The Coolest Neighborhoods in Pittsburgh, Pennsylvania

Each of the 90 neighborhoods in Pittsburgh has a distinct personality. Also known as the City of Bridges – there are no fewer than 446 – this Pennsylvania city boasts skyscrapers, reinvented public spaces, river fronts and museums all part of its collective landscape. Why not book a visit to the Steel City through Culture Trip and see for yourself.
North Shore
Building

It’s not just worth heading to North Shore for its famous sports venues but also for some of the city’s best museums. Check out the Andy Warhol Museum, National Aviary, Children’s Museum of Pittsburgh and the Carnegie Science Center, before heading to the extraordinary Randyland. A once-dilapidated building, it’s now an art museum like no other and the most colourful building in Pittsburgh.
South Side Flats
Building

One of two neighbourhoods in the South Side of Pittsburgh, the South Side Flats is next to the Monongahela River and is a must-visit after dark. The area is centred around East Carson Street, a National Historic District of Victorian buildings packed with bars, music venues and cafes. Don’t miss cocktails at elegant speakeasy Acacia or, if you like things a little noisier, Jack’s Bar is the stuff of local legend for its noisy jukebox, pool tables and friendly staff.
Brookline
Building
Brookline is a family-friendly neighbourhood crammed with restaurants, art galleries, great schools and two city parks. Kids will love the playground at Brookline Park and ice-cream sundaes at Scoops on the Boulevard. Meanwhile, grown-ups will be happy with the taco stall at Las Palmas Carniceria and artisan coffee at 802 Bean Company. And there’s also the legendary Pitaland, which draws crowds for its fresh pita bread and hummus.
Squirrel Hill
Building

The residential neighborhood of Squirrel Hill, in the East End of Pittsburgh, is known for its pizza spots like Aiello’s and Mineo’s, along with its diverse culinary scene. Movie buffs will enjoy visiting the Manor, one of Pittsburgh’s oldest movie theaters, which features a popular bar. Plus, if you love the outdoors, the neighborhood is sandwiched between Frick Park and Schenley Park, offering easy access to green space.
Bloomfield
Building

For its affordability, Bloomfield, also known as Pittsburgh’s Little Italy, is a favorite among college students, from local universities such as Carnegie Mellon and the University of Pittsburgh. Eat out at the revered old-school Italian restaurants plus, if you’re staying for long enough, try the local Thai and Vietnamese spots, too. This hip destination prides itself on Liberty Avenue, where you can rifle through classic vinyl records, pick up books by local authors or trade in and buy preloved clothes. Bloomfield also hosts a variety of popular annual events, such as parades for Columbus Day and Halloween, and Little Italy Days in August, where Liberty Avenue comes alive with vendors, Italian food and entertainment.
Lawrenceville
Building

Strip District
Building

Strip District, aka the Strip, is foodie heaven. Start the day with a classic breakfast at Pamela’s or grab a coffee from some of the best coffee shops in town, such as La Prima and 21st Street Coffee, where they brew Intelligentsia beans using a variety of trendy techniques. Meanwhile, lunch could take you anywhere, from fish at Luke Wholey’s to spicy tacos at Edgar’s, before the evening is rung in at Wigle Whiskey, which makes a variety of organic grain-to-bottle spirits, and Maggie’s Farm, which distills award-winning rums.
Shadyside
Building

Come to Shadyside to gawp at the Victorian-style mansions that line Fifth Avenue. Green space and parking are considered a premium in the neighborhood, but Mellon Park is just around the corner and offers a beautiful open space with a walled garden and various sports fields and courts. As for cuisine, Shadyside has it all – from casual dining like Stack’d, which serves great burgers, to fancy eats such as Casbah or Soba for upscale Asian cuisine. Elsewhere, shop until you drop on Walnut Street, featuring high-end retailers to eclectic locally owned stores. One of the biggest attractions in Shadyside is the Jams on Walnut, summer concert block parties, which draws thousands of people to the neighborhood.
Siobhan Grogan contributed additional reporting to this article.
Volcanic Iceland Epic Trip
meet our Local Insider
Hanna

HOW LONG HAVE YOU BEEN A GUIDE?
2 years.
WHAT DO YOU LOVE ABOUT YOUR JOB?
It's the personal contact, the personal experiences. I love meeting people from all over the world... I really like getting to know everyone and feeling like I'm traveling with a group of friends.
WHAT DESTINATION IS ON YOUR TRAVEL BUCKET-LIST?
I have so many places on my list, but I would really lobe to go to Africa. I consider myself an “adventure girl” and Africa feels like the ULTIMATE adventure!


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Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.
Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Culture Trips, Rail Trips and Private Trips. Our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.
Culture Trips are deeply immersive 5 to 16 days itineraries, that combine authentic local experiences, exciting activities and 4-5* accommodation to look forward to at the end of each day. Our Rail Trips are our most planet-friendly itineraries that invite you to take the scenic route, relax whilst getting under the skin of a destination. Our Private Trips are fully tailored itineraries, curated by our Travel Experts specifically for you, your friends or your family.
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