Uterine fibroids and adenomyosis are common gynecological conditions in patients presenting abnormal uterine bleeding (AUB), pain (dysmenorrhea and dyspareunia), and infertility. Uterine fibroids are benign myometrial tumors, and, conversely, adenomyosis is characterized by the presence of heterotopic endometrial glands and stroma within the myometrium. Although being different entities, they share symptoms and treatment options. Clinical characteristics and main diagnosis criteria for uterine fibroids and adenomyosis will be developed. Nowadays, treatment for fibroids and adenomyosis is intended to control symptoms trying to preserve future fertility up to menopausal status. In this chapter, we will review main management options currently available: surgical treatment (including radical and conservative surgery), nonsurgical options, and medical treatment. Lastly, both conditions are common among women of reproductive age, and they can alter fertility and pregnancy outcomes. Thus, in the last part, adenomyosis-related and myoma-related infertility will be reviewed, as long as reproduction implications.