2 cycling, running, and walking events in Portland, Connecticut

From big races to Saturday morning group runs—find cycling, running, and walking events and connect with the local endurance sports community.

• Race 4 : Belltown [newenglandyouthcycling.com] [Register at ccnbikes.com]
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  Sun, May 31, 2026 at 4:00 AM

  Cycling

  Portland, Connecticut, United States
  OpenStreetMap Google Maps
• Come on Over 5K and 2.1 Mile Fitness Walk [portland.recdesk.com] [Register at runsignup.com]
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  Sat, Sep 26, 2026 at 10:00 AM

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  Portland Come on Over 5K Race Information - Online Registration only

  Date: Saturday, September 27, 2025, Rain or Shine

  Start Time: 10:00 AM

  Location: Portland Riverfront Park, 284 Brownstone Avenue,...

  Portland Come on Over 5K Race Information - Online Registration only

  Date: Saturday, September 27, 2025, Rain or Shine

  Start Time: 10:00 AM

  Location: Portland Riverfront Park, 284 Brownstone Avenue, Portland, CT 06480

  Awards: Medals will awarded to top 3 finishers in each age category for the in-person 5K

  Register Online: Race Sign Up

  https://portland.recdesk.com

  In office or mail in to PO Box 71, Portland CT 06480

  Bib #s and Timing: Race day 8:45-9:45 AM

  Proceeds: Race proceeds benefit Portland Parks & Recreation Programs and Camp Scholarship Opportunities!

  Inclement Weather: Portland Parks & Recreation Hotline- 860-262-7234

  T-Shirts: Must register by September 1, 2025 to qualify for a free t-shirt.

  Divisions for 5K :

  12 and under,13 to 15,16 to 18,19 to 29

  30 to 39, 40 to 49, 50 to 59, 60 to 64, 65 to 69, 70 and older

  Online Registration only

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  2.1 Miles 5k Run Walk

  284 Brownstone Avenue, Portland, Connecticut, 06480, United States
  OpenStreetMap Google Maps