When you transfer you have to be able to articulate why the prospective school is better for your needs and goals than your current school. Without knowing what your eventual target is, I think it will be easier to craft a story about why you need to transfer there from UMD. I can’t think of how you would say that CWRU doesn’t serve your needs when you would have barely set foot on campus before applying to transfer out. Who at CWRU will write recommendations for you? You won’t know your professors yet. Also it will make you look like you really don’t know what you want if you transfer once and then immediately start looking to transfer again.
If your goal is to eventually transfer to somewhere else, it would be better to stay at UMD for now.