Background: There are many benefits associated with engaging in strength physical activity. Many studies did not examine the engagement of strength activity among wearable device users. This study aimed to examine the association between wearable device usage and engagement of strength activity in free-living settings using nationally representative data. Methods: A total of 8250 adult wearable device users and nonusers from 8 states of the 2017 Behavioral Risk Factors Surveillance System were included in analysis. Multiple regression models were performed to determine the association between the dependent variables of strength activities and the independent variable of wearable devices. Results: Wearable device users were 1.26 (95% confidence interval, 1.01–1.81) times the odds of nonusers in engaging in strength activity. Users also had higher odds of meeting both the strength and aerobic physical activity guidelines than nonusers (odds ratio = 1.49; 95% confidence interval, 1.07–2.06; adjusted odds ratio = 1.43; 95% confidence interval, 1.02–2.00). No associations were found between wearable device utilization and frequency of strength activity per week. Conclusion: Wearable device users were more likely to engage in strength activity than nonusers. However, additional studies are needed to determine the effectiveness of wearable devices in promoting strength activity.