Al-Harra is situated at the southeastern foot of Tell al-Harra. Both sites receive their name from the Ghassanid king al-Harith ibn Jabalah; Ḥāra is a mutilated form of Ḥārith. The hill had been known in the time of the Ghassanids as "Harith al-Jawlan". According to Irfan Shahid, ruins found in al-Harra could support the view that the town dates back to the Ghassanid era.
In 1596 al-Harra appeared in the Ottoman tax registers under the name of Han, situated in the nahiya of Jaydur in the Hauran Sanjak. It had an entirely Muslim population of 50 households and 25 bachelors. They paid a fixed tax-rate of 25% on agricultural products, including wheat, barley, summer crops, goats and bee-hives; in addition to occasional revenues. Their total tax was 36,638 akçe, with half of it going to a waqf. In 1897 Gottlieb Schumacher visited al-Harra and reported that except for two small Damascus-born Arab Christian families, the town's population of 500 was entirely Muslim. The inhabitants were fellahin originally from the nearby towns of Jasim and Zimrin who settled among the nomadic Bedouins of the area. Many of the latter continued to graze their fields in al-Harra. The 126 residences in the village consisted mostly of stone-built huts. The village itself was built around the eastern section of a small volcanic crater in the southeastern base of the Tell al-Harra) elevation. At the time, the property of al-Harra was owned by Selim Freige of Beirut and its farmland was administered by Yusuf Effendi Mansur Hatim on Freige's behalf. The PEF found ancient building stones resembling other Byzantine-era artifacts in the Hauran region just outside the town's congregational mosque and used in the local store.
On 10 August 2013, the Syrian Army seized the town, formerly under opposition control. They freed prisoners held by the Free Syrian Army and captured weapons and munitions, following their victory. The army reportedly found an almost empty village upon their arrival, since the vast majority of the residents had left their houses due to the ongoing military operations. Al-Harra was captured by Syrian rebels during the Daraa offensive in October 2014. They also captured Tell al-Harra, the hill adjacent to the town and the site of the Center C, a joint Syrian–Russian signals intelligence listening post. On 16 July 2018, the Syrian Army captured the town.