Restaurants in Oakland, Pittsburgh That Are a Must-Try

In the heart of Pittsburgh lies Oakland, a vibrant neighborhood fueled by prestigious universities such as the University of Pittsburgh and Carnegie Mellon University. This community welcomes a rich demographic of students, faculty, residents, and healthcare professionals, creating a dynamic atmosphere bursting with cultural attractions. Here, the aromas of cuisines from all over the world fill the air, inviting both long-time residents and curious newcomers to dive into a culinary adventure. Whether you're seeking a cozy spot for brunch or an elegant dining experience for dinner, Oakland's dining scene has something to tempt every palate.

At Sterling Land Company, your trusted property management partner in Pittsburgh, we know the local gems that you need to check out. We’ve compiled a list of must-try restaurants that truly showcase the flavors and spirit of Oakland, Pittsburgh, PA:

Local Favorites and Hidden Gems

Butterjoint (North Oakland)

This cozy bar and restaurant in North Oakland is a local gem, highly praised on OpenTable with a 4.8-star rating. Butterjoint offers a fantastic mix of familiar Pittsburgh comfort food, like pierogies and burgers, alongside classic French bistro dishes such as beef tartare and mussels. Their menu changes frequently, reflecting seasonal ingredients and relationships with local farms. Patrons consistently praise its welcoming atmosphere, perfect for any occasion from a casual drink to a celebratory dinner.

Lucca Ristorante (South Craig Street)

Described as "Pittsburgh's best kept secret" by many, Lucca Ristorante on South Craig Street delivers an authentic Italian experience. All their pasta is made fresh daily in-house, and their dishes are skillfully created with fresh, seasonal ingredients. Yelp and OpenTable reviews often highlight their cozy setting and exceptional service. They also offer a charming outdoor terrace for al fresco dining.

The Porch at Schenley

Set in the heart of Schenley Plaza, The Porch has earned a special place in the hearts of locals and visitors alike, renowned for its delicious and inviting menu. Diners frequently share their enthusiasm for the pizza, yet the menu also features a variety of more sophisticated dishes, making it a perfect choice for every palate. The Porch is an ideal gathering spot for families and friends, offering a lively and welcoming atmosphere for all.

Pamela's Diner

Pamela's Diner is a cherished breakfast spot in Pittsburgh. Its Oakland location invites you to savor a nostalgic diner experience with a vibrant, modern twist. It's a spot beloved by both locals and visitors, where the magic really happens at breakfast. The star of the menu is undoubtedly the celebrated crepe-hotcakes, offering a tantalizing blend of fluffy pancakes with a crepe-like texture, topped with a delightful array of choices, perfect for sharing stories over your meal!

Primanti Bros. Restaurant and Bar

You definitely can't talk about famous Pittsburgh food without giving a shout-out to Primanti Bros.! The Oakland location captures the charm of the original spot, where time seems to slow down, and the smell of fresh sandwiches fills the air. Here, you can enjoy the iconic "Only in Pittsburgh" sandwiches, stacked high with crispy coleslaw and hearty French fries, creating a combination that reflects the city’s rich food culture. This meal is a true Pittsburgh experience that you simply must try, whether you're a visitor or a local looking to savor the city’s flavors!

International Flavors and Unique Experiences

Las Palmas

If you're craving authentic street tacos, look no further than Las Palmas. This hidden gem has become a favorite among locals who can't resist its mouthwatering, affordable tacos made fresh right before your eyes. With a delightful variety of fixings and sauces, you can truly make each taco your own. It's not just a meal; it's a vibrant taste of street food culture that Pittsburghers have come to cherish and adore.

Chick'n Bubbly

If you're craving the rich and exciting flavors of Korean and Japanese cuisine, look no further than Chick'n Bubbly! This lively café is a favorite among locals, known for its mouthwatering Korean-style fried chicken wings that are crispy and packed with flavor. Don't miss out on their delicious takoyaki, which brings an authentic taste of Japan right to your plate. And for a true treat, try the spicy Tteokbokki that will surely tickle your taste buds. Whether you're in a hurry or just want a delightful meal, Chick'n Bubbly is the perfect place to satisfy your cravings!

Spirits & Tales

Perched on top of The Oaklander Hotel, Spirits & Tales invites you into a warm and welcoming atmosphere where every dish tells a story. This contemporary French/American brasserie brings a modern twist to cherished classics, all crafted with fresh, locally sourced ingredients. This dining experience promises to leave a lasting impression with its breathtaking panoramic views and heartfelt culinary creations.

Sweets and Treats

Dave & Andy's Homemade Ice Cream

Dave & Andy's is more than just an ice cream shop; it's a cherished local gem that has been delighting our taste buds with their homemade ice cream for decades. Each scoop, generously served, invites you to indulge in an incredible array of flavors, making it the perfect spot for a sweet escape that feels like visiting an old friend.

Treats n Beans

This charming little cafe is a cozy haven where the aroma of freshly brewed coffee mingles invitingly with the tempting scent of sweet treats. Whether you're in need of a quick pick-me-up or looking to unwind with a good book in hand, this is the perfect spot to savor life’s little pleasures.

Milkshake Factory

If you have a passion for milkshakes, then the Milkshake Factory should definitely be on your list of places to visit. With an impressive menu featuring both innovative and timeless milkshake creations, this trendy spot promises to satisfy your sweet tooth with a variety of chocolate-covered treats and candies. Each sip and bite is a delightful experience that could make any dessert lover's heart sing!

Millie's Homemade Ice Cream

Millie's is passionate about crafting gourmet, small-batch ice cream using only the highest quality ingredients. Their unique and seasonal flavors are sure to delight your taste buds, ensuring customers always return for another scoop of happiness.

Insomnia Cookies

If you're ever hit by those late-night cravings, Insomnia Cookies is the place for you. They deliver warm, freshly baked cookies right to your door, even in the wee hours when everything else seems closed. With an array of flavors to choose from, including gluten-free and vegan options, plus decadent brownies and creamy ice cream, it's truly the ultimate indulgence to satisfy your sweet tooth. Treat yourself, because who doesn’t deserve a sweet late-night snack?

Live in the Heart of it All

At Sterling Land Company, we’re not just offering you exceptional apartments in North Oakland; we're inviting you to become part of a vibrant community that's alive with flavor and culture. Our properties provide you with both comfort and convenience, placing you in the heart of all the culinary adventures Oakland has to offer.

Are you ready to find your new home and discover your favorite local restaurant? Come visit our website to explore our available apartments and learn more about what makes North Oakland so special. Let us help you experience the warmth and excitement of Pittsburgh living with Sterling Land Company!

< Older Post

Medical professional looking for the best neighborhood in Pittsburgh to live in with the help of St

The Best Neighborhoods in Pittsburgh for Medical and Academic Professionals

September 15, 2025

Explore Pittsburgh's best neighborhoods and their vibrant communities, convenient locations, and diverse lifestyles. Find your perfect fit today.

The Benefits of Renting North Oakland Apartments in Pittsburgh, PA

By Ashley Nibbana • May 13, 2025

Discover the best of Pittsburgh living! Explore the benefits of renting North Oakland apartments in Pittsburgh, PA with Sterling Land Company.

Where to Live in Pittsburgh for Easy Access to Dining, Shopping and Nightlife

By Ashley Nibbana • April 25, 2025

Looking for where to live in Pittsburgh? Find walkable neighborhoods with great food, shopping, and nightlife to fit your ideal lifestyle.

Your Guide to Shadyside: Uncovering the Best Spots for Dining, Shopping, and Entertainment

By Ashley Nibbana • December 10, 2024

Shadyside is one of Pittsburgh’s most vibrant neighborhoods, offering an eclectic mix of dining, shopping, and entertainment options. Whether you’ve just moved into your apartment at Sterling Land, or you’re a long-time resident looking to explore more, this guide will help you make the most of your Shadyside experience beyond your front door. Dining: A Flavorful Journey Shadyside has an array of dining options that cater to all taste buds. From cozy brunch spots to fine dining, here are some must-try places if you are in one of our Sterling Land apartments: Café Moulin: Start your day with a delightful brunch at this charming French-inspired café known for its crepes and cozy atmosphere. The Yard: If you're a fan of gourmet grilled cheese, The Yard has a variety of unique and delicious combinations to try, along with a wide beer selection. Mad Mex: This popular spot serves up bold Tex-Mex dishes with plenty of vegetarian and vegan options. Pair your meal with their famous margaritas for a fun night out. Soba: For a more upscale dining experience, Soba is the perfect destination. This Pan-Asian restaurant offers a sleek ambiance and a menu featuring sushi, noodle dishes, and inventive cocktails. Shopping: Boutiques and Big Names Shadyside is known for its shopping scene, offering a mix of high-end boutiques, local shops, and popular brands. Spend a Saturday afternoon strolling along Walnut Street, where you’ll find: Hey Betty: This boutique offers a curated selection of vintage clothes, fashion accessories & home items. Ten Toes: A haven for shoe lovers, Ten Toes offers a carefully curated collection of the latest styles. Shadyside Market & Deli: Pick up fresh, locally sourced ingredients to elevate your home-cooked meals, or grab a sandwich for a quick lunch. Entertainment: Keep the Fun Going When it comes to entertainment, Shadyside has a variety of options to suit different interests. Whether you’re into fitness, the arts, or nightlife, there’s something for everyone. Fitness: Stay active with a workout at X Shadyside, a local fitness center that offers classes and personal training. For those who prefer yoga, Yoga Flow is a popular studio offering classes for all levels. Theatre and Arts: Head to Steel City Improv, a casual theater hosting improv comedy shows and offering classes for students of all levels. Nightlife: For a laid-back night out, Shady Grove offers a fun atmosphere with outdoor seating, live music, and a great selection of drinks. If you’re in the mood for dancing, head to Mario’s East Side Saloon for a lively night of music and cocktails. Outdoor Fun: Green Spaces and Relaxation For residents who love to relax outdoors, Shadyside has some great green spaces to explore. Just a short walk away, you’ll find Mellon Park, which offers beautiful gardens, walking paths, and plenty of space to enjoy a peaceful afternoon. You can also stroll along the East Liberty Pedestrian Bridge, a scenic spot for photos and a quiet escape from the hustle and bustle of the city. Conclusion: Embrace the Shadyside Experience Shadyside is more than just a place to live; it’s a neighborhood full of energy, culture, and opportunity. From dining at eclectic restaurants to exploring local boutiques, there’s always something to do right outside your apartment. Make the most of your Shadyside experience and discover why so many residents fall in love with this vibrant community. Whether you're new to the area or looking to deepen your connection to Shadyside, these recommendations will help you explore the best the neighborhood has to offer.

Seamless Living: The Ease of Apartment Life in North Oakland

By Ashley Nibbana • November 12, 2024

When it comes to leasing the perfect apartment, convenience and accessibility are key. North Oakland, a vibrant neighborhood in Pittsburgh, offers an unmatched blend of practicality and charm, making it an ideal location for those seeking hassle-free urban living. Let’s explore how apartment life in North Oakland makes your daily routine a breeze. Proximity to Public Transportation One of the greatest advantages of living in North Oakland is its exceptional connectivity. Whether you’re commuting to work or exploring Pittsburgh’s cultural hotspots, North Oakland’s proximity to key public transportation routes makes getting around the city effortless. Major bus lines are just steps from your apartment, providing direct access to downtown Pittsburgh, university campuses, and other popular neighborhoods. This means you can ditch the car, avoid the stress of parking, and enjoy a greener, more cost-effective way to travel. A Hub for Shopping and Dining Living in North Oakland also means having easy access to a wide array of shopping and dining options. Whether you’re grabbing groceries, picking up essentials, or indulging in a night out, everything you need is just around the corner. Grocery stores like Giant Eagle and Aldi are nearby, ensuring your pantry is always stocked. When it’s time to dine, you can choose from a variety of options, ranging from local favorites to international cuisine, including Butterjoint, Tamarind Taste of India, Ege Mediterranean, Lucca Ristorante, Union Grill, and more. The Ultimate in Walkability North Oakland’s walkability adds another layer of convenience to apartment life. With parks, libraries, fitness centers, and everyday necessities within a short walk, you’ll save time on daily errands. Take a walk in the Carnegie Museum or at Phipps Conservatory, or head out on the bike-friendly streets that encourage an active lifestyle. Close to Pittsburgh's Educational and Medical Hubs For students and professionals alike, North Oakland offers the convenience of being near many established institutions like Carnegie Mellon University, University of Pittsburgh, Chatham University, and Pittsburgh Institute of Mortuary Science, as well as world-class medical centers like UPMC. Whether you’re pursuing higher education, conducting research, or working in healthcare, living close to these institutions reduces commute times and increases your productivity. A Low-Maintenance Lifestyle Apartment living in North Oakland offers a low-maintenance lifestyle that allows you to focus on what matters. Many of the apartments in the area are managed by professional teams who take care of maintenance and repairs, ensuring your living space remains in top condition. Forget about yard work, shoveling snow, or unexpected home repairs—everything is handled, so you can relax and enjoy your home. A Friendly Community Atmosphere While North Oakland offers all the conveniences of city living, it also boasts a friendly, community-oriented atmosphere. Many apartment buildings in the area are home to a diverse group of residents, including graduate students, young professionals, and long-time locals. This creates a vibrant, welcoming environment where you can easily make connections and feel at home. Effortless Living in North Oakland North Oakland offers everything you need for a seamless and stress-free apartment living experience. From its prime location near public transportation and essential amenities to the low-maintenance lifestyle it provides, living in this neighborhood makes daily life convenient and enjoyable. With easy access to Pittsburgh’s best shopping, dining, and entertainment, as well as top educational and healthcare institutions, North Oakland apartments are a practical choice for anyone looking for a comfortable and convenient place to call home.

Unlocking the North Oakland Lifestyle: Why Our Apartments are Your Gateway to Urban Living

September 18, 2024

If you're seeking a vibrant urban lifestyle with all the perks of city living, look no further than the Sterlin Land properties in North Oakland. Nestled between the bustling Carnegie Mellon University and the University of Pittsburgh, among other universities, and the rich cultural heritage of Pittsburgh's neighborhoods, North Oakland offers a unique blend of convenience, culture, and community. Our apartments provide the perfect gateway to this dynamic lifestyle, offering residents the best of this thriving area.

Tips for Finding Your Dream Apartment in Pittsburgh's North Oakland

By Avery Baker • July 26, 2024

Nestled between the bustling downtown Pittsburgh and the serene neighborhoods of the East End, North Oakland is a vibrant and dynamic community that offers an unparalleled living experience. Whether you’re a student, young professional, or a family, North Oakland’s blend of convenience, culture, and comfort makes it an ideal place to call home. Here’s a closer look at why living in North Oakland is so easy and enjoyable.

Unveiling the Tapestry of Time: A Journey Through the History of North Oakland

By Avery Baker • April 24, 2024

The history of North Oakland is a testament to the resilience, creativity, and spirit of its residents.

Community Connections: Shaping Home at Shadyside Apartments

By Avery Baker • February 16, 2024

Sterling Land Company isn't merely a collection of living spaces; it's a dynamic community that thrives on the connections forged by its tenants - a testament to the idea that a home is more than just a physical space – it's a community that enhances your overall quality of life.

a christmas tree is decorated with red and gold decorations and lights .

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

December 20, 2023

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.