Skip to Content
Streetsblog USA home
Streetsblog USA home
Log In

We're continuing with our hunt for Most Improved Parking Crater today, slowly but surely narrowing down a list of 16 candidates to find the urban parking lot that has become a beloved cityscape rather than a cement crater filled with cars.

Today's matchup is a little different because it features two central civic spaces that were once nothing but asphalt.

Before we get to it though, voting is still open for yesterday's competition pitting Houston vs. Boston (Minnesota and Oakland have already moved onto the second round).

parking madness 2019

Now on to today's competition:

Portland

P-town's Pioneer Courtyard Square was formerly a low-rise parking deck.

Reader Jay Shuffield, who submitted the below photos, said, "There's probably nothing that challenges Portland's Pioneer Courthouse Square emerging from the site of a full-block parking deck to become the city's central civic space."

portland before
portland after

Pioneer Courtyard Square calls itself "Portland's living room" and the city's "most visited park." The square hosts 300 programmed events per year, according to the nonprofit group that oversees the space.

Pittsburgh

A similar conversion has taken place in Steel City's famous Schenley Plaza.

pittsburgh after
Photo: John Altdorfer, Schenley Plaza story time

Reader Laura Ellis nominated this space, saying:

The five-acre plaza is located on what was a large, 280-space parking lot in Oakland and situated between the University of Pittsburgh, Carnegie Mellon University, Phipps Conservatory, and the Carnegie Museums and Library. The Pittsburgh Parks Conservancy, in partnership with the City of Pittsburgh, transformed the space, and today this much-loved community greenspace attracts hundreds of thousands of visitors every year, providing gathering places, entertainment, and a grand entrance to Schenley Park.

In addition to a one-acre green space, the park contains dining kiosks, a carousel, public restrooms and a full-service restaurant. In other words, it's a big improvement over a parking lot.

But can it top Pioneer Courthouse Square? Let us know which deserves to go on to the second round. Vote now!

Stay in touch

Sign up for our free newsletter

More from Streetsblog USA

Wednesday’s Headlines Have Consequences

The Trump administration's actions on climate change have consequences for future generations. Industries might not like what they get in return.

February 18, 2026

Trump’s Canada Bridge Tantrum Could Be Bad News For An International Bike Trail

A multi-use trail along the Gordie Howe Bridge would be a key component of an epic cross-continental trail route — if Trump doesn't prevent the entire structure from opening.

February 17, 2026

Disturbing Utah ‘Bikelash’ Bill Takes Aim at Salt Lake City Traffic Calming

Utah state legislators aren't traffic engineers — so why are they writing laws that would force the review of specific bike lanes already on the roads in their capitol, and preemptively stop Salt Lake from building more?

February 17, 2026

The Explainer: How Big Tech Push For Cheap Car Insurance Hurts Victims

In New York State, Gov. Kathy Hochul is distorting the notion of "affordability" to do Big Tech's bidding.

February 17, 2026

Tuesday’s Headlines Let Kids Be Kids

Cops should not be arresting parents for letting their kids walk or bike around the neighborhood.

February 17, 2026

Monday’s Headlines Slow Down

Cities have proven measures they can put into place to slow down speeding drivers and save lives.

February 16, 2026
See all posts