Sat, Aug 22, 2026

Run Around the Square

Pittsburgh, PA

Registration openAnnual since at least 2015
5K1.5 Miles

Entry is $25 now and rises to $30 after Jul 31, 2026, so registering before then saves $5.

Register

About the Run Around the Square

The course splits its time between neighborhood streets and Frick Park's cross-country trails, finishing down in Fern Hollow. The first stretch runs through Regent Square, where the sidewalks tend to fill with neighbors cheering from their stoops. The back portion goes off-road, so expect roots and trail surface underfoot, not pavement.

Both races start outside a charter school where Henrietta and Milton meet. Packet pickup runs the evening before at the Wilkins School Community Center in Swissvale, with morning pickup available before the gun. Leashed dogs are welcome in the shorter distance, though the USATF-sanctioned route keeps it a dogs-and-strollers-free zone.

Free race emails

Get the Weekly RunSesh

In for this one or still deciding, keep race season near Pittsburgh on your radar: a Monday look ahead and a Thursday rundown of the weekend's races.

Two helpful emails per week. No spam. Unsubscribe anytime.

Distances & Start Times

5K8/22/2026 09:00$30
1.5 Miles8/22/2026 08:15$25

Going for a Time?

Set a goal and get a pace band: every mile split on a card sized for your phone lock screen, so race morning needs no math.

Plan Your Trip

Where to Stay

Traveling for this race? The map shows hotels and rentals in and around Pittsburgh — pan or zoom to compare what's nearby.

The map is provided by Stay22. If you book through it, RunSesh may earn a commission at no extra cost to you — it never affects the races we list.

Common Questions About the Run Around the Square

Where can I train for the Run Around the Square?

Join a local run club. City of Bridges Run Club, Yinz Run Club, Pittsburgh Pharaoh Hounds and others in Pittsburgh welcome runners of all paces, and a weekly group run is the most reliable way to hold a training block together.

Share Your Card

We made you a ready-to-post image. Story fits Instagram and TikTok Stories; Post fits the feed. Download it, post it, and tag @runsesh so we can cheer you on.

Preview of your share card