To test the hypothesis that megaparsec-scale giant radio galaxies (GRGs) experience multiple epochs of recurrent activity leading to their giant sizes and to understand the nature of double-double radio galaxies (DDRGs), we have built the largest sample of giant DDRGs from the LOFAR Two Metre Sky Survey (LoTSS) data release 2. This sample comprises 111 sources, including 76 newly identified DDRGs, with redshifts ranging from 0.06 to 1.6 and projected sizes between 0.7 Mpc and 3.3 Mpc. We conducted a detailed analysis to characterise their properties, including arm-length ratios, flux density ratios of pairs of lobes, and misalignment angles. These measurements allow us to study the symmetry parameters, which are influenced by the immediate and large-scale environments of DDRGs. Our study shows that based on the observed asymmetries of the inner lobes, the cocoons in which the inner lobes of DDRGs grow are often (approximately about 26%) asymmetrically contaminated with surrounding material from the external medium. Our analysis also reveals highly misaligned DDRGs, which could be due to environmental factors and/or changes in the supermassive black hole jet ejection axes. By studying the misalignment angles, we assess the stability of the jets in these systems in relation to their environment. For the first time, we systematically characterised the large-scale environments of DDRGs, identifying their association with dense galaxy clusters and revealing the influence of 'cluster weather' on their morphologies. We have discovered a DDRG in a distant galaxy cluster at z ∼ 1.4. Our findings empirically confirm that dynamic cluster environments can induce significant misalignment in DDRGs, which aligns with previous simulation predictions and offers insights into how cluster weather shapes their morphology. Additionally, we have identified two gigahertz peaked-spectrum (GPS) candidates in the unresolved cores of the DDRGs, as well as one triple-double candidate, which, if confirmed, would be only the fifth known case. Overall, this study enhances our understanding of the life cycle of radio AGNs and underscores the critical role of the environment in shaping the properties and evolution of giant DDRGs.