Dorset Mountain is flanked to the south by Netop Mountain, Dorset Hill, and Mount Aeolus; to the west by The Scallop; to the northwest by Woodlawn Mountain; and to the southwest by Spruce Peak and The Gallop, subordinate peaks on the combined northern ridge of Bear Mountain and Mother Myrick Mountain. All of these mountains are of the Taconic Range. To the east, Dorset Mountain is flanked by Peru Peak and Styles Peak of the Green Mountains. The east face of Dorset Mtn. drains into the upper part of Otter Creek, thence into Lake Champlain, and ultimately into the Gulf of Saint Lawrence in Canada. The northern slopes of Dorset Mtn. drain into Mill Brook, thence into Otter Creek. The southwestern slopes drain into the Mettawee River, and thence into the south bay of Lake Champlain. The southeastern extension of Dorset's massif drains into Batten Kill, thence into the Hudson River, and into New York Harbor.