Susskind is much more advanced. Realistically speaking you need to understand and internalize the content of Lewin (or comparable) before you take on Susskind.
Lewin = undergraduate-level physics
Susskind = graduate-level physics, converted to minimize math and maximize accessible explanations, but still graduate-level physics.
Lewin = undergraduate-level physics Susskind = graduate-level physics, converted to minimize math and maximize accessible explanations, but still graduate-level physics.