Assures William that his brother Henry has not been taken prisoner in the Battle of Harlem Heights (September 16, 1776), despite reports to the contrary. Explains the misunderstanding through an account of the Continental Army's evacuation of New York City. Indicates that she will be coming to Boston.

Laments not being able to return to Lucy when he had hoped to. Praises Lucy at length and reaffirms his love for her. Notes that this is only the fourth letter he has been able to write to her in the two months they have been apart, and explains why his letter of 5 December 1775 was so short (see GLC02437.00215). Comments on the weather and the lack of snow, which impeded his plans to transport artillery from Fort Ticonderoga to Cambridge, Massachusetts. Mentions that his brother William Knox is now at Lake George preparing the sleds for the transport. Describes his travels. Comments favorably of the city of New York in comparison to Boston, but criticizes the people's pride, conceit, profaneness, and Toryism. Mentions the low population and poverty of the area between New York City and Albany. Favorably assesses Albany, New York and speculates that, because of its access to the western territories, it will one day be if not the Capital yet nearly to it of America. Criticizes treatment of American prisoners of war by the British, citing Richard Prescott's abuse of Ethan Allen. Prescott was captured by the Americans on 17 November 1775, and Knox remarks that he and other prisoners were being sent from Albany to Pennsylvania. Comments on letters between generals George Washington and William Howe in which Washington vows to treat Prescott as Allen was treated. Comments on his impression of the British prisoners.

Complains that Henry has not written to him recently and explains how he has received information from Lucy Knox and Mrs. Jonathan Pollard. Claims that they do not have many good sources for the news in Boston. Indicates that a British ship called the Mifford is seizing any vessel that comes near it in the bay. Mentions plans to mobilize troops from Connecticut. Notes that Benjamin Franklin, Edward Rutledge, and John Adams were being sent by Congress to meet with William Howe, a peace conference that later proved unsuccessful. Mentions reports of a battle on Lake Champlain. Business has improved in Boston. Notes that it is his twentieth birthday.

Thanks William for his recent letter. Discusses Lucy Knox's hasty evacuation from New York when British ships were spotted in the Hudson and the unhappiness it caused both Lucy and himself (also see GLC024327.00364). Lucy is distressed but Henry feels he is not at liberty to attend her as my country calls. Explains that his apprehension was disguised by scolding Lucy for not leaving sooner. Comments that Mrs. Nathanael Greene and Mrs. Jonathan Pollard went with Lucy, and describes Mrs. Pollard as an unfit companion because of her Melancholy dumpish disposition. If Lucy is unhappy in Fairfield, Connecticut, he will ask William to take her to Boston, since they are expecting active fighting in New York. The British attacked the following day.

Responds to a letter from Lucy in which she remonstrated Henry over their recent separation in which she left New York and went to Connecticut. Henry is both grieved an angry because Lucy blames Henry for her inconveniences even though it is in her power instantly to remedy them. Moreover, if she does not like it there, it is within her power to go elsewhere. Warns her against anyone contradicting his advice. Urges her to use her own good sense and see that there can be no essential difference as you have a carriage and Horses, between coming [to New York] from New Haven or Fairfield than from Stamford. Mentions that Burr (possibly Aaron Burr) has told him Fairfield is crowded and lacks provisions. Claims New Haven has good accommodations good Company & good provisions and mentions some officers that plan to go there. Reiterates that New York would be a bad place for Lucy because it would cause Henry too much worry. Strongly urges her to go to New Haven. Restates that their separation makes him miserable. Reports little activity since the British sailed up the Hudson on 12 July 1776 except the disappointing news that the ships were not damaged by the artillery fire. Remarks that This Summer will be the most important that America ever saw. Describes an attempt by General William Howe to have a letter delivered seeking a truce, which was rejected because it was addressed to Mr. Washington instead of General Washington. In a reference to the Declaration of Independence, the messenger claimed the letter was of a civil matter, not a military one. Relays news from William Knox in Boston concerning smallpox and the activities of several members of Lucy's family.

A brief and hurried letter to let Lucy know that he is well and in good spirits. Displays optimism about the war, although at the time the American forces were being driven from New York City by the British.

Notes that Lucy Knox and others have gone to Fairfield, Connecticut, away from potential fighting in New York. Indicates that he gave Colonel David Mason a draft for fifty dollars to be paid by William (see GLC02437.00358). Asks William to write fully & frequently. Alluding to the impending battle in New York comments that You may expect something great before long.