In equipment-heavy sports, there is a growing need to evaluate players in the condition in which they participate. However, the psychometric properties of the Balance Error Scoring System (BESS) while wearing skates remains unknown. Seventy-four adolescent male hockey players completed the BESS with and without skates. A subset was reevaluated at the conclusion of the season. The BESS while wearing skates resulted in a mean of 15 more total errors than the traditional administration (t73 = 14.94, p < .001; ES = 1.95) and demonstrated low test-retest reliability. The BESS should be administered in the traditional manner (without skates).