- Premier Events -

High Street Mile Canceled for 2021

Sadly, the Winner’s Circle Running Club’s High Street Mile will not be run this year. This ever popular Newburyport race favorite will return even bigger and better in 2022…we promise!

Cassidy’s 5K and Fun Walk

The Winner’s Circle Running Club is excited to announce that REAL, IN PERSON, ON SITE, WITH A START LINE, WITH A FINISH LINE, WITH WINNERS, WITH AWARDS, WITH EXCITEMENT, WITH A TIMING CREW, WITH COURSE MARSHALS, racing will be resuming at the world famous Winner’s Circle with the 8th annual Cassidy’s 5K on Sunday June 27th!

Event entertainment provided by DJ Zati. Post race raffle and other festivities!

dj zati logo


Registration is now open! Please visit the event page for more information and to register: Cassidy’s 5K