| December 2002 | Tornado (F1) | Headland | 8 hurt, $2,000,000 | A tornado touched down in Headland, north of County Road 99 and U.S.Highway 431. The tornado caused extensive roof damage to several homes, businesses, and a school. It damaged six planes and a hanger at the Headland Airport. The tornado raced east-northeast, and destroyed a few barns and damaged a few mobile homes in the Tumbleton/Camp Springs area. The worst damage occurred in Haleburg where several mobile homes and barns were destroyed, with damage to a local church. Eight persons were injured, with six of them hospitalized. The tornado crossed the Chattahoochee River into Georgia. Reported by the Henry County EMA. |
| February 2016 | Tornado (EF1) | Headland | $50,000 | This tornado was the fifth tornado to be spawned by the same parent thunderstorm in southeast Alabama, this time in Henry county. The tornado initially developed near CR-83 and the city limits of Headland, where large trees were uprooted. The tornado crossed a wooded area near a creek and then ended near Knowles Road and CR-16 where a house had roof damage, an RV was overturned, a shed was destroyed, and some large trees were uprooted. This tornado was rated EF1 with max winds estimated near 100 mph. Damage cost was estimated. |
| November 2006 | Thunderstorm Wind | Headland | $50,000 | Straight-line winds downed numerous trees, limbs and power lines throughout the city. Phone lines were out as well. Equipment and building damage was reported at the city's recreation park. Power outages affected much of the city. |
| November 2015 | Thunderstorm Wind | Headland | $20,000 | Roofing material was blown off Headland High School and into portions of Headland Elementary School. The roofing material caused additional damage on the ground, including damaged power lines, a destroyed breezeway, and broken light poles. The material all blew off to the northeast suggesting straight line winds around 70 mph. No other significant damage was noted around the schools. Damage cost was estimated. |
| April 2015 | Thunderstorm Wind | Headland | $10,000 | Multiple trees were blown down in the Headland area. A wooden swing set was blown into a fence. Damage was estimated. |
| June 2003 | Flash Flood | Headland | $5,000 | Torrential rainfall from thunderstorms flooded numerous streets in Headland. Reported by the Henry County EMA. |
| September 2018 | Thunderstorm Wind | Headland | $3,000 | Trees and power lines were blown down across Henry county. |
| June 2009 | Thunderstorm Wind | Headland | $3,000 | Trees and power lines were down on State Highway 134 and throughout the Headland area. |
| August 2023 | Thunderstorm Wind | Headland | $2,000 | A privacy fence was blown down in the Headland area. |
| April 2022 | Thunderstorm Wind | Headland | $2,000 | A tree was blown down onto power lines near Headland resulting in power outages. |
| March 2021 | Tornado (EF0) | Headland | $2,000 | An EF0 tornado touched down in northwestern Houston County near Cedar Creek. Small trees and branches were snapped along Faulkner Rd and Suggs Rd. A carport on Suggs Rd sustained damage. The tornado then tracked northeast into Henry County, snapping some small trees and branches along Burdeshow Rd before lifting just south of Headland. Max winds were estimated around 80 mph. |
| July 2014 | Thunderstorm Wind | Headland | $2,000 | The public reported that the roof on their porch blew off in Headland. Monetary damage was estimated. |
| August 2000 | Thunderstorm Wind | Headland | $2,000 | Power lines down on State Road 134. Reported by the Henry County EMA. |
| July 1995 | Thunderstorm Wind | Headland | $2,000 | Thunderstorm wind downed trees and power lines in Headland according to the Emergency Management Agency. A house was also struck by lightning causing significant damage in a resulting fire. |
| January 1996 | Thunderstorm Wind | Headland | $2,000 | no account filed |
| July 2013 | Thunderstorm Wind | Headland | $1,000 | A tree blew down onto Solomon Road. |
| May 2002 | Thunderstorm Wind | Headland | $1,000 | Several downed trees reported by the Henry County Sheriff. |
| June 2002 | Thunderstorm Wind | Headland | $1,000 | A few downed power lines reported by the Henry County Sheriff. |
| April 1996 | Hail | Headland | $1,000 | no account filed |
| June 2004 | Thunderstorm Wind | Headland | $500 | A few downed trees reported by the Henry County EMA. |
| January 2026 | Thunderstorm Wind | Headland | - | A tree was blown down in Headland. |
| March 2025 | Thunderstorm Wind | Headland | - | A tree was blown down along Highway 431 near the border of Henry and Houston counties. |
| May 2024 | Thunderstorm Wind | Headland | - | A tree was blown down across Holman Dr. |
| September 2024 | Flash Flood | Headland | - | Flash flooding was reported across Headland with road closures and over 9 inches of rain in a 5 hour period. |
| September 2024 | Flash Flood | Headland | - | The public reported that County Road 22 was underwater. |
| September 2024 | Flash Flood | Headland | - | The public reported that Boynton Street was closed due to flooding. |
| March 2024 | Flash Flood | Headland | - | Flooding was reported in a neighborhood in Headland with water surrounding houses. |
| April 2022 | Thunderstorm Wind | Headland | - | A tree was blown down onto Solomon Road. |
| May 2022 | Thunderstorm Wind | Headland | - | The public estimated wind gusts of 60 mph in Headland. |
| July 2018 | Thunderstorm Wind | Headland | - | Two trees were blown down along County Road 55. |
| May 2012 | Hail | Headland | - | A picture was posted on facebook of hail estimated at quarter size near Headland. |
| June 2008 | Funnel Cloud | Headland | - | A funnel cloud was sighted just west of U.S. Highway 431. |
| September 2008 | Thunderstorm Wind | Headland | - | A few trees were blown down in Headland. |
| December 2005 | Hail | Headland | - | The Headland Fire Department reported golf ball size hail. |
| May 2004 | Funnel Cloud | Headland | - | A funnel cloud was reported by the public. |
| May 2002 | Hail | Headland | - | Dime size hail reported by the Henry County Sheriff. |