There is no reliable statement as to where they went but it is probable that Arnold improved this opportunity to show Major André the West Point approaches. Major Tallmadge found André thoroughly familiar with them, and outlined his intentions when six days later he was escorted down the river in a barge. On that trip with Tallmadge André could point to a table of land on the west shore, which he said was the spot where he should have landed at the head of a select corps, and he was able to traverse the course up the mountain in the rear of Fort Putnam, which overlooked the whole Parade of West Point, with great exactness. Later in the day they returned to Smith’s house, and there was some talk of going to the “Vulture,” which it was noticed had nearly regained her former station; but probably the cannon that could hit the mark with one shot deterred them; General Arnold returned to West Point after suggesting that it would be necessary for Anderson to discard his military coat in exchange for a plain one, which Smith furnished. Smith says he showed André the prospect from the upper part of his house, from whence there was an extensive view over the capacious bay of Haverstraw, to the opposite shore and adds: “He cast an anxious look towards the Vulture and with a heavy sigh wished he was on board.” Smith having promised to accompany André at least part way to the White Plains by land was now urged to prepare for their departure, and his servant having been ordered to get the horses ready they started for the ferry about sun down.

Major Burroughs was the first to notice the party on their way to King’s Ferry on that 22d of September, 1780. His testimony follows:

“Between sundown and dark I was overtaken on the road, about three quarters of a mile from Stoney Point, by Mr. Smith and another gentleman; Mr. Smith’s servant, a negro boy, was with him: Mr. Smith as he passed by, spoke, and said ‘How do you do, Captain Livingston?’ I told him he was mistaken; on that he stopped, and said: ‘How do you do, Major Burroughs?’ and turned about his horse, and talked to me for about a minute, in which time, I rode up between the gentleman who was with Mr. Smith. Mr. Smith while he stopped told me he was going for Mrs. Smith and the ladies, to West Point and should be happy to see me at tea the next afternoon; Mr. Smith then turned about his horse, and rode off pretty fast; I told him I thought it rather late, and he said he had business. André had a round hat on and a blue coat or cloak, the cape of which was buttoned up tight around the neck, and the other part was also buttoned.”

Another half mile and they are before the tent of William Jameson, who records that on Friday evening, just as it was getting dusk, the twenty-second day of September, 1780, Mr. Smith came to his tent at King’s Ferry, on Stoney Point side, after sun down, with a gentleman who was in company and a waiter; the gentleman who was in company with Mr. Smith rode a little past the tent, and Mr. Smith made a halt; there were some gentlemen sitting in the tent, who handed him a bowl of liquor they had been drinking out of, upon which Mr. Smith dismounted his horse and handed the bowl to him and desired he would fill it, which he did; as he handed him the liquor again Mr. Smith spoke to Mr. Cooley, and said, “in three weeks’ time we shall all be in New York;” Mr. Cooley made answer, “Sir, I don’t know,” upon which Mr. Smith said, “Let it be three months;” Mr. Smith upon this, took his horse and went off, down to the ferry-stairs; the person with Mr. Smith had on a flopped hat and a great coat, the color I cannot recollect; the person rode a little past when Mr. Smith halted, made a little halt and he was on the ferry-stairs when Mr. Smith got down; Mr. Smith at his tent, took one drink out of the bowl, handed it about, and then went down to the Ferry-stairs.” William Jameson’s statement above was confirmed by William Cooley.

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Cornelius and Lambert Lambert, with their brother Henry Lambert, were the ferrymen. Smith urged them to greater speed and when they reached the shore he gave Henry, who steered the boat, an eight dollar bill. Benjamin Acker was also an observer.

The party, still consisting of André, Smith and the colored boy, all mounted, are now on the east bank of the Hudson river near Verplanck’s Point. Here James Livingston, who fired the cannon that morning at daylight, landing the first shot on the deck of the Vulture, has a word to say: “Just after dark Smith stopped at my marquee for a few minutes. I asked him where he was going. He said up toward General Arnold’s, or that route, and I gave him one letter to be delivered to General Arnold and another to General Clinton as he had informed me it was likely he would go that route. I then urged him to stay awhile and take supper or a drink of grog. He then informed me that there was a gentleman waiting for him that had just rode on, and was in a hurry to get off, and informed me his business was very urgent, and I did not insist on his staying any longer. He then rode off and I did not see the person who was with him, it being dark and he having rode forward. I desired him to request the person to walk in, and he informed me the gentleman had rode on slowly, and he was in a hurry to go after him.”

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It was four miles to Peekskill and about eight miles to Crompond, and it is at Crompond where they are next discovered.

“Last Friday a week ago, the 22d of September last,” says Ebenezer Boyd in relating the event, “between eight and nine o’clock, as near as I can recollect, at night, the sentry stopped Mr. Smith, another person, and a negro with him. When the sentry hailed them, they answered, ‘Friends.’ The sentry ordered one to dismount; Mr. Smith readily dismounted, and spoke to the person who was with him to hold his horse, and Mr. Smith advanced till he came near the sentry; Mr. Smith asked who commanded the party; the sentry said Captain Boyd; upon that I was called for; what passed between Mr. Smith and the sentry I heard, as I have related, being close by the sentry; Mr. Smith came to me, upon my calling for him; I asked him who he was; he told me his name was Joshua Smith, and that he had a pass from General Arnold to pass all guards; I asked him where he lived, or where he belonged; he told me he lived in the white house on the other side of King’s Ferry; I asked him what time he crossed the ferry; he said about dusk; I asked him how far he was bound for, and where to? He told me he intended to go that night as far as Major Strang’s; I told him Major Strang was not at home, and he spoke something of going to old Colonel Gil Drake’s, as he was an old acquaintance of his; I told him he did not live where he used to, but had moved to Salem; I told him about his saying he was going to Major Strang’s, that his lady might be in bed, and it would incommode her much, likewise I desired to see Mr. Smith’s pass; and went into a little house close by there, and got a light; and I found that he had a pass from General Arnold, to pass all guards to the White Plains, and return, being on business of importance, I think were the words of the pass. After I had read the pass we came out, and Mr. Smith and myself talked alone privately; then I desired him to let me know something of his business; he made answer that he had no objection to my knowing it; he told me that he was a brother of William Smith, in New York, though very different in principle, and that he was employed by General Arnold to go with the person who was with him to get intelligence from the enemy; and they expected to meet a gentleman at or near White Plains, for the same purpose. I asked Mr. Smith what gentlemen he was who was with him. Mr. Smith said he was a gentleman that General Arnold had in his employ; and told me his name was John Anderson. I think Mr. Smith told me he was not so positive as that he should go himself, as far as the White Plains, or not; on this I advised Mr. Smith to put up there, at one Andraes Miller’s, close by where we were, and so start as soon as it was light; the reasons I gave Mr. Smith were, that the riding in the night would be dangerous when they got below Croton River, from the Cow Boys; Mr. Smith made answer that he would speak to his partner; whereupon Mr. Smith went to him; I was pretty close to them; and when they conversed together they spoke low; Mr. Smith told him he thought it would be best to put up, and said he thought they might be interrupted; upon that they concluded to turn back to this house, to put up; I concluded in my mind their speaking low was occasioned by what Mr. Smith had said to me before, which was, he did not want everyone to know what business they were on; Mr. Smith then asked my opinion about the roads, which would be the safest to the White Plains, and not fall into the hands of those ‘Cow Boys’ or Refugees; putting confidence in what they were upon, I gave him my opinion as to the safest road, that the safest road would be to go by North-Castle Church, and by Wright’s Mills, by reason if they went the Tarry-Town road, they would fall into the lower party’s hands—these ‘Cow Boys.’ I likewise advised him to call upon Captain Delavan, next morning, pretty early. Mr. Smith asked me if I thought that Captain Delavan would assist them with an escort or two or three horse. I told him I did not doubt but that he might when he came to understand what his business was. They then went back towards Andraes Miller’s, which was the last I saw of them that night. I was a little at a stand about Mr. Smith’s name being Joshua, as he was called by the name of Jo Smith, but his pass was in the name of Joshua. What made me put more confidence in what Mr. Smith told me, was, I had heard it frequently mentioned that General Howe used to employ Mr. Smith in getting intelligence.”