When classes are in session, OLLI provides regular single event educational programs that are free and open to the greater community. Weekly OLLI Ashland Community Lectures are held each Wednesday from 1:00 pm to 3:00 pm. In addition, monthly OLLI Medford Community Lectures are held theh second Friday of the month from 1:00 to 3:00 pm. A special Vital Issues Forum is typically scheduled once a year.
OLLI has also established collaborative partnerships with Ashland at Home, Choosing Options, Honoring Options (COHO) and ScienceWorks Hands-On Museum.
OLLI further extends its community outreach through its OLLI Ambassador Program. This program provides a two-way conduit of information between OLLI and community organizations with missions that overlap with that of OLLI.