WIN offers programs that help families improve and empower their life.


WIN consistently makes programming changes that reflect unmet needs in the community.

what we do

Current Programming

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The Basics

The WIN Thrift Store offers basic and practical household items at no cost to qualifying families. Local families have received an average $4,000 per year in general merchandise. Items such as beds, sofas, dishes, dressers and other household necessities are available. Call our office at 410-778-5999 to set an appointment.


community support program

WIN provides grants to local organizations who provide emergency cash assistance to families in crisis. Recipients of these grants have been the Good Neighbor Fund, Samaritan Group and Salvation Army.


Project M.E.

Project M.E. is a micro-enterprise empowerment initiative designed to support and empower individuals who are building small businesses. This new initiative provides coaching, support, networking and promotional opportunities. WIN is actively seeking mentors who would like to partner with us to help these businesses build success. 

See Our Entrepreneurs →


Scholarships/Day-Care Subsidies

The Scott Othoson Memorial Scholarship program, for up to $5000 per applicant, exists for single parent moms (or dads) currently working and attending school.

Apply Here →

Previous Programs

General Assistance

  • Rental Subsidy/Emergency Housing 1998-2016

  • Child Care Assistance 2001-2016

  • Relocation Assistance 2001-2016

  • Utility Assistance 2001-2016

  • Medical Fees 2003-2016

  • Grocery Assistance 2004-2018

  • Legal Fees 2005

  • Funeral Expenses 2017

  • Transportation Assistance 1999-2017

  • Transitional Housing 2001-2017

  • Finders Keepers 2015-2017

The Alley Teen Center

  • Alley Center 2006-2011

  • Boys Huddle 2009

  • Shoremen Basketball Club 2010-2012

  • Youth2Youth 2010-2011

  • Rachel’s Challenge 2011

  • Girls Circle 2011-2017

  • Hope Youth Group 2015


  • Home Ports

  • Hope Fellowship Church

  • Upper Shore Aging

  • Kent Center

  • Prince Theater

  • Church Hill Theater

  • ASAC

  • Kent County Parks and Rec

  • Kent Family Center

  • Kent County Humane Society

  • United Way of Kent County

  • Bay area Young Life

  • Kent County Humane Society

  • Recovery in Motion

  • Athletes Serving Athletes

  • Kent County Department of Social Services

  • Kent County Public Schools

  • Shoreman Basketball

  • Pop Warner Football


  • Washington College

  • Department Juvenile Services

  • Kent County Community Mediation

  • Sustainable Delmarva

  • Samaritan Group

  • Good Neighbor Fund

  • Chestertown Half Marathon

  • Chestertown Tea Party Festival