Walk in City of Poughkeepsie, New York | 2026-2027

Fleet Feet's 2026 "Earn Your Square" Run/Walk Powered by Brooks [runsignup.com]
Sun, Feb 08, 2026 at 9:00 AM
Description
Lace up and claim your square! 🏈👟

Join us for the 2026 Earn Your Square Run at Fleet Feet Poughkeepsie, powered by Brooks!

We’re kicking things off on Sunday, February 8, at 9:00 a.m. at the Shoppes...
Lace up and claim your square! 🏈👟

Join us for the 2026 Earn Your Square Run at Fleet Feet Poughkeepsie, powered by Brooks!

We’re kicking things off on Sunday, February 8, at 9:00 a.m. at the Shoppes at South Hills (1895 South Road, Poughkeepsie, NY) for a run that’s equal parts fun and festive.

The cost to play is $10, but here’s the best part: show up, and you’ll score it right back as $10 in Fleet Feet Bucks.
- ⚡This $10 buy-in keeps the roster full, the energy high, and the event running smoothly, just like your favorite game day matchup. Come for the run, stay for the fun, and earn your square before kickoff! 🎉
‼️This event is capped at 100 participants, and it’s a hot ticket—so sign up soon!‼️
Run Walk
City of Poughkeepsie, New York, 12601, United States
OpenStreetMap Google Maps
Fleet Feet Poughkeepsie's 2026 Big Run 5K/10K Training Program Powered by Brooks [runsignup.com]
Tue, Mar 24, 2026 at 12:00 AM

Description

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...

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.

5k 10k Run Walk
City of Poughkeepsie, New York, 12601, United States
OpenStreetMap Google Maps
Fleet Feet Poughkeepsie's WalkCrew [runsignup.com]
Wed, Apr 01, 2026 at 12:00 AM

Description

👟 Looking for motivation, community, and a fun reason to get moving?

🚶‍♀️ Fleet Feet Poughkeepsie's WalkCrew is here—and you’re officially invited!

Walk
City of Poughkeepsie, New York, 12601, United States
OpenStreetMap Google Maps

PK5K Wellness Run/Walk [runsignup.com]
Sat, Apr 25, 2026 at 10:00 AM

Description

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...

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

5k Run Walk
City of Poughkeepsie, New York, 12601, United States
OpenStreetMap Google Maps
Peach Hill "Run For the Hill of It" 5K [runsignup.com]
Sat, May 30, 2026 at 9:00 AM

Description

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...

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

5k Run Trail Walk
City of Poughkeepsie, New York, 12603, United States
OpenStreetMap Google Maps

5 walking events in City of Poughkeepsie, New York

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Local Clubs & Organizations