February 21, 1864 – Brigadier General William Sooy Smith’s Federal cavalry troopers experienced trouble reaching the main Federal army in Mississippi due to opposition from Major General Nathan Bedford Forrest’s Confederates.

While the Federal Army of the Tennessee’s march from Vicksburg to Meridian had been a resounding success, Smith’s ancillary cavalry expedition was not. Smith led his 7,000 troopers out of Collierville, Tennessee, on the 11th, 10 days behind schedule and one day after he was supposed to have linked with the Federal army at Meridian. Once Smith and the army joined forces, they were to continue moving east and capture the important factory town of Selma, Alabama.
In the first week of Smith’s incursion into northern Mississippi, his men averaged less than half the projected 25 miles per day, even though they only met minor resistance from Forrest’s Confederate horsemen. Part of Smith’s delay involved tending to the fugitive slaves flocking to his command for protection. The Federals also made frequent stops to destroy farms and railroads. Smith finally reached Okolona, Mississippi, on the 18th.
Major General William T. Sherman, overseeing the destruction of Meridian, stated “that in consequence of hearing nothing from General Sooy Smith he may change somewhat his former plans.” He canceled the planned drive on Selma and ordered his forces to prepare to return to Vicksburg.
Sherman’s Federals began pulling out of Meridian on the 20th. During their 17-day rampage through Mississippi, they sustained just 170 casualties (21 killed, 68 wounded, and 81 missing). The troops slowly moved northwest toward Canton, while Sherman dispatched scouts to try finding Smith’s lost cavalry in northern Mississippi.
During this time, Forrest assembled his 2,500 Confederates at West Point, about 30 miles south of Smith’s Federals at Okolona. Advance elements of both forces began clashing between the two towns on the 19th, as Forrest developed a plan to draw the Federals into West Point and trap them between the narrow stretch of land between Oktibbeha Creek and the Tombigbee River.
Elements of Smith’s force skirmished with part of Forrest’s command at Prairie Station, about 15 miles north of West Point, on the 20th. As the Federals tried pushing south toward the town, more Confederates joined the fray, including a brigade led by Forrest’s brother, Colonel Jeffrey E. Forrest, near Aberdeen. Smith knocked the Confederates back, and his men entered West Point just as General Forrest hoped.
Smith began doubting the wisdom of occupying West Point, especially after receiving word that Major General Stephen D. Lee’s Confederate cavalry was coming to reinforce Forrest. Citing illness, Smith turned command over to the next ranking officer, Brigadier General Benjamin H. Grierson. But when Grierson planned to continue southward, Smith resumed command and ordered his men to withdraw northward the next day. Smith sought to protect his supply train and the growing number of slaves following his troopers.
Colonel Forrest’s men pursued and met up with Smith’s Federals on the morning of the 21st. The Confederates staged a fighting withdrawal, pulling the Federals farther south into the narrow stretch of land where General Forrest hoped to trap them. The Confederates then counterattacked, but the Federals put up a stiff resistance and repulsed two charges.
Sensing that this was a “trap set for me by the rebels,” Smith ordered a withdrawal, despite outnumbering the enemy two-to-one. The Federals formed a rear guard and withdrew across the Oktibbeha. This ensured that Smith’s cavalry would not link with Sherman’s army. General Forrest arrived with the rest of his force and ordered a pursuit that continued into the next day.
—–
References
CivilWarDailyGazette.com; Denney, Robert E., The Civil War Years: A Day-by-Day Chronicle (New York: Gramercy Books, 1992 [1998 edition]), p. 375-76; Foote, Shelby, The Civil War: A Narrative: Volume 2: Fredericksburg to Meridian (Vintage Civil War Library, Knopf Doubleday Publishing Group, Kindle Edition, 2011), p. 926-28; Fredriksen, John C., Civil War Almanac (New York: Checkmark Books, 2007), p. 400-01; Long, E.B. with Long, Barbara, The Civil War Day by Day (New York: Da Capo Press, Inc., 1971), p. 466-67; Stanchak, John E., Historical Times Illustrated Encyclopedia of the Civil War (New York: Harper & Row, 1986, Patricia L. Faust ed.), p. 488, 702