Seasonal heat acclimatization is known to enhance autonomic thermoeffector responses, whereas the behavioural response following seasonal heat acclimatization remains unknown. We investigated whether seasonal heat acclimatization would alter autonomic and behavioural thermoregulatory responses. Sixteen healthy participants (eight males and eight females) underwent two trials involving 50 min of lower‐leg passive heating (lower‐leg submersion in 42°C water) with (Fan trial) and without (No fan trial) the voluntary use of a fan in a moderate thermal environment (27°C, 50% relative humidity) across winter and summer months. In Fan trials, participants were allowed to use a fan to maintain thermal comfort, but this was not allowed in the No fan trials. Cool‐seeking behaviour was initiated at a lower change in rectal temperature [mean (SD): 0.21 (0.18)°C vs. 0.11 (0.13)°C, P = 0.0327] and change in mean skin temperature [2.34 (0.56)°C vs. 1.81 (0.32)°C, P < 0.0001], and cooling time was longer [16.46 (5.62) vs. 20.40 (4.87) min, P = 0.0224] in summer compared with winter. However, thermal perception was not modified by season during lower‐leg passive heating (all P > 0.0864). Furthermore, rectal temperature was higher in summer (P = 0.0433), whereas mean body temperature and skin temperature were not different (all P > 0.0631) between the two seasons in Fan trials. In conclusion, seasonal heat acclimatization enhanced the cool‐seeking behaviour from winter to summer.