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

Friday Video: Guess Which Argument Can Get a NIMBY To Change Their Mind About New Housing

Put your instincts to the test with this fascinating experiment about the power of messaging to win support for urbanism.

March 20, 2026

Friday’s Headlines Took the Road Less Traveled By

And that has made all the difference, when it comes to preventing traffic deaths.

March 20, 2026

Study: How Ambiguous Definition of ‘Major Transit Stop’ Creates Wiggle Room for Municipalities

This is a story of how well-intentioned efforts by the state to tie new development to transit hinge on how local governments (with their own incentives) interpret broad state law.

March 19, 2026

Talking Headways Podcast: Growing St. Louis’s Arts and Culture District

This week on Talking Headways, step inside St. Louis's Grand Center Arts District with the people who make it happen.

March 19, 2026

Advocates Get D.C. Mayor To Release Buried Report On The Potential Benefits Of Congestion Pricing

How many other conversations about congestion pricing across the country are being suppressed — and how many have never even gotten started?

March 19, 2026
See all posts