Transferring to a prestigious university offers the possibility of opening doors to more opportunities and may attract transfer students, yet less is known about transfer students' experiences with prestigious institutions. In our qualitative study at a highly selective institution with transfer students who identified as low income, from a community college, or a Student of Color, we found that students experienced discrimination, competitive environments, and disappointment with their transfer institution. Students responded to such experiences by blaming themselves, fighting back, ignoring the pressure, or taking steps to fit in. Given the stress, stigmatization, and marginalization transfer students faced, we raise questions about the value and costs of prestige, particularly considering the transition experiences of transfer students. We also discuss implications of the findings for advising transfer students.