The Cultural Enrichment/Mentoring Program, called the “Woodson Boys Club” promotes cultural opportunities for youth who lack access to major arts and cultural institutions. Some of its memorable field trips were to the Black Holocaust Museum in Milwaukee, the Museum of Science and Industry, and the DuSable Museum in Chicago. In partnership with Madison Metropolitan School District, the Mentoring Program for African American Middle School Boys began at Jefferson Middle School in 2016 and has since been moved to Sherman Middle School on Madison's northeast side. The mentoring Program focuses on establishing lasting relationships, serving as positive role models, and exposing the boys to various careers. The Mentoring Program replaced the Tutoring Program which was operated in partnership with the former South Madison Neighborhood Center and the now Boys and Girls Club of Dane County in South Madison.