Known as the Greenwich Village of Pittsburgh, Pennsylvania, in the 1960s and '70s, Shadyside is a walkable neighborhood in the city's East End that has shops, bars, and restaurants where you can grab a meal. Parking is at a premium, but there are several lots and garages, and some residential streets offer free two-hour parking.
Restaurants in the Shadyside neighborhood are a bit more family-oriented and upscale than in most other areas outside of the immediate downtown radius. This offers Shadyside diners a broad choice of atmospheres and cuisines.
This popular Shadyside restaurant is a staple on many best Pittsburgh restaurant lists. Known for its quality Mediterranean/Southern European cuisine made from locally-sourced ingredients, Casbah is pricey, but the food is consistently good, and it has one of the best wine lists in Pittsburgh, especially when it comes to wines by the glass. Casbah also prides itself on its craft cocktails and has a long list of desserts and dessert wines. Try the outdoor tented patio for a special dining experience; it's open year-round. Or take a table in the bar or the wine cellar.
The upscale Soba is known for its diverse pan-Asian menu. It's housed in a restored Victorian-era row house, but its glass-and-steel staircase and slate water wall speak to another culture and era. For a cozy dining experience, enjoy small plates and unique cocktails while sitting on a leather couch at the downstairs bar or on the second-story deck.
A locals' favorite sushi restaurants, Umi is all about the art of food. Combine that with modern traditional Japanese decor and impeccable service, and you can't go wrong. For those who prefer food of the cooked variety, there are many excellent seafood dishes, plus tasty tempura. Expect high prices and a long wait unless you have a reservation.
If you've got a craving for more casual food and surroundings, check out Stack'd, a local chain where you'll find specials every day of the week, from nights with half-price veggie burgers, wings, and drinks to discounted mimosas and Bloody Marys on the weekends. Build your own stack (BYOS) with a gigantic menu of choices, and add a milkshake. Or go for wings, where you'll also find a huge selection of rubs and dips. Top it off with a craft beer. They offer the usual suspects for sides and appetizers.
For a somewhat offbeat casual dining experience, check out Harris Grill, which is big on stiff drinks, beer, and bacon—this restaurant's trademark, which you can eat right out of a basket. Bacon is free at the bar on Tuesdays. The menu is full of puns and wordplay, but that's not to say it's short on delicious food: You'll find an original sandwich and burger menu, an extensive wing lineup, and craft cocktails alongside amusing menu descriptions and jokes like adding a Faberge egg for an additional $700K.