I definitely recommend working out pathways on scrap paper or on whiteboards whenever possible.
Start with the big 3 (corticospinal tract, dorsal column - medial lemniscal tract, and spinothalamic tract), and know those cold. Start with the basics, such as these three questions:
1. Where is the tract located in the spinal cord, brainstem, subcortex and cortex?
2. Where does decussation (crossover) occur?
3. What modalities are carried in each pathway? (e.g. motor for CST)
Using an atlas should help for visualizing the whole pathway of each tract individually. Once you hammer home those three pathways, add in the trigeminal-thalamic system (pain and temperature sensation for the face) and the spinal trigeminal system (vibration, position sense, and touch for the face). You'll notice many similarities to their spinal counterparts (STT and DCMLS, respectively).
For the cerebellum, which is a little more difficult, start out by remembering that each hemisphere of the cerebellum is responsible for movement on the ipsilateral side of the body. Thus, major connections from the cerebellum to the body either remain ipsilateral (no decussation) or crosses twice (double decussation).
Finally, if you reference an atlas for visualizing the long pathways, see if you can find some well-labeled representative cross-sections of the spinal cord (various levels) and brainstem. Redraw these with the major tracts outlined. This will help you to learn which tracts are close to which other tracts at various levels (remember, not everything stays in the same place at every level!!). Work on the big picture here (medial vs. lateral; dorsal vs. ventral). Incorporate blood supply to each level when you feel ready, and you will begin to develop a better sense of which tracts are likely to be affected by a lesion at a given level.
Sorry this is long-winded, but I really like neuro and I've found that all of the above has worked well for me this semester.