A Festive Guide to Discovering the Magic of the Holidays in the East End.

Nestled in the heart of Pittsburgh, the neighborhoods of Oakland and Shadyside come alive with holiday spirit, offering a delightful array of festivities for locals and visitors alike. These neighborhoods are the perfect backdrop for creating cherished holiday memories, from cultural events to charming street scenes. Join us as we explore the enchanting holiday magic that Oakland and Shadyside offer.

1. Holiday Cheer in Schenley Plaza:

Start your holiday journey in Oakland with a visit to Schenley Plaza. This vibrant public space transforms into a winter wonderland with festive decorations and twinkling lights. Grab a cup of hot cocoa, take a stroll, and enjoy the seasonal beauty that sets the stage for the holidays.

2. Phipps Conservatory's Winter Flower Show:

Step into a world of botanical enchantment at Phipps Conservatory. The Winter Flower Show held annually, features breathtaking floral displays, whimsical decorations, and holiday-themed exhibits. Immerse yourself in the beauty of nature and celebrate the season in this green oasis in the heart of Oakland.

3. Carnegie Museums:

Explore the cultural side of the holidays by visiting the Carnegie Museums in Oakland. From art and science to natural history, the museums offer a variety of exhibits and events to engage visitors of all ages. During the holiday season, special events and workshops add a festive touch to the educational experience.

4. Festive Dining in Shadyside:

Shadyside, known for its trendy boutiques and diverse dining scene, becomes even more enticing during the holidays. Treat yourself to a culinary adventure by exploring the neighborhood's restaurants, many of which feature special holiday menus. Whether you're in the mood for a cozy brunch or a festive dinner, Shadyside's eateries have something to satisfy every palate.

5. Holiday Window Shopping on Walnut Street:

Take a stroll down Walnut Street in Shadyside, where the charming boutiques and shops are adorned with holiday decorations. The twinkling lights and festive window displays create a warm and inviting atmosphere, making it the perfect destination for holiday shopping and finding unique gifts for your loved ones.

6. Light Up Night in Oakland:

Take advantage of the annual Light Up Night in Oakland, a festive event that marks the beginning of the holiday season. Enjoy live music, entertainment, and the ceremonial lighting of the holiday tree in the heart of the neighborhood. It's a joyful celebration that brings the community together to kick off the most wonderful time of the year.

7. Seasonal Sips at Local Cafés:

Warm up from the winter chill with a visit to one of Oakland and Shadyside's cozy cafés. Whether you prefer a spiced latte or a seasonal tea, these local spots offer a comforting retreat where you can relax and savor the flavors of the holidays.

Oakland and Shadyside, with their unique blend of cultural attractions and vibrant neighborhoods, provide the perfect backdrop for celebrating the holidays in Pittsburgh. From festive lights and cultural events to delightful dining experiences, these areas offer a diverse range of activities that capture the magic of the season. Embrace the warmth of community, explore the holiday charm, and make lasting memories in the heart of Oakland and Shadyside, PA.