you in the spirit, we’ve rounded up a dozen festive ideas you can enjoy throughout the month — each one a fun, joyful way to celebrate the season close to home.

From twinkling light displays and holiday markets to cozy treats, local shopping spots, winter activities and seasonal shows, these 12 picks highlight what makes Upper St. Clair feel especially merry this time of year. Whether you check off one or all twelve, it’s all about slowing down, supporting local businesses and making memories.

1. Visit the Peoples Gas Holiday Market.

A quick trip into downtown Pittsburgh brings you to the Peoples Gas Holiday Market in Market Square, where Alpine-style wooden chalets line the plaza with international gifts and local artisan finds. The market is open daily through Dec. 24 (except Thanksgiving), making it an easy stop during a day of city holiday activities. While you’re downtown, swing by Pittsburgh’s Creche at the U.S. Steel Tower to see the world’s only approved replica of the Vatican nativity scene.

2. Have a 'Dazzling Night' at the Pittsburgh Botanic Garden.

Another local favorite, Dazzling Nights transforms the Pittsburgh Botanic Garden into a mile-long trail of immersive light installations on select dates Nov. 28–Jan. 3. Each section offers something different, from the serene Garden of Reflection to the energetic Disco Snowman maze. Families often time their visit around live entertainment or a warm drink under the towering tree at Shimmering Square. It’s a relaxed, choose-your-own-pace evening that feels close to home but wonderfully tucked away.

3. Stop by Emma’s Kafe & Deli for a cozy lunch break.

Right here in Upper St. Clair, Emma’s Kafe & Deli is the neighborhood go-to for fresh sandwiches, homemade salads, LaPrima coffee and their well-known chicken salad. It’s a convenient stop during a day of errands or before heading to a holiday event, especially with their grab-and-go options. Make sure to stop by during the week, as the deli closes on weekends seasonally.

4. Make a night of ‘The Nutcracker’ by Pittsburgh Ballet Theatre.

If you’re looking for a night out in the city, Pittsburgh Ballet Theatre’s beloved production of The Nutcracker returns to the Benedum Center on select dates Dec. 5–28. Set in turn-of-the-century Pittsburgh, it blends classic choreography with charming nods to local history. Pair the show with dinner downtown or a stroll through the holiday lights around the Cultural District.

5. Experience the ‘Holiday Magic’ of Phipps Conservatory.

Now through Jan. 4, Phipps Holiday Magic transforms the conservatory into a series of lush indoor displays and glowing outdoor pathways, all tied together by this year’s “Wild Winter” theme. Each room reveals something different, from playful topiary animals to bold seasonal blooms arranged in intricate scenes. As daylight fades, the Winter Light Garden fills the grounds with radiant color and gentle motion, creating a peaceful contrast to the city’s bustle. You can order your timed tickets online; Phipps members get early access to each date.

6. Go ice skating at the UPMC Rink at PPG Place.

While you’re in Pittsburgh, skate by the massive UPMC Rink at PPG Place, open through Mar. 1. With its 60-foot Christmas tree at the center and the PPG Plaza skyline rising overhead, the rink delivers a classic local winter experience. Tickets can be purchased online; skate rentals are also available for all ages.

7. Walk through Wild Illuminations at the Pittsburgh Zoo & Aquarium.

On select nights from Nov. 22–Jan. 11, the Pittsburgh Zoo & Aquarium’s Wild Illuminations turns the grounds into a sweeping lantern experience filled with glowing wildlife and holiday scenes. The displays range from snow people and festive icons to vivid animal lanterns inspired by creatures from around the world. Warm drinks, treats, acrobat performances and rides on the Zoo train add to the fun, making it easy to spend a full evening exploring.

8. Grab a coffee or treat at Pour Johnny’s.

Not far from Upper St. Clair, Pour Johnny’s in Castle Shannon brings together excellent espresso, smoothies and pastries from several local bakeries. The antique-filled space and warm service give it an easy, welcoming feel even on busy winter mornings. Locals especially love the convenience of its early weekday hours and curbside pickup.

9. Browse local artisan gifts at Gifted Hands.

Looking for a one-of-a-kind holiday gift? Gifted Hands sells items from 35 local artisans, including jewelry, home décor and seasonal pieces, to help you wrap up your shopping. There are several locations in the Upper St. Clair-Pittsburgh area, so you can choose whichever store fits into your day’s route.

10. Take the Enchanted Lights Holiday Stroll.

For a more immersive outdoor experience, the Enchanted Lights Holiday Stroll on the Krischke family’s property in Freedom runs Nov. 28–Dec. 30. The walk-through path winds through shimmering displays, music and campfire spots perfect for warming up with hot chocolate or roasting a s’more. Guests are encouraged to dress for gravel paths and winter conditions. While it’s a bit of a drive from Upper St. Clair (about 45 minutes), many locals pair it with a trip into Pittsburgh or a stop nearby, making the outing feel both doable and well worth the distance.

11. Stop in for a seasonal pint at Southern Tier Brewing Co.

Need to unwind amidst the holiday rush? Southern Tier Brewing Co. in Pittsburgh offers more than 30 taps poured in a laid-back, spacious taproom. The menu offers beer, cider, wine and cocktails for guests aged 21+, though all ages are welcome. The beer garden and covered patio welcome dogs, making it a good option for relaxed, social winter meetups during milder days. Keep an eye on their event calendar for live music and themed nights throughout the season.

12. Try a holiday craft class at Made By You.

Close by in McMurray, Made By You offers hands-on art experiences for all ages, from pottery and jewelry to seasonal painting sessions. December brings a lineup of festive workshops, including holiday door mat and ornament-making classes. It’s a fun way to spend a winter afternoon, especially with kids or friends who enjoy something creative.

Stay warm, shop local and enjoy every twinkling moment — happy holidays, Upper St. Clair!

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