Ossining Matters Run-Walk for Education Fundraiser
About this race
Join us for a morning of fun, fitness, and community!
Be part of a beloved local tradition at the 22nd Annual Ossining MATTERS 5K/2M Run-Walk for Education! Enjoy a scenic route heading north along the historic Old Croton Aqueduct Trail, with starting lines located in the heart of downtown Ossining on Main Street.
View the course map here.
It’s a morning filled with exercise, family, community spirit, and purpose—all in support of enhancing education for students in the Ossining School District. By participating, you’ll join hundreds of others in making a meaningful impact.
The mission of the Ossining MATTERS Education Foundation is to support and enrich the learning opportunities for all children in the Ossining School District. The goal of the foundation is to generate community awareness and support for the Ossining School District in order to provide an ongoing source of funds, through grants and other fundraising efforts, to augment the programs offered in the Ossining Public Schools. The funds will be used to develop and support programs in accordance with the Ossining School District’s mission statement in the areas of (but not limited to) academics, cultural arts, and athletics to ensure that each student realizes his or her fullest potential.
Special Participant Bonus!
Several of our generous Small Business Sponsors are offering exclusive incentives to race participants. These may include discounts, giveaways, or other perks when you visit their businesses. Be sure to check out the full list of participating businesses and their offers when you register today! Link to offers included in the registration confirmation email.
Pick your distance
Running
5K/2M Run Walk
Walking
2M Walk
Typical race-day weather
Based on 1 year of historical conditions on this event's race dates in Ossining.
Course
Route map and elevation profile
No course map published yet.
The organizer hasn't released a route for this event, and we don't publish guesses. If you're the organizer, send us a GPX file and we'll draw the profile.
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Other races near Ossining
Different organizers, within 40 miles, in the next three months
2026 Harry Chapin Memorial Run/Walk Against Hunger
Sri Chinmoy Half-Marathon
Rockland Lake 30/50k
NAMI Rockland 5K Run / Walk for Mental Wellness 2026
Where this page comes from. Race details were last updated on . We re-check listings regularly and again in the week before race day.
- Entries, prices, waves and inclusions — the event's official registration page
- Temperature and humidity — Copernicus ERA5 reanalysis via Open-Meteo (CC BY 4.0)
- Elevation and terrain relief — Copernicus DEM GLO-90, ESA (CC BY 4.0)
- Comparisons and counts — Race Discovery calendar, 1 Ossining event
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