Water stress is the main risk facing sugar beet production in Europe and is expected to worsen with climate change. Therefore, future production essentially depends on the traits that sustain growth during water shortages. In this study, we investigated the interplay of stomatal conductance and transpiration rate as well as the root characteristics of six sugar beet cultivars in a climate chamber experiment under environmental conditions progressing from a non-stressed initial state toward high atmospheric water demand, followed by reduced soil water supply and then by a combination of high demand and low supply. Stomatal conductance quickly responded to changing conditions, dropping from 406.4 to 42.5 mmol m−2 s−1, one order of magnitude, with the transition to reduced soil water availability. The transpiration rate showed a slightly delayed response compared with stomatal conductance, while we observed an inverse influence on the subsequent stomatal behavior exerted by the depletion/conservation of available soil water. The rooting pattern substantially differed among genotypes, predominantly at depths between 60 and 80 cm, where 50.5% of the root length was allocated. Longer roots buffered the effects of the reduction in stomatal conductance at the onset of water supply limitation, with 5.4 mmol m−2 s−1 higher conductance per 100 cm of root length. Therefore, breeding and/or management measures targeting root system vigor are the key to the growth maintenance of sugar beet during dry periods.