The very first transportation routes in the Alabama Territory and the newly formed Henry County, mainly followed old Indian paths. Early settlers entering the new lands, now Henry County, stayed close to Ft. Gaines, Georgia for protection from the Indians.  There were no roads on which to venture into the unsettled wilderness.  Among the early settlers that were settling just across the river in the first town in Henry County, Franklin, were Daniel Jackson and Matthew Jackson, brothers seeking a new life in a new land circa 1820. They had a third brother whose name is not known.  It is said that brother lived to be 114 years old.  Daniel and Matthew Jackson cut the very first road in Henry County and Southeast Alabama in 1820. 

That first road ran from Franklin and Ft. Gaines to Prospect Bluff – 4 miles North of Franklin, to the present day Liberty Methodist Church, to Ray’s (later Richard’s Cross Roads), to present day Clayton (founded in 1820), to Williamson, to present day Louisville (founded in 1821) and on to Sparta in Conecuh County where the U.S. Land Office was located.  This road followed on the south side of the Indian boundary line established in 1814 when the Indian Wars ended and the Indians were to stay north of this boundary line.  This new road was crude and small in width.  The importance of this road cannot be underestimated.  It was a main factor in the early growth of Southeast Alabama until circa 1830.  This first road was called the “Plank Road” because timbers and planks were laid down on parts of the road to make it passable for wagons.  On March 3, 1821, the U.S. Congress passed an act establishing the first mail service in Henry and Southeast Alabama – from Franklin to Sparta using this road.  Thousands of new settlers used the “Plank Road” as a

(page 19  - Siftings Vol. 1 No 6-3)


Opened up the first inroads that led to growth and expansion of this section.  They were remarkable men.  It’s a shame they don’t have a road named in their honor.  These two early Jacksons owned homes in “Old” Franklin.  Other Jacksons also settled in Franklin, no doubt being some of Daniel’s and Matthew’s kinship.  A James Jackson was a buyer of property near Franklin, circa 1819, the same land that George Gamble first settled and planted the first crop on in Henry County in 1816.  Mr. Benjamine C. Jackson owned 80 acres near Franklin later in 1832.  A lot was sold in Franklin to Mr. Peter L. Jackson for $5.00 in 1822. Matthew Jackson was also the great grandfather of Mrs.  Ann Jackson Hancock of Tumbleton.  She is the only Jackson left that still lives on the old Jackson Place across Jackson Creek east of Tumbleton.

Daniel and Matthew Jackson were true pioneers in every meaning of the word.  Their descendants can be proud of these men, for their Jackson roots run deep in Henry County.


  • The first highway through Tumbleton, from Headland to Abbeville, was Hiway $14, built in 1924.
  • Henry County’s present four land Highway #431 that runs through the center of the county – is a great improvement over the first old “Plank” road in 1820.  Daniel and Matthew would be proud and amazed.
  • The town of Headland was located near where the “old” Abbeville to Marianna, FL road and the “old” Columbia to Newton road crossed, in the late 1860’s.
  • The first old wooden bridge over the Chattahoochee River at Ft. Gaines into Henry County was in 1840.  It was a covered bridge.  The present concrete and steel bridge is the 5th bridge at Ft. Gaines.  The first three previous bridges were swept away or damaged by the mighty Chattahoochee River.  Before the first bridge, river crossings were by ferry.
  • The Railroad came to Headland in the fall of 1893.
  • Approximately 2,638 people were in Henry County in 1820.
  • 1830 – 4,018 people were in Henry County, 3,003 Whites, 1,015 slaves, 6 free slaves, 149 slave owners
  • 1840 – 6,122 people were in Henry County.
  • 1855 – 12, 305 people were in Henry County, with 3,332 blacks, 4 insane, 4,614 males and 4,359 females.
  • 1870 – 14,191 people were in Henry County.
  • 1880 – 27,500 people were in Henry County.
  • 1900 – 36,147 people were in Henry County.
  • 1910 – 20,940 people were in Henry County after Houston County was formed from Henry County in 1903.
  • 1920 – 21,547 people were in Henry County.
  • 1930 – 22,820 people were in Henry County with about 53% white.
  • 1960 – 15,286 people were in Henry County.
  • 1970 – 13,254 people were in Henry County – 4,090 black.
  • 1980 – 15,320 people were in Henry County – 3,890 black.
  • 1990 – 15,374 people were in Henry County with 62% In rural areas and 35% black.
  • 2000 – estimated 17,000 people will be in Henry County.

More Anon!

(page 22  - Siftings Vol. 1 No 6-3)