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2 events in City of Poughkeepsie, New York

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

2 events
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City of Poughkeepsie

2 events in City of Poughkeepsie
  • Sat, May 30, 2026 at 9:00 AM

    Peach Hill "Run for the Hill of It" 5K: Saturday, May 30

    Rain date: Sunday, May 31

    This 5K cross-country run/walk takes participants along Peach Hill Park's mowed trails and hits the highest point in the Town of Poughkeepsie with beautiful views in all directions! Both runners and walkers are encouraged to participate and all ages are welcome. All proceeds to benefit the Friends of Peach Hill, a volunteer not-for-profit group that maintains and improves Peach Hill Park. Run for the hill of it!

    Register by May 1 for only $20 (plus fees). Registration from May 2-May 30 is $25 (plus fees). Race day registration is $30. No refunds.

    First 75 registrants get special Peach Hill 5K swag!

    Awards will be given out for top finishers as well as age group winners. Snacks afterwards!

    Race starts at 9am. Check-in begins at 8am.

    RESTRICTIONS: Please no bikes, dogs, or baby/jogging strollers

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    5kRunTrailWalk via RunSignup
  • Wed, Jun 03, 2026 at 6:30 PM

    Mark your calendars for June 3rd! Global Running Day isn't just a date on the calendar—it’s our favorite reason to bring the whole community together. The Big Run returns to the Dutchess Rail Trail for another year of miles, smiles, and memories.

    We’re keeping the "fast and flat" course you crave but doubling down on the "After-Party." Expect more than just a finish line—we’re talking a full-blown festival with local eats, music, photo-op stations to flex those medals, and a few new surprises we’re keeping under wraps.

    6:30 PM: 10K start – Let’s go, long-distance crew!

    6:45 PM: 5K start – Squad up and hit the trail!

    Everything is chip-timed and USATF-certified, so you get the professional race feel with the neighborhood block party soul.

    Run Location: Gold's Gym LaGrange 258 Titusville Road Poughkeepsie, NY 12603 US

    See full details
    5k10kRunTrail via RunSignup

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