Saturday, June 25, 2022

The Florida Expedition Part II: Marching through Florida

 Camp Finegan

Once enough of his army had landed, Seymour led a force out of Jacksonville on February 8. Gus Henry’s Mounted Infantry, the only mounted force, would of course be the advance guard. Those in the 54th Massachusetts, who had been happy to leave fatigue duties at Charleston, were disappointed to learn that they would be staying behind on garrison duty for the moment. They entertained themselves by making a lot of noise in an attempt to make their regiment look larger to any Confederate partisans in the area. They were also pleased to find the civilians getting much friendlier than they had been during the landing.[1]

Seymour’s first target was Camp Finegan, the largest concentration of Confederate forces at that moment. The Rebels had destroyed all the bridges, so the Federals forded the stream instead. The mounted men led the way, surprising and capturing six pickets. In 10 minutes they were nearly upon the camp. Colonel Henry used a local guide, Mr. Alsop, to bypass the camp and strike an artillery camp at Pickett’s Station.[2]

Colonel Guy Henry. His 40th
Massachusetts Infantry was
constantly at the forefront of
the Florida Expedition.

The Confederates in the artillery camp, under Captain Joseph Dunham, were unaware of the danger. Outside, Henry formed his men for an assault, nearly surrounding the target, then said, “If ever you yell in your lives, boys, yell now!” The horsemen shouted to the calls of bugles. It was past 11 PM and most of the Confederates were already sleeping. A sergeant awakened Dunham, shouting, “Save yourselves if you can; the enemy is right upon you!” The captain yelled at everybody to grab horses, mules, or carriages, and flee to Baldwin. The Union riders entered the camp firing “their carbines and slashing with their swords shouting surrender you Rebel sons of bitches.” A Major Stevens gunned for a telegraph operator. An train was expected to arrive soon and the telegraph operator was determined to warn it away. “Major Stevens walked into the room and seized the fellow by the throat as he was on the point of sending another message. In a few minutes his instrument was knocked to pieces and the wire cut.” The Massachusetts riders quickly captured many Confederates, along with a few pieces of artillery. Much of the camp’s men escaped through the one opening, a system of swamps.[3] Henry’s men advanced further to Baldwin, driving off more Rebels and capturing more goods.[4]

Back near Camp Finegan, Seymour’s infantry marched through a cedar forest with water 3 to 10 inches high. One officer lost his pistol and had to comb the water, in the dark, until he found it. The infantry discovered and “gobbled up” Lieutenant-Colonel Abner McCormick’s pickets (2nd Florida Cavalry) before they could raise the alarm. The commander of the several hundred men at Camp Finegan, McCormick, had just heard of Henry’s column near Pickett’s Station. He obviously did not have the manpower to defend the place against the mounted Federals, much less Seymour’s full force. McCormick had slipped away just in time. The Federals found 200 slaves, which a soldier in the black 1st North Carolina was pleased to say were now “free from the chains and fetters of the slaver.” One actually assisted in the capture a Confederate officer. A poor-looking soldier came into camp saying that he had been forced into the rebel ranks. The black recognized that it was actually a captain, taking up a disguise to slip away from the Federals. Upon his revelation the Federals ran down and captured the officer. At 2 in the morning, the new occupiers of Camp Finegan lay down to sleep. Their rest was disturbed when Confederate partisans attacked their pickets. This fight was brief, but did keep the invaders on their toes.[5]

The windfall for the Federals was substantial and a huge loss to the Confederate Floridians:

The rebel camp was filled with fat turkeys, chickens, ducks and geese; and as soon as arms were stacked the order to charge hen-coops was given, and the soldiers soon swept away all poultry from before them until the feathers flew in all directions. Such a cackling and gobbling was never before heard in eastern Florida, and the rebels secreted in neighboring swamps must have enjoyed the midnight serenade, to say the least. The camp was abandoned in great haste. We found hogs hanging up just dressed; kettles of beef steaming over the fire; plates of warm hominy and liver on the table; and papers and books strewn about in every direction. Rebel officers hardly stopped to dress, and left coats and swords behind for the dreaded Yankees.[6]

One artillerist, William H Trimmer, was captured by mounted Federals while hiding in grass. His captors dragged him to a hotel and before General Seymour himself. Seymour asked what he was doing hiding. Trimmer said he was hiding after the camp had been captured. After some further talk, Seymour said, “Sergeant, you seem to be an intelligent fellow. If you will take the oath, I will turn you loose.” Trimmer answered, “I am no fellow, General. Our negroes are fellows.” “Well said. You are an intelligent man. Here, take the oath. “I have taken one oath to support and defend the Confederacy. Surely you do not wish me to violate that.” Seeing that he could not dissuade Trimmer from his cause, the general said, “Well, I shall send you North.”[7]

Seymour’s strategy had so far largely worked, keeping the Confederates on edge and capturing important points. Unfortunately the 97th Pennsylvania’s sabotage of the railroad west of Baldwin had failed to trap any train he could use. Gillmore personally arrived at Baldwin on February 9. One of Seymour’s staff officers, Gustavus Dana, complained that the two generals kept them up at night with their talking. He overheard them discussing the merits of the expedition, which indicated that they had doubts about the purpose and efficacy of Florida Expedition:

I judged by what I heard that neither general had much faith in the success of the expedition and that it was purely a political move, intending to drive the rebels to the west side of the Suwannee River, giving us the whole east part of the state which was to be protected by gunboats patrolling the Suwannee & St. Mary’s river, and thus enabling the larger part of the state to have a vote in the coming presidential election.[8]

Further north Major Galusha Pennypacker conducted raids along the Georgia border, in fact crossing over to cut the telegraph line between Savannah and Tallahassee. His men also captured the guerilla leader Captain Wilds. The prisoner insisted that he was not Wilds. One of his now free slaves happened to be present and said, “You tink [sic[ I don’t know you when you own me so long.” Against this testimony he had to confess his true identity. Some of Pennypacker’s men decided to wear captured Confederate uniforms for fun. This foolish playfulness nearly resulted in friendly fire when Federal gunboats spotted them and took aim. Somehow the sailors learned the truth and held off. Pennypacker’s raiders would operate successfully until events at Olustee necessitated a withdrawal to Fernandina.[9]

 

St. Mary’s Fork to Lake City

An image of Barber's Plantation from Harper's Weekly.

On the 10th the 40th Massachusetts Mounted Infantry, with the 115th New York following, encountered 150 Confederate cavalrymen (2nd Florida Cavalry) under Major Harrison at St. Mary’s Fork, near the abandoned Barber's Plantation. Harrison’s men were under-armed, some not having any firearms at all, but he was determined to challenge the mounted Federals. Four of Henry’s riders, in advance, “had just passed a sharp turn in the road…when a half dozen reports were heard, and three of the four fell from their saddles, shot by a rebel force ambuscaded in a strong position beyond the stream.” The skirmish was in favor the Rebels. Firing from bushes, stumps, and other cover, they gave the advance guard a “hot fire.” The Federals’ counter fire was ineffective, and they could not get closer because the nearest bridge had been destroyed. Henry called back his men and organized for a big fording push across the stream Unable to find a suitable place, he ordered two companies to dismount and fight as skirmishers. Elder’s Horse Artillery deployed on “a little hill in front of Barber’s house.” Further attempts to find a ford failed, but some of Henry’s men were able to find a bend in the stream and produced an enfilade fire. This dislodged the Confederate defense. According to one report the Massachusetts men suffered “25 killed and wounded, inflicting but slight loss upon the enemy, who disappeared in the woods unmolested.”[10]

A Harper's Weekly depiction of the skirmish.

Henry continued on to the next major target, the enemy supplies at Sanderson. As usual the Confederates had set anything they could not carry on fire. The target of the flames this time was “a large stock of cotton and resin at the railroad depot.”[11] The 115th and 48th New York, 7th New Hampshire, and two guns also departed Saint Mary’s South Fork for Sanderson. Before they got there, the withdrawing Confederates further burned 1,500 bushels of corn.  Governor Milton was justifiably panicked by the progress of the enemy in his state. On the 10th he wired Secretary of War James Seddon for 5,000 reinforcements, with the dire warning, “Without prompt help all will be lost.”[12] A few units within the state were also finding it difficult to consolidate with Finegan’s main force. Elements of the 2nd Florida Cavalry found that the mounted Federal infantry had been outpacing them. This prevented them from linking up with Finegan and also placed them within Union-held territory. Captain Winston Stephens, in charge of Company B, wrote his wife, “I don’t know if we will be able to get out without being captured…We are having hard times and plenty of it."[13]

On the 11th the Federals advanced for Lake City. At 9:30 Henry’s Mounted Infantry found Finegan’s force arrayed for battle. They dismounted and the two sides skirmished until the Federals withdrew. Henry found the enemy works around Lake City too imposing for his force. With their skirmishers delaying the Federals, the Georgians and Floridians had grabbed rails lying about in the woods and constructed breastworks with them. “From them they could see our boys and the Yankees as they fought from tree to tree, flanking first on one side and then on the other.” Some of the Georgians were new recruits, and unnerved by the sound of minie-balls whizzing by. One, Walker, “was lying at full length on the ground with his rifle cocked and pointing over the rails and trembling like a leaf.” The 40th Massachusetts withdrew back to Sanderson.[14]

In addition to Henry and Pennypacker’s efforts, other Federal units also conducted raids. These traveled through the bayous and swamps in hopes of surprising bands of Confederate partisans. Gunboats patrolled the rivers and lobbed shells into the woods. The Federals kept an eye on the railway and identified lumber and timber mills for future seizures.[15] So far the Florida Expedition had penetrated 50 miles inland, captured or destroyed 1 million dollars’ worth of enemy property, and driven back the enemy in every skirmish, capturing many in the process.[16] The Florida Expedition was shaping up to be a grand success, but its field commander was beginning to have doubts.

 

Waffling

In a letter to his fiancé, Lieutenant McCrea of the 1st US Artillery described the conditions of campaigning in Florida. “We have been subsisting almost entirely on the country and find it very slim living. We have named this camp ‘Camp Misery’ because we are halting here in the rain without anything to eat, either for ourselves or our horses. I find that campaigning is not done here as it is in the Army of the Potomac, with system and order.”[17] Though no major battles had been fought, the Federals were starting to feel their hard marching.

Though making progress, Seymour believed that any great movement forward would be a mistake, especially after the 40th Massachusetts’ skirmish with the town’s defenses. The logistical situation was also not entirely favorable. He expressed his concerns to Gillmore. “I am convinced that a movement upon Lake City is not, in the present condition of transportation admissible…” He also felt the expedition needed more manpower to really succeed. Seymour then, disturbingly, threw the main political objective of the campaign into question. He wrote:

that what has been said of the desire of Florida to come back now is a delusion. The backbone of rebeldom is not here, and Florida will not cast its lot until more important successes elsewhere are assured…I would advise that the force be withdrawn at once from the interior, that Jacksonville alone be held…This movement is in opposition to sound strategy, and is not directed, I understand, but General Halleck, who would doubtless have not advised it…To be thwarted, defeated, will be a sad termination to a project, brilliant thus far, but for which you could not answer, in case of mishap, to your military superiors, and Stickney and others have misinformed you. The Union cause would have been far more benefited by Jeff. Davis having removed this railroad to Virginia than by any trivial and non-strategic success you may meet, because victories must be decisive elsewhere before Florida can be won back by hearty devotion.”[18]

Gillmore’s response to this gloomy message was an order for Seymour to hold Sanderson and not “risk a repulse in advancing on Lake City.” Seymour was also to recall Henry’s mounted infantry. If conditions worsened he was to withdraw to Baldwin, where 8 companies of the 54th Massachusetts were arriving. Further units would also be arriving at Jacksonville by the end of the month to reinforce the expedition. Seymour obeyed and ordered his withdrawing force to destroy all Confederate property that could not be moved.[19]

An unusual incident occurred at Sanderson on the 12th. A regiment was to clean its rifles. They had been marching with loaded weapons, so they had to fire them off before they could go about their chore. Not all of the other regiments were informed that this was to occur, so when the firearms were emptied out, many units began to fire wildly, thinking a battle had broken out. “The camp became a perfect pandemonium” and order was not restored until February 13th broke. Seymour was angered by the waste of ammunition and threatened to have the next man who discharged his rifle without orders shot.[20]

The following day Seymour withdrew to Baldwin. Gillmore affirmed his order, stating that he wanted all forces concentrated at the railroad junction. He warned Seymour that a mounted Confederate force was poised to cross the Saint Mary’s River into his right flank. He further instructed him to build up defenses around Baldwin, Jacksonville, and the South Fork of the Saint Mary’s, and hold in place until ordered to resume the invasion.[21] Seymour, now displaying firmness in his mission, opposed any abandonment of the South Fork and assured Gillmore that he had “no apprehension of the force you mention.” Just in case he wanted to forward part of Guss’ force to King’s Ferry, along with gunboats.[22]

After the campaign Gillmore wrote “I considered it well understood at that time between General Seymour and myself that no advance would be made without further instructions from me, nor until the defenses were well advanced.” For the moment he was sure the Florida Expedition was on temporary hold, and that Seymour, who had been the one to suggest that they slow down, was in full agreement.[23] If Gillmore had no knowledge of Seymour’s increasingly vacillating nature, Major John Hay, Lincoln’s eyes and ears on the Florida Expedition, certainly did. He wrote:

Seymour has seemed very unsteady and queer since the beginning of the campaign. He has been subject to violent alternations of timidity and rashness, now declaring Florida loyalty was all bosh, now lauding it as the purest article extant, now insisting Beauregard was in front with the whole Confederacy & now asserting that he could whip all the rebels in Florida with a good brigade.[24]

On the other side, Finegan’s assessment of the situation for the Confederates showed some positive takes, but also warned of dire consequences. He had managed to avoid the Federals and was already concentrating various reinforcements into a larger force. 601 men arrived from Middle Florida, along with two additional pieces of artillery. His summation of Seymour’s progress was that “He has captured no stores, taken but few prisoners, and we have lost but 2 men killed and 2 wounded.” His only serious loss was five pieces of artillery. On the other hand he lamented the lack of horsemen. Without them, Seymour’s considerable cavalry and mounted infantry units could easily launch “raids into the rich counties of Alachua and Marion,” destroying sugar and syrup, interfering with the cattle trade, and freeing slaves.[25]

Finegan’s main force entrenched at Olustee. He had on hand 1,800 infantry, 450 cavalry, and two batteries of artillery alongside an additional section. His line of communication and supply to Middle Florida was only guarded by 30 men. He warned that without “timely re-enforcements,” the Federals, aided by Unionists “familiar with every portion of the country,” would bring ruin to the Confederate cause in this state.[26] Said reinforcements started pouring in over the next week. The arrival of Colquitt’s veteran Georgians on the night of February 18 garnered attention from the other soldiers, as they had been instrumental in repelling Federal efforts to take Charleston. One, William Penniman of the 4th Georgia Cavalry, recalled:

I could not help but notice that the entire brigade seemed to be composed of mere youths, the majority doubtless being under twenty one years of age, certainly under twenty five. They seemed to be such a ‘devil may care” set as a whole, that to me they were a curiosity, realizing as I did the renown they had already earned as a fighting brigade.[27]

Florida’s citizenry warmly received the Georgians. The women at Madison Court House provided a “sumptuous dinner of such viands as they knew would be heartily relished by hungry soldiers.”[28] Finegan had the task of organizing these various units into a functional army. Colquitt commanded the first brigade consisting of his Georgia regiments as well as the 6th Florida Battalion Infantry and four guns of the Chatham Artillery. Colonel George P. Harrison commanded various Georgia and Florida units in the Second Brigade. The cavalry regiments were formed into a brigade under Colonel Caraway Smith of the 2nd Florida Cavalry. This brigade had less than 600 men, hardly a strong mounted arm. Finegan assigned Colonel R.B Thomas as chief of artillery. He had about 5,000 men in total.[29]

A few Confederates were not content to sit and wait for reinforcements or action. One mounted and impudent Rebel rode ride up to a Union cavalryman and asked when the infantry was going to come along. He then wheeled his horse and galloped for the woods. The outraged Federal managed to outpace and capture him by knocking him out of his saddle.[30]

As usual black slaves flocked to the Federal forces for their freedom. By this time they were well aware that the army was accepting black recruits. One house servant stole his master’s Enfield rifle and went to the 40th Massachusetts Mounted Infantry to offer his services. In one town all of the blacks “procured clubs, and begged for permission to fight on the side of the Yankees.”[31] The 40th Massachusetts itself was doing plenty of fighting, even as Seymour switched over to defense. On the morning of the 14th three companies of the 40th Massachusetts (about 50 men), commanded by Captain G.E. Marshall, hit Gainesville. During their temporary occupation they got their hands on “Immense stores of cotton, of turpentine and rosin, sugar tobacco, and supplies of all kinds.” If Seymour is to be believed, Gainesville’s citizens were suffering for want of these supplies, as they had been reserved for the Confederate Army’s use. In this light Marshall’s distribution among the citizenry of the supplies they could not carry was both an act of compassion and also a useful step in fostering Unionist sentiment.

That evening part of the 2nd Florida Cavalry attacked Marshall’s force. Militia under Colonel Louis G. Pyles was supposed to aid the Confederate cavalry, but failed to appear. A black man had warned Marshall of their imminent arrival, so the Massachusetts men got ready by taking 167 cotton bales from the warehouse and converting them into breastworks. Taking cover behind the cotton bales, Marshall and his men waited, with orders “to hold their fire until they should be close to the breastworks. The foremost horse men were near enough to leap the petty obstruction of two cotton bales, when a seven fold volley was poured into them from Spencer repeating rifles.” The Confederates quickly tried to flank the defenders, but themselves received an enfilade fire. The horsemen fled in a “total rout,” their dismounted horses “vaulting over the cotton bales.” The cheers of the victors intermingled with the moans of their wounded and lying foes. A correspondent exclaimed, “Not one of our men were hurt!” Marshall remained a couple days longer and returned to Seymour on the 17th.[32]

The Spencer Rifle could was a fast-firing repeater that could carry seven rounds. The 40th Massachusetts used them to good effect and the 7th Connecticut was lucky to also possessed them.

On that same day Seymour did a sudden about-face in strategy. He admitted that the delay of a train, 60 miles back near Jacksonville, meant that he lacked supplies. “But now I propose to go without supplies, even if compelled to retrace my steps to procure them, and with the object of destroying the railroad near the Suwannee that there will be no danger of carrying away any portion of the track.” He was going to advance all of his men forward. He asked Gillmore to arrange a naval demonstration from Admiral John Dahlgren towards Savannah, Georgia, in hopes of preventing any further enemy reinforcements.[33]

In his book on the battle, Robert Broadwater suggests that Seymour was misled by over-optimistic assessments of Unionism in Florida. The civilians expressed great support and relief at the Federal invasion. They said that the imposition of worthless Confederate money had upended their lives, and that the slaveholders were unbearable and tyrannical in that they disenfranchised anyone with Unionist inclinations. They claimed that right before the war the slaveholders “used the most shameless and unconcealed intimidation” to secure the votes for secession. Words were one thing, actions were another. Very few Floridians rushed to bolster Seymour’s force. Nevertheless Broadwater suggests that he was too confident, that he expected massive civilian support. After the battle many in the press would stress the narrative that Seymour was too trusting of Floridians. They wrote that civilians who took the oath of allegiance were disingenuous Rebels who took what they saw and heard to the Confederate army. This in turn enabled Finegan to prepare while Seymour marched with false information.[34]

Colonel Joseph Hawley provides a firsthand account of a meeting between Seymour and his main subordinates. Since this account was written long after the battle and Hawley’s men were among the most savaged at Olustee, it may be heavily slanted. Hawley claims that all but Seymour felt it would be impossible to hold their present position when their supply line was a “rickety railroad with one engine running sixty miles back to the base at Jacksonville.” They advised a further withdrawal to the St. Johns River, but supposedly Seymour felt that it would be better to push on and gain a victory than give up much of what had been taken.[35]

The arrival of fresh reinforcements also emboldened Seymour. Two black regiments, the 1st North Carolina (soon to be renamed the 35th United States Colored Troops) and the 54th’s sister regiment the 55th Massachusetts, had arrived at Jacksonville across February 14 and 15. Seymour advanced some of his black regiments from Jacksonville to Baldwin.[36] The presence of these troops helped create one of the most visible rape cases of the Civil War. Union soldiers from the 1st North Carolina heard the shrieking of a woman in distress. Rushing to where the sounds came from, they found her sobbing and moaning, saying “They downed me and did what they pleased to me, and that’s rather hard to take!”[37]

This woman was Sarah Hammond, a widow with a baby. She was the victim of a gang rape. The perpetrators were four men from Company B of the 55th Massachusetts. The names of three of them are known: John J. Smith, Spencer Lloyd, and John Wesley Cork. An officer referred to these men as the “known rascals” of the 55th. Lloyd and Cork had noticed that Sarah Hammond was living almost alone, with just her baby and an elderly neighbor. They approached Smith with their scheme and they and an unknown fourth man visited her house. Hoping to get her to an isolated spot without witnesses, they informed her that the army had “lots of provisions” to spare and were handing them out to the locals. This was enticing to a widow with an infant, so she made her way towards the Union camp.

Once they thought the time was right, they rushed up to her. Lloyd asked “for a hug.” Disturbed, Hammond tried to walk around them back to her house. They stopped her and Lloyd threatened to shoot if she cried out. When she refused to lie down for them, he threw her on the ground and forced himself on her while Smith held her down. Cork had his turn. Throughout this the baby was crying and Smith said he’d kill both of them if she and her child did not shut up. Then Smith had his turn while his friends held her down.

After they had finished, she got the attention of Captain Hodges of the 1st North Carolina. She gave him a description of what they were carrying. Mounting his horse, Hodges rushed back towards camp and found three of the men (the fourth was never found). He had them placed under guard by other men from the 55th.  Seymour, who had been trying to build up Unionist sentiment, was naturally angered that some of his soldiers had raped a woman. He called for a military trial.

A captain of the 1st North Carolina had the job of defending the four. The best defense he could make was that Smith, Cork, Lloyd, and the other man were unaware of the rules regarding local “Secesh” women. The defendants tried to argue that Hammond was the one who wanted to have sex and was now lying to get them in trouble. The trial ended with a conviction and a death sentence. White officers in the black regiments begged their soldiers not to follow the condemned’s example. Any such act could be taken by whites as evidence of innate black barbarity. In Thunder at the Gates, his history of the black Massachusetts regiments, Douglas Egerton opens up the possibility that Hammond had lied. Personally I find that the state that Captain Hodges found her in indicates in that she was indeed raped. Also, the idea that she would try to get a whole group of black men to do it with her is odd and highly unlikely.[38]

Esther Hawks, a doctor with the army, witnessed the execution. She wrote in her diary that the condemned “showed no sign of emotion of any kind, but our soldiers sobbed aloud and were all greatly affected.” Once the sentence had been carried out, Seymour turned around and loudly said, “Served them right, now let any other man try it if he dares.” A Unionist and Abolitionist, Esther Hawks noted ruefully that white soldiers, and officers as well, committed similar actions against black women but went unpunished. Indeed, rape was more common in the Civil War then is generally believed, if not carried out to the extent it was in other conflicts. While some white Southern women were targeted, Federal soldiers were more likely to target black women. This was because as an “inferior” race they were not proper ladies, not as likely to be able to call for help from the authorities, and could be seen as enemy property to be used.[39] Black-on-white rape was more likely to attract attention and thus the case of Sarah Hammond has gotten a comparatively more notable role in Civil War historiography.

Getting back from this ugly tangent, General Gillmore “was greatly surprised” to see Seymour’s letter indicating his return to the offensive. He quickly sent his chief of staff, General Turner, to reach Seymour and order the movement’s cancellation. This order was to inform his subordinate that it would take at least two days just to make contact with Admiral Dahlgren, too late to hold Confederate forces in Savannah as Seymour wished (Federal troops were landed on the Savannah River on February 22. This would be two days after the campaign in Florida had already been decided). Dahlgren might not even agree to such a move, anyways. The order was also to remind Seymour that he had specific orders to stay put around Baldwin. Referring to Seymour’s opinions of the 11th, Gillmore expressed that he was “very much confused by these conflicting views, and am thrown into doubt as to whether my intentions with regard to Florida matters are fully understood by you.” Unfortunately bad weather delayed Turner’s trip. He would not make it to Jacksonville until the battle was well underway.[40]

 

Finegan’s Plan & Orders of Battle

Like Seymour, Finegan’s efforts to maximize his forces were bedeviled by furloughs, if far from the same extent. This occurred with the 1st Georgia Regulars. The regiment’s enlistment terms were expiring. Many opted not to re-enlist, some hoping to join volunteer regiments with a better chance of promotion, but the Confederate Congress passed an act conscripting all volunteers currently into their current regiments. Those who still wished to fight on now had to re-enlist in the Georgia Regulars, but they were able to secure the incentive of a 30 day furlough. A group departed on the morning of the 20th, the very same day of the battle. Those who refused to re-enlist did not get the furlough and had to stay a bit longer. One soldier lamented that a friend who had refused to re-enlist ended up at the battle and was killed by two balls.[41]

The battlefield was among the more unique ones of the war. Two large swampy ponds anchored Finegan’s defensive line. Ocean Pond, which would provide an alternate name for the battle, was on the left, and a large cypress pond on the right. Ocean Pond was 4 miles long and over 2 miles wide, quite the body of water. The country was “exceedingly low and flat, with but few streams” that were too thin and shallow to provide any defensive use. There were pine trees, but these were not too thick and the lack of undergrowth meant that the ground beyond could be clearly seen.” The ponds which flanked the line served to prevent any flanking efforts by the Federals. Lieutenant M.B. Grant of the engineers, who had been called in to lend his expertise, claimed that this was the only available position “offering any advantages whatever between Lake City and the south prong of the Saint Mary’s River.” Finegan charged Grant with constructing the earthworks. Major Bonaud’s Battalion had already created two small works composed of earth-covered logs. He had no tools and few men on hand, so he impressed slaves and tools from the closest plantations. In the meantime he started on the 19th with a small detail of soldier equipped with about a “dozen axes and two dozen spades.”[42]

Two recent images of Ocean Pond

While the battle would be fought 2 and a half miles in front of Finegan’s ground of choice, there were still large ponds and bays nearby which assisted the Confederates. One bay would frustrate a Union attempt to flank the Rebels’ left.[43] Finegan’s plan was to send out several regiments, start a skirmish, and draw the Federals towards his works. With their defenses, his outnumbered men could fight at an advantage. Smith moved forward with his cavalry, supported by the 64th Georgia and two companies of the 32nd Georgia.[44]

Seymour’s men marched out from Baldwin at 6:30 AM. Henry’s mounted brigade sped ahead with a bit of recklessness. Their encounters with the enemy had so far been short skirmishes, usually with a rear guard, followed by a pursuit of the retreating foe. One veteran of Olustee would admit to the Boston Herald, “Our policy had been to dash after the, and capture and scatter as many as possible. We had met with no repulse and few casualties. Our successes had unfortunately inspired us with a contempt for our foes.” This disregard for the Confederates extended to the whole army. Seymour had his force advance in column with no flankers to screen their movements or detect any threats.[45] At 10 AM Seymour reached Sanderson. The column stopped briefly to secure the area and then went right on marching in a shockingly careless manner.[46]

In hours the forces would clash. Here are the orders of battle. First is the Union side. Many aforementioned units were not present at the battle, being stationed in other parts of northeast Florida or taking up guard duties. Overall about 5,500 Federals would clash with 5,000 Confederates.

 

Union Order of Battle

Commander: Brigadier-General Truman Seymour

            Colonel William B. Barton’s Brigade

                        47th New York: Colonel Henry Moore

                        48th New York: Major William B. Coan

                        115th New York: Colonel Simeon Sammon

            Colonel Joseph R. Hawley’s Brigade

                        7th Connecticut: Captain Benjamin F. Skinner

                        5th New Hampshire: Colonel Joseph C. Abbott

                        8th US Colored Troops: Colonel Charles W. Fribley

            Colonel James Montgomery’s Brigade

                        1st North Carolina: Lieutenant-Colonel William N. Reed

                        54th Massachusetts: Colonel Edward N. Hallowell

            Cavalry Brigade: Colonel Guy V. Henry

                        40th Massachusetts Mounted Infantry: Colonel Guy V. Henry

                        Independent Massachusetts Cavalry Battalion: Major Atherton A. Stevens, Jr.

                        1st US Artillery, Battery B (Horse Artillery): Captain Samuel S. Elder

            Artillery: Captain John Hamilton

                        1st US Artillery, Battery M: Captain Loomis L. Langdon

                        3rd US Artillery, Battery E: Captain John Hamilton

                        3rd Rhode Island Heavy Artillery, Battery C: Lieutenant Henry H. Metcalf

            1st New York Engineers: Major James Place[47]

 

Confederate Order of Battle

Commander: Brigadier-General Joseph Finegan

            Brigadier-General Alfred H. Colquitt’s Brigade

                        6th Florida Battalion: Major Pickens Bird

                        6th Georgia: Lieutenant-Colonel John T. Lofton

                        19th Georgia: Colonel James H. Neal

                        23rd Georgia: Lieutenant-Colonel James H. Huggins

                        27th Georgia: Colonel Charles T. Zachry

                        28th Georgia: Captain William P. Crawford

                        Chatham Artillery: Captain John F. Wheaton

                        Gamble’s Florida Artillery: Captain Robert H. Gamble

            Colonel George P. Harrison’s Brigade

                        1st Florida Battalion: Lieutenant-Colonel Charles F. Hopkins

                        32nd Georgia: Major Washington T. Holland

                        64th Georgia: Captain Charles S. Jenkins

                        1st Georgia Regulars: Captain Henry A. Cannon

                        28th Georgia Artillery Battalion: Major Augustus Bonaud

            Cavalry Brigade: Colonel Caraway Smith

                        2nd Florida Cavalry: Lieutenant-Colonel Abner McCormick

                        5th Florida Cavalry Battalion: Major George Scott

                        4th Georgia Cavalry: Colonel Duncan Clinch[48]

Next: The forces finally clash near Olustee!

Sources

Primary

Andrews, William H. Footprints of a Regiment: A Recollection of the 1st Georgia Regulars, 1861-1865. Marietta: Longstreet Press, 1992.

Clark, James. The Iron-Hearted Regiment: Being an Account of the Battles, Marches and Gallant Deeds performed by the 115th Regiment N.Y. Volunteers. Albany: J. Munsell, 1865.

Croom, Wendell D. The War-History of Company “C”, Sixth Georgia Regiment with a Graphic Account of Each Member. Fort Valley: “Advertiser” Office, 1879.

Crowninshield, Benjamin W. First Regiment of Massachusetts Cavalry Volunteers. Boston and New York: Houghton Mifflin, 1891.

Emilio, Luis F. A Brave Black Regiment: History of the Fifty-Fourth Regiment of Massachusetts Volunteer Infantry, 1863-1865. New York: Bantam Books, 1992.

Gooding, James Henry. On the Altar of Freedom: A Black Soldier’s Civil War Letters from the Front. University of Massachusetts Press, 1991.

Hawks, Esther Hill. A Woman Doctor’s Civil War: Esther Hill Hawks’ Diary. Columbia: University of South Carolina, 1984.

“Letters, Newspaper Articles, Books and Reminiscences of Olustee.”

http://battleofolustee.org/letters/index.html

Little, Henry F.W. The Seventh Regiment New Hampshire Volunteers in the War of the Rebellion. Concord: I.C. Evans, 1896.

Palmer, Abraham J. The History of the Forty-Eighth Regiment New York State Volunteers, in the War for the Union, 1861-1865. Brooklyn: Veteran Association of the Regiment, 1885.

Roman, Alfred. The Military Operations of General Beauregard in the War between the States 1861 to 1865 Vol. II. New York: Harper, 1883.

Stephens, George E. A Voice of Thunder: A Black Soldier’s Civil War. Urbana: University of Illinois Press, 1998.

Trimmer, William H. “Olustee and How I Was Captured,” Confederate Veteran Vol. 20, No. 6.

United States. The War of the Rebellion: A Compilation of the Official Records of the Union and Confederate Armies Vol. XXXV part 1. Washington D.C. 1891.

Walkley, Stephen W., Jr. History of the Seventh Connecticut Volunteer Infantry, Hawley’s Brigade, Terry’s Division, Tenth Army Corps, 1861-1865. Hartford, 1905.

 

Secondary 

Broadwater, Robert P. The Battle of Olustee 1864: The Final Union Attempt to Seize Florida. Jefferson: McFarland & Company, Incorporated Publishers, 2006.

Combined Books Editors. The Civil War Book of Lists. Conshohocken, Pennsylvania, Combined Books, 1994.

Conner, Robert C. James Montgomery: Abolitionist Warrior. Casemate: April 13, 2022.

Davis, William Watson. The Civil War and Reconstruction in Florida. New York: Columbia University, 1913.

Egerton, Douglas R. Thunder at the Gates: The Black Civil War Regiments that Redeemed America. New York: Basic Books, 2016.

Lees, William B., and Gaske, Frederick P. Recalling Deeds Immortal: Florida Monuments to the Civil War. Gainesville: University Press of Florida, 2014.

Marvel, William. Andersonville: The Last Depot. University of North Carolina Press, 1994.

Nulty, William H. Confederate Florida: The Road to Olustee. The University of Alabama Press, 1990.

Schafer, Daniel L. Thunder on the River: the Civil War in Northeast Florida. Gainesville: University Press of Florida, 2010.

Smith, Derek. Civil War Savannah. Savannah: Frederic C. Beil, 1997.

Trudeau, Noah Andre. Like Men of War: Black Troops in the Civil War, 1862-1865. Boston: Little, Brown, & Company, 1998.

Various. A Forgotten Front: Florida During the Civil War Era. University of Alabama Press, 201

Urwin, Gregory J. W., ed. Black Flag over Dixie: Racial Atrocities and Reprisals in the Civil War. Carbondale: Southern Illinois University Press, 2005.

Williams, George Washington. A History of the Negro Troops in the War of the Rebellion. Harper & Brothers, 1887.



[1] Noah Andre Trudeau, Like Men of War: Black Troops in the Civil War, 1862-1865, (Boston: Little, Brown, & Company, 1998), 133.

[2] OR XXXV, part 1, 330, 347; Broadwater, Battle of Olustee, 36-37.

[3] OR XXXV, part 1, 347; William H. Trimmer, “Olustee and How I Was Captured,” Confederate Veteran (Vol. 20, No. 6), 471-472; Nulty, Confederate Florida, 88; Broadwater, Battle of Olustee, 38.

[4] Broadwater, Battle of Olustee, 40-41.

[5] Broadwater, Battle of Olustee, 42; James Clark, The Iron-Hearted Regiment: Being an Account of the Battles, Marches and Gallant Deeds performed by the 115th Regiment N.Y. Volunteers, (Albany: J. Munsell, 1865), 71, 75; The Christian Recorder, May 29, 1864, http://battleofolustee.org/letters/index.html.

[6] Clark, Iron-Hearted Regiment, 72.

[7] William H. Trimmer, “Olustee and How I Was Captured,” Confederate Veteran (Vol. 20, No. 6), 472.

[8] Broadwater, Battle of Olustee, 43, 45-46.

[9] Nulty, Confederate Florida, 112-113; Broadwater, Battle of Olustee, 44.

[10] OR XXXV, part 1, 281-282, 325; Boston Herald, February 22, 1864, http://battleofolustee.org/letters/index.html; Broadwater, Battle of Olustee, 48-49.

[11] Benjamin W. Crowninshield, First Regiment of Massachusetts Cavalry Volunteers, (Boston and New York: Houghton Mifflin, 1891), 261.

[12] OR XXXV, part 1, 282; Nulty, Confederate Florida, 104.

[13] “Winston Stephens to My Dear Wife,” February 11, 1864, http://battleofolustee.org/letters/index.html.

[14] OR XXXV, part 1, 331.

[15] Davis, Civil War and Reconstruction in Florida, 280.

[16] Broadwater, Battle of Olustee, 51.

[17] “Letters and History of 1st Lieutenant Tully McCrea: Battery M, First U.S. Artillery,” http://battleof-olustee.org/letters/index.html.

[18] OR XXXV, part 1, 282.

[19] OR XXXV, part 1, 282-283.

[20] Little, Seventh Regiment New Hampshire, 214.

[21] OR XXXV, part 1, 276-277, 283.

[22] OR XXXV, part 1, 284.

[23] OR XXXV, part 1, 277.

[24] Broadwater, Battle of Olustee, 55.

[25] OR XXXV, part 1, 325.

[26] OR XXXV, part 1, 326.

[27] OR XXXV, part 1, 331; “Excerpt from the Reminiscences of William Frederick Penniman,” http://battleof-olustee.org/letters/index.html.

[28] Croom, War-History of Company, 22.

[29] Broadwater, Battle of Olustee, 64.

[30] Clark, Iron-Hearted Regiment, 78.

[31] “A Million and a Half of Property Captured; Gallant Conduct of Chelsea Men at Gainesville,” Chelsea Telegraph and Pioneer, March 12, 1864, http://battleofolustee.org/letters/index.html.

[32] OR XXXV, part 1, 296-297; Broadwater, Battle of Olustee, 62; “A Million and a Half of Property Captured; Gallant Conduct of Chelsea Men at Gainesville,” Chelsea Telegraph and Pioneer, March 12, 1864, http://battleofolustee.org/letters/index.html.

[33] OR XXXV, part 1, 284.

[34] Boston Herald, February 22, 1864, http://battleofolustee.org/letters/index.html; Broadwater, Battle of Olustee, 70-71; The Christian Recorder, March 10, 1864, http://battleofolustee.org/letters/index.html.

[35] Nulty, Confederate Florida, 116.

[36] Trudeau, Like Men of War, 135.

[37] Broadwater, Battle of Olustee, 46-47.

[38] Douglas R. Egerton, Thunder at the Gates: The Black Civil War Regiments that Redeemed America, (New York: Basic Books, 2016) 216-219.

[39] Esther Hill Hawks, A Woman Doctor’s Civil War: Esther Kill Hawks’ Diary, (Columbia: University of South Carolina, 1984), 61.

[40] OR XXXV, part 1, 277, 285-286: Derek Smith, Civil War Savannah, (Savannah: Frederic C. Beil, 1997), 130.

[41] William H. Andrews, Footprints of a Regiment: A Recollection of the 1st Georgia Regulars, 1861-1865, (Marietta: Longstreet Press, 1992), 126-128.

[42] OR XXXV, part 1, 338-339; Crowninshield, First Regiment of Massachusetts Cavalry Volunteers, 262.

[43] OR XXXV, part 1,340.

[44] OR XXXV, part 1, 331.

[45] Broadwater, Battle of Olustee, 72, 75.

[46] Trudeau, Like Men of War, 139.

[47] “Union Order of Battle,” https://battleofolustee.org/union_order.html.

[48] “Confederate Order of Battle,” http://battleofolustee.org/confederate_order.html.

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