I am unsure from your post if you have visited both schools and I can provide a little insight - (basically opinions), as my daughter visited Oberlin and Wes this past February, along with 5 other schools.
She visited Oberlin first and wasn’t introduced or interviewed by anyone with a connection to theater. (her interest too). She attended a class, ate lunch with a student and interviewed. The town had several former retail buildings boarded up and seemed “sad” along with some campus building also in need of TLC. My husband walked away from this tour thinking that if she remained interested in this school (it is off her list), he would dig deeper into their financial picture. (all pre-covid too). Her tour was very geared toward a lot of political correct behaviors on campus and “how it will be hard when we leave here”. One of her good friends toured a week later and the school remains on her list - so always good to visit! It is just not a right fit for my daughter and the purpose of this trip was for her to start to shorten her list.
She also visited Kenyon and had the opposite experience. At lunch with 8 theater kids, tour guide introduced her to other students and the professor from the class had her actively participate. Tiny town with nice coffee shop and a few other options plus more foot traffic. Well maintained campus and very friendly students.
For Wes, the town is walkable with a distinct downtown. Students and local families are out and about and even though access to NYC takes a bit of coordination - the option exists. The tour was full, so not a lot of individual attention at any of the New England schools she visited - but the guide was engaged. A current Wes sophomore that attended my daughter’s current school HS met her for lunch and took her around a bit more after the standard tour. The tour guide mentioned they always have one “big protest” a year and students are very politically aware. She left Wes feeling like she would be surrounded by creative students and have lots of options for involvement in the arts. The students did feel a bit more “edgy” (her word) vs more “laid back” at Oberlin. The current Wes student from her HS did say it can be hard to get classes fresh/soph year and if you are not proactive - you will have to take several classes that you are not interested in to meet your credits.
Is you daughter also thinking about Vassar ?
Again, just opinions of a 17 year old and so happy she was able to visit these schools in February. Now waiting to figure out when/if she can see the last few on her list before ED next Fall.
Wishing your daughter well in her search - love these theater kids 