Blind and visually impaired (BVI) users experience vulnerabilities in digital library (DL) environments largely due to limitations in DL design that prevent them from effectively interacting with DL content and features. Existing research has not adequately examined how BVI users interact with DLs, nor the typical problems encountered during interactions. This is the first study conducted to test whether implementing help features corresponding to BVI users’ needs can reduce five critical help-seeking situations they typically encounter, with the goal to further enhance usability of DLs. Multiple data collection methods including pre-questionnaires, think-aloud protocols, transaction logs, and pre and post search interviews, were employed in an experimental design. Forty subjects were divided into two groups with similar demographic data based on data generated from pre-questionnaires. The findings of this study show that the experimental group encountered fewer number of help-seeking situations than the control group when interacting with the experimental and baseline versions of a DL. Moreover, the experimental group outperformed the control group on perceived usefulness of the DL features, ease of use of the DL, and DL satisfaction. This study provides theoretical and practical contributions to the field of library and information science. Theoretically, this study frames vulnerabilities of BVI users within the social model of disability in which improper DL design impairs their ability to effectively access and use DLs. Practically, this study takes into account BVI users’ critical help-seeking situations and further translates these into the design of help features to improve the usability of DLs.