Task transfer learning is a popular technique in image processing applications that uses pre-trained models to reduce the supervision cost of related tasks. An important question is to determine task transferability, i.e. given a common input domain, estimating to what extent representations learned from a source task can help in learning a target task. Typically, transferability is either measured experimentally or inferred through task relatedness, which is often defined without a clear operational meaning. In this paper, we present a novel metric, H-score, an easily-computable evaluation function that estimates the performance of transferred representations from one task to another in classification problems using statistical and information theoretic principles. Experiments on real image data show that our metric is not only consistent with the empirical transferability measurement, but also useful to practitioners in applications such as source model selection and task transfer curriculum learning.