Run Around the Square 2026 — Pittsburgh, PA

Date
August 22, 2026
Location
Pittsburgh, PA
Venue
7604 Charleston Avenue
Start Time
8:15 AM
Entry Fee
$25.00 – $35.00
Events
5K Race, 1.5 Mile Run/Walk
Includes
T-Shirt
Register NowRegistration OpenOfficial Race Website

Run Around the Square kicks off at 8:15 AM on August 22, 2026, in Pittsburgh, giving you time for an early breakfast before heading to the 7604 Charleston Avenue venue. The event offers both a 5-mile and 5K option, accommodating runners at different fitness levels and training cycles. Entry fees fall between $25 and $35, making it an accessible local race. If you're traveling into the Pittsburgh area for the event, plan to arrive with enough buffer time to park and complete your pre-race routine before the morning start. The dual-distance format means you can pair your trip with other Pittsburgh activities or use the shorter distance for a recovery effort during a training block.

From the Race Organizer
PRE-RACE PACKET PICK UP WILL BE HELD FRIDAY, AUGUST 21 FROM 5:30 PM - 8:00 PM ONLY AT THE WILKINS SCHOOL COMMUNITY CENTER, 7604 CHARLESTON AVENUE, SWISSVALE. PACKETS CAN ALSO BE PICKED UP STARTING AT 7:00 AM ON SATURDAY, AUGUST 22, BEFORE THE RACE. ONLINE REGISTRATION WILL REMAIN OPEN THROUGH MIDNIGHT, THURSDAY, AUGUST 20. Most of the first mile of the 5K winds through Regent Square streets with plenty of warm, friendly cheers. The remainder of the race is through Frick Park’s cross-country trails, ending in Fern Hollow. The 1.5 Mile Run/Walk takes place on the charming streets of Regent Square. The family dog can also join in on the fun. Dogs may ONLY participate in the 1.5 Mile Run/Walk. The dog must be leashed and a dog owner/handler must be registered with every dog, no exceptions. USATF sanctioned event policy does not allow for strollers or animals to participate in competitions. The 5K is a USATF sanctioned event; therefore, strollers and dogs are PROHIBITED in the 5K. Both races start at the Environmental Charter School near the corner of Henrietta and Milton. The 1.5 mile race starts at 8:15 am and the 5K starts at 9 am.

Hotels Near This Race

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Run Around the Square 2026 — Pittsburgh, PA

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Race Travel Insurance

Don't forget travel insurance for August 22.

You've trained for months and booked a trip to Pittsburgh, PA. A pre-race injury, a delayed flight, or a family emergency can derail the whole thing. Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it, and may cover medical costs if something goes wrong on the course. Plans typically only run 5-7% of your total trip cost — and running events are covered under standard plans with no additional coverage needed.

  • Trip cancellation up to 100% of prepaid costs
  • Running events covered under standard plans — no add-ons needed
  • Trip interruption up to 150% of non-refundable costs
  • Emergency medical up to $250,000
  • Cancel For Any Reason add-on available
  • 24/7 real-time support
Get a Quote — Faye Travel Insurance

Affiliate links — we may earn a commission at no cost to you. Coverage terms vary by state and plan. Review policy details before purchase.

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Frequently Asked Questions

When is Run Around the Square 2026 — Pittsburgh, PA?

Run Around the Square 2026 — Pittsburgh, PA takes place on August 22, 2026. The race is held in Pittsburgh, Pennsylvania.

Where is Run Around the Square 2026 — Pittsburgh, PA held?

Run Around the Square 2026 — Pittsburgh, PA is held at 7604 Charleston Avenue in Pittsburgh, Pennsylvania.

Where can I find hotels near Run Around the Square 2026 — Pittsburgh, PA?

RaceHotelFinder shows hotels sorted by distance from the race venue in Pittsburgh. Use the map or list view on this page to compare options and book race weekend accommodation.