Pittsburgh City Guide 2018 | City Guide | Pittsburgh | Pittsburgh City Paper

Pittsburgh City Guide 2018

Pittsburgh City Paper’s bucket list for Pittsburghers of all ages and genders, for the been-here-since-birth crowd to the newbies around ‘tahn

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Kelly-Strayhorn Theater - CP PHOTO BY JOHN COLOMBO
CP photo by John Colombo
Kelly-Strayhorn Theater

51. Community touchpoint

If looking for a spot honoring Pittsburgh's rich cultural history while nurturing the next generation of talent, Kelly-Strayhorn Theater in East Liberty is it. Named for two of this neighborhood's iconic cultural exports (Gene Kelly and Billy Strayhorn), this theater space and community touchpoint offers a unique cross section of old and new Pittsburgh.

Downtown Gallery Crawl - CP PHOTO BY JORDAN MILLER
CP photo by Jordan Miller
Downtown Gallery Crawl

52. See (art) and be seen

Impress your date with a trip to one of Pittsburgh’s Gallery Crawls. Visit dozens of galleries and attractions for free. If you’re over 21, some venues even offer free booze. Must-see museums for Downtown’s quarterly Gallery Crawls include Wood Street Galleries (601 Wood St.), August Wilson Center (980 Liberty Ave.), SPACE Gallery (812 Liberty Ave.) and Future Tenant (819 Penn Ave.) For the East End crowd, make plans to see and be seen the first Friday of every month at Unblurred, a Gallery Crawl in Garfield. Highlights are glass-blowing demonstrations at the Pittsburgh Glass Center (5472 Penn Ave.), DIY activities at Workshop PGH (5135 Penn Ave.) and, in warmer months, the Garfield Night Market, where local artists sell their wares.

“Anything That Floats” Race - CP PHOTO BY STEPHEN CARUSO
CP photo by Stephen Caruso
“Anything That Floats” Race

53. Out with a bang

Point State Park’s summers are filled by live music, fireworks and powerboat racing. Those three come together at EQT Three Rivers Regatta for a weekend of family-friendly fun. Recent Regattas have also featured jet-ski stunt shows and an “Anything That Floats” race. This summer, from Aug. 3-5, check out musical headliners Sugar Ray and Randy Houser.

54. Catch a cloud

Kids shouldn’t spend a whole day skipping rocks across the asphalt. (Wait, was that just us?) Fortunately, interactive exhibits at Children's Museum are better options for a summer day. It’s like playing with a favorite toy and learning something, too. Free public art exhibits outside the museum also make for time well-spent. Kids can create clouds. But they shouldn’t skip rocks at those. It’s dangerous.

Bloomfield Halloween Parade - CP PHOTO BY THEO SCHWARZ
CP photo by Theo Schwarz
Bloomfield Halloween Parade

55. Ghouls and witches

For a half-century, the Bloomfield Halloween Parade has been a dependable excuse to unleash your inner ghoul. Also, it’s a chance to dress up all spooky n’at. An event catering to people of all ages, this Monster Mash-and-March usually attracts over 10,000 spectators, making it Pittsburgh’s most popular evening parade. Get your costume on. The scarier, the better.

CP photo by Annie Brewer
USS Requin

56. Under the sea

It’s not 20,000 leagues below, but the USS Requin still provides visitors a chance to experience submarine life. This submarine, which operated from 1945-1968, is docked at the Ohio River off the North Shore, just outside the Carnegie Science Center. Head inside to learn about everything from astronomy and anatomy to robotics and model railroading. 

57. Out-of-the-box plays

If you've ever thought of plays as stuffy, check out East Liberty-based Quantum Theatre. These folks stage productions in non-traditional theater spaces, such as the Strip District Recycling Building or Carrie Furnace. The upcoming season includes a one-man show about gun culture and a reimagining of Shakespeare classic King Lear.

August Wilson’s birthplace - CP PHOTO BY JOHN COLOMBO
CP photo by John Colombo
August Wilson’s birthplace

58. Celebrate a native son

August Wilson's name is everywhere in Pittsburgh. Sometimes it's easy to forget how lucky we are to share a hometown with such an important, talented and influential cultural icon. At the August Wilson Center, catch a diverse roster of plays, parties, music and educational programs. But for a more intimate exploration of Wilson's life and work, step into his Hill District childhood home to experience his plays from the very locations by which they were inspired.

Pittsburgh artist Garbella at Three Rivers Arts Festival - CP PHOTO BY KRISTA JOHNSON
CP photo by Krista Johnson
Pittsburgh artist Garbella at Three Rivers Arts Festival

59. Arts is festive

Three Rivers Arts Festival is free to attend, but it offers priceless entertainment. Music headliners are reliably fantastic. (Ella Fitzgerald and Ray Charles played in early days, and Aimee Mann and Mavis Staples showed up more recently). A local art marketplace highlights some of Pittsburgh’s best talent. Even those seemingly annual showers cannot prevent attendees from finding Pittsburghers who are in a better mood — outside of a Penguins’ playoff run or a Pirates’ winning streak.

Take a bike ride on the river trails - CP PHOTO BY ANNIE BREWER
CP photo by Annie Brewer
Take a bike ride on the river trails

60. Ride the river (trails)

No need to own to get in good ridin’. Rent a Healthy Ride bike from one of several stations along the city’s river trails to enjoy miles of car-free strolling. Stop at the Point State Park fountain, Millvale’s quaint riverfront park, or the North Shore and its numerous restaurants.

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