Based on the experimental studies, the process of ground regeneration around the borehole loaded with brine-water heat pumps working exclusively for heating purposes in the period of four consecutive heating seasons in a cold climate was presented. The research was conducted in north-eastern Poland. The aim of the work is to verify the phenomenon of thermal ground regeneration in the period between heating seasons on the basis of the recorded data and to check whether the ground is able to regenerate itself and at what rate. It was noticed that the ground does not fully regenerate, especially during heating seasons with lower temperatures. In the analyzed period, from 22 September 2016 to 12 October 2020, the ground probably cooled irreversibly by 1.5 °C. In order to illustrate and evaluate the speed of changes in the ground, the one’s profile with an undisturbed temperature field was presented for each month of the year. The presented results can be a very important source of information for the analysis of geothermal conditions occurring in the ground. They can be used to verify mathematical models and conduct long-term simulations that allow us to see the complexity of the processes taking place in the ground.