Oh my, that’s quite a list. Try to organize them around “types” (plenty of room to disagree about what that means), and delete the ones that are redundant or you don’t like as much.
Princeton/Harvard: will you do SCEA at either P’ton or Harvard?
Columbia/U Penn: urban Ivies. Why apply to Penn, a school known for its pre-professional vibe if its only because of the presence of a specific writing program? If writing program is a requirement/preference, there are other schools which could be on the list instead. Note that, if a legacy, these both expect ED apps for a legacy bump.
Wash U/Vandy/Dartmouth/Emory/NYU/W&M: I’d suggest picking 2-3 out of this group, and dropping the rest. Almost all of your schools are urban/small cities – which makes Dartmouth a real outlier so consider deleting Dartmouth. Emory is more a match school, do I’d be reluctant to drop it while keeping other reaches on the list, but one consideration is, some people find Emory’s location in Atlanta to be too quiet. Full pay at NYU could be a match. Again, Wash U has a strong pre-professional vibe which suits some, may not suit you. W&M is still a tough admit for OOS student, though a neat school. Perhaps consider Tulane as another match – though requires demonstrated interest.
Amherst/Williams/Vassar: LACs don’t seem to be important to you, since there are just the top 2, and then the outlier Vassar. For someone who has 18 larger schools on the list, these 3 jump out as “not like the other” – and therefore, delete-able. Vassar seems especially out of sync.
Chicago: if you love the vibe, keep it on.
UC B, Toronto, Michigan: Toronto is a fantastic school for the independent student who doesn’t expect typical rah-rah sports which have come to define many US universities. If that works, keep it on. Michigan makes sense, though Wisconsin might be a match which could be added. Cal has specific course requirements, we never looked at it carefully, and a robust curriculum could easily meet it – but check that you have fulfilled the curriculum requirements for applicants.
BC/Georgetown: BC can stay on as perhaps a match. Do you have SAT 2s done for G’town? I believe they expect 3 now.
U Mass Amherst: if this is the only acceptance you get come April, how will you feel? If you are pleased and excited, great. But a lot of people like to have some choice between safeties so consider what else you might add. Holy Cross gets a lot of attention on CC for its classics and writing – I believe – programs. Iowa, of course, is known for its creative writing program.