The present study aims to determine the chronology of the past settlement of the different archaeological sites of the Digaru–Kolong River valley (Assam-Meghalaya Foothills), India, based on accelerator mass spectrometry (AMS) 14C dates of seven charcoal samples, five potsherds, and five sediment samples. The archaeological record of the study area consists of ground and polished stone axes and adzes, pottery, and standing or buried megaliths. The samples analyzed were excavated from test pits, and an attempt has been made to correlate the findings with the chronology of the neighboring archaeological region. A site reported in the vicinity of the study area is primarily Neolithic. However, the results from our excavations indicate a time frame for the analyzed artifacts of ca. 240 CE to 1379 CE.