The young officer from Connecticut took an active part in the siege of Boston, and soon became captain of his company. Hale's diary is still preserved, and after all these years it is full of interest. It seems that he took charge of his men's clothing, rations, and money. Much of his time he was on picket duty, and took part in many lively skirmishes with the redcoats. Besides studying military tactics, he found time to make up wrestling matches, to play football and checkers, and, on Sundays, to hold religious meetings in barns.
Within a few hours after bidding good-by to General Washington, Captain Hale, taking with him one of his own trusty soldiers, left the camp at Harlem, intending at the first opportunity to cross Long Island Sound. There were so many British guard ships on the watch that he and his companion found no safe place to cross until they had reached Norwalk, fifty miles up the Sound on the Connecticut shore. Here a small sloop was to land Hale on the other side.
Stripping off his uniform, the young captain put on a plain brown suit of citizen's clothes, and a broad-brimmed hat. Thus attired in the dress of a schoolmaster, he was landed across the Sound, and shortly afterwards reached the nearest British camp.
The redcoats received the pretended schoolmaster cordially. A captain of the dragoons spoke of him long afterwards as a "jolly good fellow." Hale pretended that he was tired of the "rebel cause," and that he was in search of a place to teach school.
It would be interesting to know just what the "schoolmaster" did in the next two weeks. Think of the poor fellow's eagerness to make the most of his time, drawing plans of the forts, and going rapidly from one point to another to watch the marching of troops, patrols, and guards. Think of his sleepless nights, his fearful risk, the ever-present dread of being recognized by some Tory. All this we know nothing about, but his brave and tender heart must sometimes have been sorely tried.
From the midst of all these dangers Hale, unharmed, began his return trip to the American lines. He had threaded his way through the woods, and round all the British camps on Long Island, until he reached in safety the point where he had first landed. Here he had planned for a boat to meet him early the next morning, to take him over to the mainland.
Many a patriotic American boy has thought what he should have done if he could have exchanged places with Nathan Hale on this evening. Near by, at a place then called and still called "The Cedars," a woman by the name of Chichester, and nicknamed "Mother Chick," kept a tavern, which was the favorite resort of all the Tories in that region. Hale was sure that nobody would know him in his strange dress, and so he ventured into the tavern. A number of people were in the barroom. A few minutes afterwards, a man whose face seemed familiar to Hale suddenly left the room, and was not seen again.
The pretended schoolmaster spent the night at the tavern.
Early the next morning, the landlady rushed into the barroom, crying out to her guests, "Look out, boys! there is a strange boat close in shore!"
The Tories scampered as if the house were on fire.