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See the city in one of Pittsburgh’s most elegant modes of transportation. Molly’s Trolleys are charmingly designed after the ones that filled the city in the 1920s. Rent a trolley for a customized group tour, a daylong excursion or special events, like weddings and reunions. Or, join a special public tour like the ‘Burgh Brewery Tour.

Part of Pittsburgh’s Cultural District, Theater Square is home to some of the best entertainment in the Steel City. The 330,000-square-foot complex contains the Backstage Bar, Café Zao, Cabaret at Theater Square, WQED FM and biggest parking garage in the area, as well as a box office where you can purchase tickets for many surrounding theaters.

Visit the Cultural District’s newest nightlife hot spot for live entertainment and drinks. The Backstage Bar offers Pittsburghers a fun, classy place to enjoy casual food prepared by award-winning Chef Toni Pais as well as an outstanding list of premium wines, spirits, specialty drinks and beers. The Backstage Bar is open to the public, no tickets required, and often features free performances by local bands.

Celebrate the changing season and beer! Penn Brewery Oktoberfest opens its doors to the public to share its freshest seasonal draft beers. Enjoy a good local brew as you munch on the delicious German specialties like bratwurst and sauerkraut, listen to live entertainment, meet radio show personalities, enter contests and more. Must be 21 and over for this festival.