On the Free-State side the battle seems to have been opened by Dr. Updegraff, of Osawatomie, and Holmes. The latter was "saddling up," presumably to join Brown in another day's ride after cattle, when the presence of the enemy was announced, and rode up toward the Adairs until he sighted Reid's troopers, upon whom he fired three times from his Sharp's rifle.[195]

From Lawrence, September 7th, Brown wrote to his wife as follows:[196]

Dear Wife and Children Every One:

I have one moment to write to you, to say that I am yet alive, that Jason and family were well yesterday—John and Family, I hear, are well (he being yet a prisoner). On the morning of the 30th of August an attack was made by the Ruffians on Osawatomie, numbering some four hundred, by whose scouts our dear Frederick was shot dead, without warning—he supposed them to be Free-State men, as near as we can learn. One other man, a cousin of Mr. Adair was murdered by them about the same time that Frederick was killed, and one badly wounded at the same time. At this time I was about three miles off, where I had some fourteen or fifteen men over night that I had just enlisted to serve under me as regulars. These I collected as well as I could, with some twelve or fifteen more—and in about three quarters of an hour I attacked them from a wood with thick undergrowth. With this force we threw them into confusion for fifteen or twenty minutes, during which time we killed or wounded from seventy to eighty of the enemy—as they say—and then we escaped as well as we could, with one killed while escaping, two or three wounded and as many more were missing. Four or five Free-State men were butchered during the day in all. Jason fought bravely by my side during the fight, and escaped with me, he being unhurt. I was struck by a partly spent grape canister, or rifle shot, which bruised me some, but did not injure me seriously. "Hitherto the Lord has helped me," notwithstanding my afflictions, etc., etc.

John Brown.

On the same day he gave out the following statement for publication:[197]

THE FIGHT OF OSAWATOMIE

Early in the morning of the 30th of August the enemy's scouts approached to within one mile and a half of the western boundary of the town of Osawatomie. At this place my son Frederick (who was not attached to my force) had lodged with some four other young men from Lawrence, and a young man named Garrison, from Middle Creek. The scouts, led by a pro-slavery preacher named White, shot my son dead in the road while he—as I have since ascertained—supposed them to be friendly. At the same time they butchered Mr. Garrison, and badly mangled one of the young men from Lawrence, who came with my son, leaving him for dead. This was not far from sunrise. I had stopped during the night about two and one half miles from them, and nearly one mile from Osawatomie. I had no organized force, but only some twelve or fifteen new recruits, who were ordered to leave their preparations for breakfast and follow me into the town, as soon as this news was brought to me.

As I had no means of learning correctly the force of the enemy, I placed twelve of the recruits in a log-house, hoping we might be able to defend the town. I then gathered some fifteen more men together, whom we armed with guns—and we started in the direction of the enemy. After going a few rods we could see them approaching the town in line of battle, about half a mile off, upon a hill west of the village. I then gave up all idea of doing more than to annoy, from the timber near the town, into which we were all retreated, and which was filled with a thick growth of underbrush—but I had no time to recall the twelve men in the log house, and so lost their assistance in the fight. At this point above named I met with Captain Cline, a very active young man, who had with him some twelve or fifteen mounted men, and persuaded him to go with us into the timber, on the southern shore of the Osage, or Marais des Cygnes, a little to the north west from the village. Here the men, numbered not more than thirty in all, were directed to scatter and secrete themselves as well as they could, and await the approach of the enemy. This was done in full view of them (who must have seen the whole movement), and had to be done in the utmost haste. I believe Captain Cline and some of his men were not even dismounted during the fight, but cannot assert positively. When the left wing of the enemy had approached to within common rifle shot, we commenced firing, and very soon threw the northern branch of the enemy's line into disorder. This continued for some fifteen or twenty minutes, which gave us an uncommon opportunity to annoy them. Captain Cline and his men soon got out of ammunition, and retired across the river.