Earlier we showed that direction of changes in the initial anxiety level during compulsory alcoholization was more essential for development of alcohol preference than the initial anxiety level per se. The goal of this work was to study effect of the anxiety level changes on development of ethanol preference in Wistar male rats pharmacologically affected by phenazepam and caffeine. Out of four groups (60 rats) over the period of 4 months, group I had access to 10% ethanol, group II-to 10% ethanol with 0.4 g/l caffeine, group III-to 10% ethanol with 0.5 mg/l phenazepam, and group IV (control)—to water only. The anxiety level and behavioral parameters were evaluated before the onset of the experiment and every 5 weeks thereafter by using the open field test. The ethanol preference was determined by the 2-glass test before the onset of the experiment and every 4 weeks thereafter. In the experimental groups, the long-term consumption of ethanol, ethanol with caffeine, and ethanol with phenazepam led to an increase in alcohol preference as compared with control. A decrease in motor activity under compulsory alcoholization was found to correlate positively with the low level of alcohol preference. Rats that consumed ethanol with caffeine sensitive to this anxiety-enhancing psychostimulant developed ethanol preference faster. The rats insensitive to caffeine developed no alcohol preference. The rats sensitive to the sedative effect of phenazepam were less anxious and did not prefer alcohol subsequently. In rats insensitive to phenazepam, anxiety increased and alcohol preference developed.