After the death of his father in 1267, Siemowit, together with his full-brothers, inherited their share of his lands under the regency of their mother until 1275, when they jointly ruled. Around 1287 as a result of the customary divisionary treaty between his brothers, he received the district of Dobrzyń The government of the frontiers of his Duchy weren't easy for Siemowit, and in 1293 he was captured by the Lithuanians during an invasion. He could escape two years later, in 1295. During his absence, the rule was exercised by his brotherWładysław I the Elbow-high, who after his return handed back the power to Siemowit. After his release, Siemowit lead a more independent policy; around 1296 he married with Anastasia, daughter of Leo I of Halych-Peremyshl; this wedding was probably inspired by Władysław I, whose disastrous policy caused the coronation of Wenceslaus II of Bohemia as King of Poland in 1300 and forced Siemowit to paid homage to him. Siemowit's acceptance of Wenceslaus II's kingship caused in 1303 a rebellion in his domains, probably instigated by a bitter opponent of Wenceslaus II, Leszek of Inowrocław. Siemowit was restored in his Duchy only in 1305, and after this, he opted for support his brother Władysław I. Because he had numerous contacts with his nearest neighbors, the Teutonic Order, is considered that Siemowit was behind the idea of bringing them to fight against Brandenburg in Gdańsk Pomerania, who at the end, bring disastrous consequences to Poland. His refusal to continue to pay the tithes, caused that Siemowit and his family where excommunicated; the curse was removed only after the Duke's death in 1316. Siemowit probably died in 1312, although older historiography, led by Oswald Balzer, believed that he died in 1306, during the great Lithuanian invasion to Dobrzyń. However, this idea, as a result of the discovering of documents certifying that Siemowit was alive at this point, was currently abandoned. It's unknown where he was buried.
Marriage and Issue
By 1296, Siemowit married with Anastasia, daughter of Leo I of Halych-Peremyshl. They had five children:
Leszek.
Władysław.
Casimir.
Bolesław.
Judith.
Because his sons are minor at the time of his death, the regency was exercised jointly by his widow and his brother Władysław I.