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The last vestige of the Clove Road runs by Sidman's Tavern, better known today as the Smith House. The road was the Continental Army's critical connection through New York's Ramapo Mountains that kept armies supplied and moving. (Image: Aidan Hand)

The last remnant of the Continental Army's route through ​New York's Ramapo Mountains may soon be gone.
With no actionable intelligence, General Washington had to guess where British Maj. Gen. William Howe was taking his army. So in July 1777, he led the Continental Army north from New Jersey into what was then a rough, dangerous, and little-known pass through New York’s Ramapo Mountains. He had guessed incorrectly, however, and they were soon racing south again. Two hundred and forty-two years later, one of the last vestiges of this frantic Revolutionary detour may fall to a bulldozer.
After wasting much of the spring of 1777 trying to lure Washington’s army out of the Watchung Mountains, General Howe moved his army out of New Jersey and back to Staten Island. The preceding twelve months included the battles of Long Island, Harlem Heights, White Plains, Trenton, Assunpink Creek, Princeton, and Short Hills, but Howe was now literally back where he had begun. Together, the eight battles had earned the British little more than possession of Manhattan.
In July, Howe’s soldiers began to board ships. This was big news, but not actionable intelligence. Washington needed to know where the enemy planned to go. Howe’s ships could take the Crown troops any place near navigable water. The Continentals, on the other hand, would have to race on foot to meet Howe’s Anglo-German army, planning their first movements on nothing more than an educated guess. This was an extreme disadvantage for the Americans. Washington reported to congressional President John Hancock, “The amazing advantage the Enemy derive from their Ships and the Command of the Water, keeps us in a State of constant perplexity and the most anxious conjecture.”

​Conjecture focused on two primary possibilities: Howe might move up the Hudson River and seize the Hudson Highlands, a strategic choke point on the river next to the site where the United States Military Academy was later built and sixty miles upriver from New York City. With Gen. John Burgoyne’s forces moving south from Canada, this maneuver would complete the British plan of achieving control of the critically important Hudson-Lake Champlain corridor. The other scenario was an attack on Philadelphia, the target Howe had seemed intent on taking through the spring. If the seat of Congress was in fact his target, a landing on the west bank of the Delaware River now seemed most likely.
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A revised and expanded version of this essay appears in the 2020 printed volume of the Journal of the American Revolution.

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