When it comes to chelsea boots, the best choice are those from Dr. Martens. Launched in the 1970s, the 2976 model has maintained its growing popularity ever since. This is thanks to the iconic Dr. Martens features that make these boots a classic, but also thanks to the cushioning system in the sole that gives the boots surprisingly high comfort. If you're looking for a shoe that will not only be functional, but also stay on the cutting edge of fashion for decades to come, then you can end your search.