In the early 1900’s the chief of the Micmac’s at Millbrook said the native name for this place was pronounced “Ah-seed-ee-a-waac” which means “place where the sands move” which then slurred to “Stew-aack” then pronounced as we pronounce it today. Waterways were the main means of travel for long distances or transporting heavy loads until the late eighteenth century. For the ones who traveled on foot, the Micmac trails followed the ways making detours to important places. The trails were given a name “Green Road”. The Trail was due north from where the present highways now crosses Main Street to the river.
“Winding River” has been a subject of great length of research. Apparently, it first appeared in a local newspaper in 1920. There does not seem to be a connection between “Stewiacke” and “Winding River”. However, it is possible that it was translated from the French from “Siktaweak” to present “Stewiacke” “River of Shifting Sands” is the first meaning.
The “Holesworth” house was built in 1839, which is the oldest standing house and is located directly across from the Guardian Drug Store.
The local phone system was owned by Alfred Dickie Lumber Company. By 1907, there were more than twenty phones in the area, which was known as the Dickie Line. There were board sidewalks, which were built mostly over the storm drains and on one side of the road. In the early years, there was a one-room schoolhouse with two teachers.
The plebiscite favorable to the incorporation of the Town of Stewiacke was held on August 11, 1906. The first meeting was held on December 15 1906 in the old Chippawa Hall. In 1912 the Stewiacke Electric Light and Power Company was given a charter to sell power to the public in the town and during 1912, the first twenty electric streetlights were installed.
The first Town Council in 1906 consisted of the following: Stipendiary G.W. Marshall, Deputy Mayor H.D. Hawbolt, Mayor Alfred Dickie, E.H. MacGregor, Fred Nelson, David Meadows, Milton Crowe, Henry Taylor and Town Clerk Harry C. Campbell.