The classic one is "Spectrometric Identification of Organic Compounds" by Silverstein and Webster. It's great for NMR, but I haven't used it much for IR. It goes into a lot of detail on how to look at NMRs and talks about some of the higher level experiments (e.g. 2D NMR) and what they can tell you.
Another good one is "Structure Determination of Organic Compounds" by Pretsh, Buhlmann, and Affolter. It doesn't have much theory of spectroscopy, but it has tons of reference data, such as where you would expect the 13C signals of an aromatic ring with a CF3 substituent (i.e., trifluorotoluene) and what all the JC-F coupling constants are.
Most sophomore organic textbooks will have a chapter on spectroscopy as well, but they don't usually go in to a much depth.