Coordinates: 44°46′32″N 63°03′19″W / 44.77556°N 63.05528°W
Head of Jeddore is a rural community of the Halifax Regional Municipality on Trunk 7 on the Eastern Shore of Nova Scotia 47.06 kilometers from Downtown Halifax.
In July 1722, the Abenaki created a blockade around Annapolis Royal, the capital of Nova Scotia, in an attempt to starve it. They captured eighteen fishing vessels along with prisoners between present-day Yarmouth and Canso. They also captured vessels and took prisoners from the Bay of Fundy. In response, to protect the capital from native attack, Lieutenant Governor John Doucett took 22 Mi'kmaq hostage at Annapolis Royal and Massachusetts declared war on the Abenaki.
During Dummer's War, Governor Richard Philipps commissioned Capt. John Eliot and Capt. John Robinson in two sloops with regiments to protect the fishery at Canso and retrieve the captured vessels and prisoners. Toward this end, Capt. Eliot made a surprise attack on forty natives on a ship at Winnepang (present-day Jeddore Harbour). The natives were among six of the fishing vessels they had seized. There was a two-hour naval battle. Capt. Eliot was badly wounded as were several of his men. Five were killed. Then Capt. Eliot lobbed a hand granadoes (type of hand grenade) into the native vessel. Some natives were killed in the explosion. Others tried to swim ashore as they were being shot by the New Englanders. Thirty-five Natives were killed. The New Englanders managed to rescue fifteen prisoners from the vessels, while discovering that nine had been killed. The Natives had sent the other sixteen prisoners to Richibucto, New Brunswick.