5 Things to Do In and Around Philadelphia for the Holidays

The holiday season in Philadelphia brings a special kind of magic—twinkling lights, festive markets, classic winter traditions, and that cozy “only in Philly” energy. Whether you’re hosting out-of-town guests, planning a weekend outing, or simply looking for ways to enjoy the season, these five holiday experiences capture the best of the season in and around the city.

1. Christmas Village at LOVE Park ( Center City)

One of Philadelphia’s most iconic holiday traditions, the Christmas Village at LOVE Park, transforms Center City into a European-inspired winter marketplace. With dozens of wooden vendor booths, festive food and drink, and handcrafted gifts, it’s the perfect place to stroll, shop, and soak in the holiday atmosphere.

Seasonal favorites include mulled wine, hot chocolate, bratwursts, ornaments, and unique gifts you won’t find elsewhere. Located steps from City Hall, the Christmas Village is ideal for a casual afternoon or an evening stop before dinner downtown.

Local tip: Go early on a weekday if you can—weekend evenings get crowded quickly. It’s also an easy stop before dinner downtown.

🔗 https://www.philachristmas.com/

2. Ice Skating at Dilworth Park ( City Hall)

Nothing feels more like winter in the city than ice skating beneath the glow of City Hall. The Rothman Orthopaedics Ice Rink at Dilworth Park offers outdoor skating in the heart of Center City, surrounded by holiday lights and seasonal pop-ups.

Local tip: Book a timed session ahead of time and bring warm gloves. Skate rentals and timed sessions are available, making this a great activity for couples, families, or a festive outing with friends. After skating, warm up with hot drinks or browse nearby holiday markets for an easy full afternoon downtown.

🔗 https://centercityphila.org/parks/dilworth-park/winter

3. Cut Your Own Christmas Tree at Linvilla Orchards (Media)

For a classic holiday experience just outside the city, head to Linvilla Orchards in Media, PA. Each winter, the orchard offers a “cut-your-own” Christmas tree experience complete with hayrides, fresh fir trees, and plenty of seasonal charm.

Local tip: Linvilla provides everything you need—from saws to tree wrapping—and the property also features a garden center, holiday décor, and family-friendly activities. It’s an ideal weekend tradition and a favorite for those looking to bring a bit of countryside holiday magic home.

🔗 https://www.linvilla.com/

4. The Wanamaker Holiday Light Show ( Center City)

A beloved Philadelphia tradition for generations, the Wanamaker Holiday Light Show returns each year inside the historic Wanamaker Building. This free, multi-story animated light display is set to festive music and often paired with performances on the famous Wanamaker Organ.

Local tip: Easy to pair with shopping or lunch. It’s a must-see for families and visitors alike—and a wonderful way to experience the grandeur of one of Philadelphia’s most iconic historic interiors during the holidays.

🔗 https://www.phlvisitorcenter.com/wanamaker-christmas-light-show

5. Rittenhouse Farmers Market ( Rittenhouse Square)

Even in winter, the Rittenhouse Farmers Market remains a local staple and a great way to shop small during the holiday season. Located just off Rittenhouse Square, the market features local produce, artisan breads, baked goods, flowers, specialty foods, and handmade items that make thoughtful holiday gifts.

Local tip: Make it a Saturday morning tradition—whether you’re picking up ingredients for a holiday meal or simply enjoying the neighborhood’s festive atmosphere.

🔗 https://rittenhousefarmersmarket.org

Experience the Holidays Like a Local

Philadelphia offers no shortage of festive experiences during the winter months, blending historic charm with modern city energy. From Center City traditions to neighborhood favorites, these holiday activities showcase why the city—and the surrounding area—feels especially special this time of year.

At Philly Luxe Living, we love highlighting the experiences that make living in and around Philadelphia so unique. If you’re considering a move, exploring neighborhoods, or simply enjoying the season where you live, we’re always here as your local resource.