Assessment of sleep quality is essential to address poor sleep quality and understand the changes. Thanks to the advances in Internet-of-Things and wearable technologies, sleep monitoring in free-living conditions has become feasible and practicable. Smart rings and smartwatches can be employed to perform mid- or long-term home-based sleep monitoring. However, the validity of such wearables should be investigated in terms of sleep parameters. Sleep validation studies are mostly limited to short-term laboratory tests. There is a need for a study to assess the sleep attributes of wearables in everyday settings, where the users engage in their daily routines.We evaluate the sleep parameters of Oura ring along with Samsung Gear Sport watch in comparison to a medically-approved actigraphy device in a mid-term everyday setting, where the users engage in their daily routines.We conduct home-based sleep monitoring in which the sleep parameters of forty-five healthy individuals (23 females and 22 males) are tracked for seven days. The total sleep time (TST), sleep efficiency (SE), and wake after sleep onset (WASO) of the ring and watch are assessed using the paired t-tests, Bland-Altman plots, and Pearson correlation. The parameters are also investigated, considering the gender of the participants as a dependent variable.Our findings show that there are significant correlations between the TST (r=0.86,P<.001), WASO (r=0.41,P<.001), and SE (r=0.47,P<.001) of the ring and actigraphy. In comparison of the watch with actigraphy, there is a significant correlation in TST (r=0.59, P<.001). The mean differences of the TST, WASO, and SE of the ring and actigraphy are in the satisfactory ranges, although there are significant differences between the parameters (P<.001). For the watch, the TST and SE mean differences are also in the satisfactory ranges, and the WASO is slightly higher than the range (31.27±35.15). However, the mean differences of the parameters between the watch and actigraphy are considerably higher than the ring. The watch also shows a significant difference between female and male groups in TST (P<.001).In a population sample of healthy adults, the sleep parameters of both Oura ring and Samsung watch have acceptable mean differences and indicate significant correlations with the actigraphy, but the ring outperforms the watch in terms of the non-staging sleep parameters.