6 events in City of Poughkeepsie, New York

Training for a 5K or 10K is as much about the people beside you as it is the miles behind you. We're here to help you with a smart training plan and a supportive group that's with you every step of the way!

Our 10-week 5K/10K training programs, which offer specialized tracks for both distances and are ideal for every level of experience, will help you scale up your distance with smart, steady progression. Our 5K program includes a run/walk training option, making it truly a beginner-friendly plan.

The groups will kick-off on Tuesday, 3/24, in preparation for The Big Run taking place on Wednesday, 6/3, at Gold's Gym LaGrange. With our programs, you'll have the coaching, the plan, and the people to get you to the finish line! We'll hold our group training kickoff meeting on Tuesday, 3/24, in the evening, and we suggest that if you sign up, you make every effort to attend. We find that participants who come to this meeting are more likely to stick with the program!

Please note: Registration for The Big Run is a separate fee. As a thank-you for joining our training program, you'll receive a $5 discount code to use toward your race registration! This code will be included in the email you receive right after registering for the training group. For more details about The Big Run, click here.

We, The Poughkeepsie Run Team, comprised of The City of Poughkeepsie Softball/ Baseball League, As One Flight, LLC, and the City of Poughkeepsie Youth Division, acknowledge the critical importance of prioritizing physical mental health and wellness in our society. We are dedicated to empowering individuals of all ages, including youth and future generations, to cultivate and sustain optimal mental well-being.

Our mission is to equip them with the necessary tools and resources to thrive in today's world. Through education, support, and advocacy, we are committed to fostering a culture of holistic wellness, ensuring that every individual has the opportunity to lead a fulfilling and balanced life.

2nd Annual PK 5K Run

The 2nd Annual PK 5K Run takes place in Poughkeepsie, NY on April 25, 2026, at 10:00 a.m., bringing the community together to promote physical health, mental wellness, and youth development.

Hosted by the Poughkeepsie Run Team—a collaboration between the City of Poughkeepsie Youth Baseball & Softball League, As One Flight LLC, Finish Strong LLC, and the City of Poughkeepsie Youth Division—the PK 5K is dedicated to encouraging wellness for all ages, with a strong focus on supporting youth and families.

Following a successful inaugural race, funds raised helped provide a $500 Wellness Grant to a local family, demonstrating the meaningful community impact of this event.

The event includes:

• Youth Mile Run/Walk

• 5K Run/Walk (Ages 13+)

All fitness levels are welcome—runners, walkers, families, and first-time participants are encouraged to join.

Race Day: April 25, 2026

Start Time: 10:00 a.m.

Rain Date: May 2, 2026

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

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