Jujube, commonly known as the Chinese date, is a nutritious fruit with medicinal importance. Fresh jujube fruits have a shelf life of about ten days in ambient conditions that can be extended by drying. However, nutrition preservation varies with the drying method and parameters selected. We studied total phenolic content (TPC), proanthocyanidins (PA), vitamin C, cyclic adenosine monophosphate (cAMP), and antioxidant activities in jujube fruits dried with freeze-drying (FD), convective oven drying (OD) at 50 °C, 60 °C, and 75 °C, and sun drying (SD) with FD as a control. The cultivars used for this study were ‘Capri’ and ‘Xiang’ from Las Cruces in 2019, and ‘Sugarcane’, ‘Lang’, and ‘Sherwood’ from Las Cruces and Los Lunas, New Mexico, in 2020. Freeze-drying had the highest of all nutrient components tested, the best estimates of mature jujube fruits’ nutrient contents. Compared with FD, the majority of PA (96–99%) and vitamin C (90–93%) was lost during SD or OD processes. The retention rates of antioxidant activities: DPPH and FRAP were higher in OD at 50/60 °C than SD. SD retained a higher cAMP level than OD at 50/60 °C in both years. The increase in oven drying temperature from 60 °C to 75 °C significantly decreased TPC, PA, antioxidant activities, and cAMP.