The selection of the best photos in personal albums is a task that is often faced by photographers. This task can become laborious when the photo collection is large and it contains multiple similar photos. Recent advances on image aesthetics and photo importance evaluation has led to the creation of different metrics for automatically assessing a given image. However, these metrics are intended for the independent assessment of an image, without considering the possible context implicitly present within photo albums. In this work, we perform a user study for assessing how users select photos when provided with a complete photo album---a task that better reflects how users may review their personal photos and collections. Using the data provided by our study, we evaluate how existing state-of-the-art photo assessment methods perform relative to user selection, focusing in particular on deep learning based approaches. Finally, we explore a recent framework for adapting independent image scores to collections and evaluate in which scenarios such an adaptation can prove beneficial.