Published December 12, 2025

Philly Holiday Bucket List: Local Spots Worth the Hype

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Written by Ryan Kanofsky

The must-do Philly holiday activities for this year

What are the absolute must-do things to do in Philly for the holidays this year?

A handful of classic spots + a few underrated gems = your perfect Philly holiday lineup.

Philly’s Holiday Markets That Actually Feel Magical

If “shopping but make it cozy” is your energy this season, Philly delivers. From the European-style stalls at LOVE Park’s Holiday Market to the artisan booths at City Hall’s courtyard, these spots bring the lights, the local makers, and the warm drinks to keep you going.

The Rittenhouse Tree (Because Yes, It Is Worth the Hype)

It’s iconic for a reason. Grab a warm drink, stroll the square, take the photo - it’s a holiday classic that never disappoints.

The Delaware River Waterfront: Ice Skating + Lights

Whether you’re skating at Blue Cross RiverRink or just taking in the lights, the waterfront brings peak holiday vibes without the overcrowded feel of the more touristy spots.

And don’t forget Dilworth Park’s rink right across from LOVE Park - one of the most convenient (and equally festive) spots to skate in the city. With the backdrop of City Hall and the holiday decor surrounding the plaza, it’s a quintessential Philly winter moment.

Philly’s Smaller-Spot Holiday Gems

A few quieter options that still hit the festive note:

  • Boutique pop-ups sprinkled throughout Old City
  • Local cafes going all-in on seasonal treats
  • Smaller neighborhood light displays that feel more homey than hectic

 

Philly really shows off this time of year and whether you’re here for the food, the markets, or just the lights, the city gives you endless things to do in Philly for the holidays. And if you’re dreaming about living closer to all this magic, KG Real Estate is here to help you make that move.

Thinking about buying or selling in Philadelphia?

Book a call or browse listings to get started - no pressure, just real guidance when you need it.

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