Pittsburgh’s charming neighborhoods boast some pretty vibrant streets. Enjoy jaw dropping views of the city skyline. Indulge in a scrumptious, authentic Italian meal. Or, climb the steepest street in the U.S. All without leaving the city. Here are six iconic Pittsburgh streets you must stroll at least once.

  1. Grandview Avenue – Mount Washington

Flickr/Frank Kehren Stroll along Grandview Avenue atop Mount Washington for spectacular views of the city skyline. Go hungry because you’ll also find an assortment of the city’s most popular restaurants, including Altius, LeMont Restaurant, and Monterey Bay Fish Grotto. Or, simply enjoy a treat at Jeni’s Splendid Ice Creams or Grandview Bakery & Sweet Shop.

  1. Walnut Street – Shadyside

Facebook/Think Shadyside Shadyside’s Walnut Street provides the perfect backdrop for a relaxing morning or afternoon. Browse the many quaint shops, such as Kards Unlimited, Glassworks, Ten Toe, and Alex and Ani, a eco-friendly jewelry store. Walnut Street’s also dotted with restaurants like Pamela’s P&G Diner, Steel Cactus Mexican Restaurant and Cantina, and Mercurio’s. Don’t forget to stop at Prantl’s Bakery for a sweet treat.

  1. Canton Avenue – Beechview

Flickr/Dobie Okay, so you can’t exactly stroll along Canton Avenue. It’s more like a workout. With its 37 percent gradient, Canton Avenue has earned distinction as the steepest street in the United States. In fact, some even say it’s the steepest street in the world. Regardless, it definitely counts as one of the most iconic streets in Pittsburgh.

  1. Murray Avenue – Squirrel Hill

Facebook/Uncover Squirrel Hill Spend a lovely afternoon window shopping and dining along Murray Avenue. The vibrant Squirrel Hill street connects with Forbes Avenue (more shopping, restaurants, and entertainment). Murray Manor, an historic movie theater that dates back 90 years, promises a lovely, old-fashioned experience. You’ll also find some of the city’s most popular pizza joints on Murray Avenue, including Aiello’s and Mineo’s.

  1. Grant Street – Downtown Pittsburgh

Flickr/Spencer Patrick McKain Grant Street may well be best known for the Allegheny County Courthouse and the Old Jail. Linking the two is the Bridge of Sighs. Meander past the historic and modern buildings on Grant Street, many occupied by lawyers, accountants, and several restaurants.

  1. Liberty Avenue – Bloomfield

Flickr/Nick Amascato Explore PIttsburgh’s very own Little Italy in Bloomfield. Wander along Liberty Avenue in Bloomfield where you’ll find an assortment of delicious restaurants. Sit down to a traditional Italian meal at Lombardozzi’s Restaurant. Bite into a huge burger at Tessaro’s or enjoy European cuisine at Sausalido.

What other Pittsburgh streets would you add to a part two of this list? Click here to read more about Canton Avenue.

Flickr/Frank Kehren

Stroll along Grandview Avenue atop Mount Washington for spectacular views of the city skyline. Go hungry because you’ll also find an assortment of the city’s most popular restaurants, including Altius, LeMont Restaurant, and Monterey Bay Fish Grotto. Or, simply enjoy a treat at Jeni’s Splendid Ice Creams or Grandview Bakery & Sweet Shop.

Facebook/Think Shadyside

Shadyside’s Walnut Street provides the perfect backdrop for a relaxing morning or afternoon. Browse the many quaint shops, such as Kards Unlimited, Glassworks, Ten Toe, and Alex and Ani, a eco-friendly jewelry store. Walnut Street’s also dotted with restaurants like Pamela’s P&G Diner, Steel Cactus Mexican Restaurant and Cantina, and Mercurio’s. Don’t forget to stop at Prantl’s Bakery for a sweet treat.

Flickr/Dobie

Okay, so you can’t exactly stroll along Canton Avenue. It’s more like a workout. With its 37 percent gradient, Canton Avenue has earned distinction as the steepest street in the United States. In fact, some even say it’s the steepest street in the world. Regardless, it definitely counts as one of the most iconic streets in Pittsburgh.

Facebook/Uncover Squirrel Hill

Spend a lovely afternoon window shopping and dining along Murray Avenue. The vibrant Squirrel Hill street connects with Forbes Avenue (more shopping, restaurants, and entertainment). Murray Manor, an historic movie theater that dates back 90 years, promises a lovely, old-fashioned experience. You’ll also find some of the city’s most popular pizza joints on Murray Avenue, including Aiello’s and Mineo’s.

Flickr/Spencer Patrick McKain

Grant Street may well be best known for the Allegheny County Courthouse and the Old Jail. Linking the two is the Bridge of Sighs. Meander past the historic and modern buildings on Grant Street, many occupied by lawyers, accountants, and several restaurants.

Flickr/Nick Amascato

Explore PIttsburgh’s very own Little Italy in Bloomfield. Wander along Liberty Avenue in Bloomfield where you’ll find an assortment of delicious restaurants. Sit down to a traditional Italian meal at Lombardozzi’s Restaurant. Bite into a huge burger at Tessaro’s or enjoy European cuisine at Sausalido.

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