2 events in Old Saybrook, Connecticut

From big races to Saturday morning group runs—find 5k events and connect with the local endurance sports community.

• The River Run 5K and Kids Fun Run [runsignup.com]
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  Sat, May 30, 2026 at 8:30 AM

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  Experience the shoreline at its very best!

  This scenic 3.1-mile flat course winds through the historic charm of Old Saybrook, Connecticut, offering runners and walkers breathtaking views along the...

  Experience the shoreline at its very best!

  This scenic 3.1-mile flat course winds through the historic charm of Old Saybrook, Connecticut, offering runners and walkers breathtaking views along the Connecticut River and the picturesque marshes of North Cove Road. Feel the coastal breeze as you travel past one of the shoreline’s most beautiful waterfront stretches before crossing the finish line where it all began — at the historic site of the original Fort Saybrook.

  Whether you're racing for a personal best, walking with friends, or cheering on your little ones in the Kids Fun Run, this event is about more than miles — it’s about community.

  The 5K Run/Walk and Kids Fun Run proudly supports Saint John School in Old Saybrook, CT. Proceeds help further Saint John’s mission to inspire individual growth, self-discipline, confidence, and Christian service — forming students who grow into respectful, compassionate citizens.

  Join us for a joyful morning of fresh air, fellowship, and shoreline beauty — and be part of something that strengthens both body and community.

  1 Miles 5k Fun Run Kids Run Walk

  Old Saybrook, Connecticut, 06475, United States
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• 17th Annual Saybrook Point 5k Road Race 2026 [runsignup.com]
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  Sat, Aug 22, 2026 at 8:30 AM

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  The Old Saybrook - Westbrook Exchange Club and the Greater Old Saybrook Chamber partner together annually to raise money for The Exchange Clubs A.C.E. (Accepting the Challenge of Excellence) Award...

  The Old Saybrook - Westbrook Exchange Club and the Greater Old Saybrook Chamber partner together annually to raise money for The Exchange Clubs A.C.E. (Accepting the Challenge of Excellence) Award and the Greater Old Saybrook Chamber C. Wilfred Hunter Memorial Scholarship for deserving college bound seniors from Old Saybrook and Westbrook High Schools. Packs can be picked up on Friday, August 21nd at Marathon Sports in Old Saybrook between 4pm-6pm or the morning of the race, starting at 7:30am. Online registration only! Price will increase to $33 for day of registration.

  5k Run

  Old Saybrook, Connecticut, 06475, United States
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