Overall trajectory for a big project
You probably want to start with some kind of question in mind, but you should be ready for your thinking to change over time, as you assimilate more and more sources. The question(s) you start with should be relatively broad and allow for answers that are more complicated than just yes/no responses. For example: What can we learn about why the Peasant Revolt occurred in 1381, not fifty years earlier or later? How did satire inform Chaucer's approach to the Franklin's Tale?
Different types of sources you'll want to look for:
Keeping track of sources
As you're doing your research, you'll want to keep track of your sources somehow. You may not know right away whether or not each source is one that you'll end up using for your annotated bibliography or for the literature review, so you'll want to maintain a set of possible sources somewhere. You can use a document (like my sample annotated bibliography), or else I would recommend Zotero, either online or as a downloaded piece of software. However you decide to track your sources, I'd recommend that you take some notes about the useful parts of the source, including relevant page numbers.
Citations
You can look up a refresher on Chicago Style at the Purdue OWL pages, but you should also feel free to ask questions of me or of your library liaisons, Amy Wainwright and Nevin Mayer.
Annotated Bibliographies
Think about not only what might make a source important in the field in general, but also what makes it useful for your project. The commentary you include for each source should be driven by what you see in the source and what you need from it, which might be very different than what someone else would get from it.
Incorporating sources into your research and writing
Sources:
Booth, Wayne C., et al. The Craft of Research. 4th edition. Chicago and London: The University of Chicago Press, 2016.
Graff, Gerald, and Cathy Birkenstein. They Say, I Say: The Moves That Matter in Academic Writing. 4th edition. New York and London: W. W. Norton, 2018.
Literature Reviews
Guidelines - see the presentation guidelines for more help in formulating your thoughts.
For more guidance on literature reviews, see this page from the University of Guelph.