Background This study observes the trends and patterns among trainees during the coronavirus disease 2019 (COVID-19) pandemic and their response to resident education and hospital/program support. Methods An anonymous online 31-question survey was distributed to medical students and postgraduate year residents. Topics included were demographics, clinical responsibilities, educational/curricula changes, and trainee wellness. Descriptive analysis was performed for each set of demographic groupings as well as 2 and 3 group comparisons. Results Total 1051 surveys collected, 930 used for analysis: 373 (40.1%) male, 434 (46.6%) aged 30-34 years, 588 (63.2%) white, 417 (44.8%) married, 168 (18%) with children, and 323 (34.7%) from the Northeast region. The Northeast experienced difficulty sleeping, feelings of guilt, hopelessness, and changes in appetite ( P = .0077). The pandemic interfered significantly with relationships and living situations ( P < .0001). Trainees 18-34 years believed the pandemic affected residency training ( P < .0001). Surgical residents were concerned about reaching numbers of operative procedures to graduate ( P < .0001). Residency programs adhered to ACGME work restrictions ( P < .0001). Conclusion We aim to provide continued educational support for our trainees’ clinical development and well-being during the COVID-19 pandemic.