Pittsburgh is first and foremost a sports town. The Steelers won Super Bowl XL, and the town is football crazy. The Pirates and Penguins are struggling (and perhaps leaving town in the near future), but they are fun to watch, and plenty of good seats are still available.
The Strip District, just east of downtown Pittsburgh, is a popular destination for unique shops and restaurants. The Cultural District, in the northeast section of Downtown, is home to the performing arts centers. These neighborhoods offer the best bang for your buck in the Downtown area. The northern section of Pittsburgh also houses many of its fine museums.
In the suburbs, the Homestead Waterfront exemplifies the modernization of Pittsburgh with its shops, massive movie theater, and nice family restaurants. Oakland, home of the University of Pittsburgh, has many great eateries and a handful of Carnegie-endowed institutions.
Quick Tips:
The Post-Gazette is the major newspaper in the area, and its Weekend section, in particular has a lot of information and discounts for local events.
The Entertainment Book also has a lot of nice coupons for local attractions.
During the first week of October, many local attractions offer free admission during
RADical Days, sponsored by the Allegheny County Regional Asset District.
Best Way To Get Around:
You'll want to drive throughout Pittsburgh and its suburbs. Many
parking garages offer rates after 5:00PM, and they are convenient to most attractions. Buses are fairly convenient and inexpensive. I recommend parking downtown for sporting events and walking to the stadium. It's less convenient, but it's usually cheaper, too.