Localify.org is a personalized music recommendation service that helps users discover local artists and find live music events at small and medium-sized venues. Most local artists are relatively unknown and tend to reside in the long-tail of the artist popularity distribution. In this demo paper, we describe how we have designed Localify to contextualize long-tail artists for local music discovery. This focus on contextualization is reflected in our UI/UX design, our focus on explainable recommendations, our playlist generation algorithm, and our personalized weekly email digest.