Once the phenomenally wealthy center of America’s steel industry, Pittsburgh went through a rough patch after that industry collapsed. But the city is on an upswing now, with strong arts and business energy, and its striking steep hills and lush climate (similar to the Pacific Northwest) lend a beautiful natural backdrop.
Day 1
A colorful morning
Head to the North Side to visit the , a tribute to ʾٳٲܰ’s pioneering pop artist that shows the full range of Warhol’s creative impulses. Nearby is the dazzling , which has been showing contemporary art installations since 1977. One floor is devoted to light artist James Turrell. Afterward, stroll around the surrounding neighborhood to admire the artfully painted houses, or look for smaller pops of color at the just south.
Lunch around the world
Head back south over the Allegheny River to graze in the Strip District, a former wholesalers zone that’s home to a super-diverse mix of food options. You might get enough to eat just from samples at grocers like Stamoolis () and Penn Mac (), but if not, fill up at , which does excellent thin-crust pizza, or grab an epic sandwich, stuffed with French fries and coleslaw.
Afternoon history lesson
Learn all about local Pittsburgh legends at the , where city history is the focus. Did you know the Ferris wheel was invented here? And Rosie the Riveter, symbol of WWII women’s employment? And of course there’s that famous ketchup…
Dinner and evening bar crawl in Lawrenceville
The strip of land along the Allegheny northeast of the Strip District is one of the most dynamic and creative areas in the city – or, to say it more concisely, the hipster neighborhood. Start with dinner at – if you want a splashy, multicourse meal of creative meat – or at for a more casual dinner. Then work your way up (or down, depending where you started) Butler St, stopping off at various bars, such as , a great unfussy wine bar. If the weather’s warm, see what band is playing in the vacant lot next to (and get a fish sandwich – a Pittsburgh favorite – if you’re still hungry).
Day 2
A very Carnegie morning
Industrialist Andrew Carnegie funded much of the city’s oldest, grandest infrastructure and cultural cornerstones. In the leafy old Oakland neighborhood, tour the adjacent . The art museum dazzles with European treasures and a huge collection of architectural models, while the natural history museum will wow kids with dinosaur skeletons and a beautiful exhibit of gems and minerals.
Afterward, visit the University of Pittsburgh campus next door, where the is a Gothic-look skyscraper that, in terms of the city skyline, puts education on the same level as business. On the first two floors are absolutely charming classrooms dedicated to different parts of the world, from Russia to Italy to Japan, and everything down to the chalkboards fits the theme.
Lunch for peace
Just south of the Cathedral of Learning, grab a hot lunch at the snack stand called . Half art project, half restaurant, this operation has served everything from North Korean to Iranian cuisine, invariably good and home cooked. Don’t forget to read the food wrappers, with stats and interviews.
Afternoon tours
Spend the afternoon on the fringes – that could mean a tour of the abandoned Carrie Blast Furnace on the edge of the city, run by the local historical-preservation group . Or you could investigate the fringes of science at the, a small but fascinating museum. Either way, make appointments ahead of time.
Sunset view and light dinner
Late in the day, visit the iconic infrastructure on ʾٳٲܰ’s South Side: the . These two funiculars, built in the late 19th century, are retro marvels and essential pieces of the city’s transportation network – plus, they’re a boon for tourists, as they offer fantastic views over the city. For a full loop, head uphill on the Mon, walk west on Grandview, have a drink and a burger at , and head back down on the Duquesne.
Bluegrass by night
If it’s Wednesday, head back to the North Side for the Banjo Night, a bluegrass singalong, and , around the corner, for a somewhat more modern take on folk music. Otherwise, don’t leave the South Side before checking who’s playing at . Any night of the week, you can hit one of ʾٳٲܰ’s classic, much-beloved dive bars, such as or ; if you prefer cocktails, go for , in East Liberty.
Getting around
Driving in Pittsburgh can be tricky, with streets winding around hills and dead-ending suddenly; GPS can also be thrown off by the rapidly changing elevations. Ideally use the city’s extensive bus system, run by . It includes an express bus east from downtown, handy for the booming East Liberty area.
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