How long do cowboy boots last? 10 years or… 2 weeks. There are many different types of cowboy boots in the world. The lifetime of cowboy boots will be determined by the quality of the cowboy boots and how they are used for your purpose. Cowboy boots can last more than 10 years if you buy a pair of good quality boots, use them for the right purpose and take good care of them. Use cowboy boots for the right purpose This means that if you are a heavy duty outdoor, farm, etc. person, you should use low-heeled, durable cowboy boots with rubber outsoles such as western work boots. If you are a lover of beauty and mettle of cowboy boots, you just enjoy sitting on horses or cars, staying in the office, then you can absolutely use beautiful boots with high heels (over 2″), those get soft and “fragile” look. Otherwise, if you use too high heel cowboy boots to work on the farm where you need to stand on your feet too much, then these beautiful cowboy boots cannot last long as in the above situation. In this case, you need a sturdy boots rather than just lovely boots.