The Defense of the Upper Chesapeake: Maryland’s First Trial in the Revolutionary War

Emerging Revolutionary War welcomes back guest historian Drew Palmer. He is the founder of Revolutionary Maryland; click here to learn more about that blog.

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In the early evening of March 5, 1776, two armed boats left Annapolis to patrol the Chesapeake Bay. Captain John Pitt and Joseph Middleton were patrolling to prevent any British ships nearby from entering Maryland’s waters.  As they patrolled, they discovered an alarming sight: three British warships heading directly towards Annapolis. Middleton and Pitt rushed off to the Maryland Council of Safety’s chambers in Annapolis to report the startling news.1 In the coming days, Maryland was tested for the first time in the growing Revolutionary conflict.

The American rebellion had become a full-scale war by the spring of 1776. In early March, the siege of British-held Boston was about to end. Hundreds of miles south in Philadelphia, the Declaration of Independence was only four months away. In Maryland, politicians worked hard to maintain Maryland’s isolation from the worst of the conflict. In Virginia, a raiding war had already begun. Only two months before, the town of Norfolk, Virginia, was bombarded, leading to the destruction of the town. Along with Norfolk’s destruction, British attacks and raids were carried out throughout the lower Chesapeake Bay, along with a blockade. 2

Participating in British operations in the lower Chesapeake was Captain Mathew Squire of the British Royal Navy. For several months, Squire’s vessel, the  Otter, served as the headquarters of the exiled Virginia Governor, Lord Dunmore. From the Otter, British attacks and raids were launched on Patriot strongholds in the lower Chesapeake. By March, Squire had gained a reputation as a competent officer and ruthless raider of American shipping.3 Squire was heavily involved in the bombardment of Norfolk and an attempted attack on Hampton, Virginia. Though Squire’s area of operation had been centered on the lower Chesapeake, new intelligence pulled him northward into Maryland.

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The Breaking of Maryland’s “Old Line”

Emerging Revolutionary War welcomes guest historian Drew Palmer. A biography follows at the end of this post.

What does it look like when veteran soldiers do not want to fight anymore? When morale plummets and the realities of war take their toll on men. This is exactly what happened to 150 men in the Maryland Line of the Continental Army in the late summer of 1780.

The 1st Maryland Regiment holds the line at the Battle of Guilford Courthouse, March 15, 1781

The continental regiments of Maryland that made up what became known as the “Maryland Line” or “Old Line State” had earned the reputation as a reliable, brave, and disciplined fighting force as early as 1776 after their actions in the Battle of Long Island.1 At the Battle of Camden on August 16, 1780, the 1st and 2nd Maryland Brigades offered a stout defense as  Gen. Charles Cornwallis’s British force crashed into Continental soldiers from Maryland and Delaware. In the end, though, Maj. General Horatio Gates’s Southern Continental Army was completely routed from the field, with many of the Maryland Continental troops taken prisoner and held in the small village of Camden after the battle.2

The village of Camden, South Carolina, was an unpleasant place to be after the battle. The crowded conditions and brutal summer climate of South Carolina began to produce sickness amongst Cornwallis’s men and the American prisoners that were held in Camden. To prevent further sickness from spreading, Cornwallis decided to split the American prisoners held at Camden into divisions of around 150 men. These divisions were guarded by small detachments of the British army and marched from Camden to Charlestown, South Carolina.3  One detachment of the British 63rd Regiment of Foot escorted 150 prisoners of the 1st Maryland Brigade captured at Camden. The division made it to Thomas Sumter’s abandoned plantation at Great Savannah, about 60 miles northwest of Charleston. As the Maryland prisoners and their British guards halted for the night, militia commander Francis Marion received word from a Loyalist deserter that the Marylanders were nearby and decided to ambush the British element in hopes of freeing the Maryland prisoners.4 In the early morning hours of August 25, 1780, Marion’s militia attacked.

Continue reading “The Breaking of Maryland’s “Old Line””