2026 Ossining MATTERS Run-Walk for Education Fundraiser

Event Overview

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.

Purpose and Community Impact

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.

• Mission: The mission of the Ossining MATTERS Education Foundation is to support and enrich the learning opportunities for all children in the Ossining School District.
• Goal: The goal of the foundation is to generate community awareness and support for the Ossining School District.
• Funding: To provide an ongoing source of funds, through grants and other fundraising efforts.
• Focus Areas: Funds will be used to develop and support programs in academics, cultural arts, and athletics.

Participant Benefits

Special Participant Bonus! Several of our generous Small Business Sponsors are offering exclusive incentives to race participants.

• Incentives: Offers may include discounts, giveaways, or other perks when you visit their businesses.
• List of Offers: Be sure to check out the full list of participating businesses and their offers when you register today!
• Registration Confirmation: Link to offers included in the registration confirmation email.

Event Details

Date: 2026-09-05

Location: Joseph G Caputo Center, Ossining, NY

Registration Link: Click here to register.