Battle of Kilimanjaro The Battle of Kilimanjaro at Longido took place in German East Africa in November 1914 and was an early skirmish during the East African Campaign of the First World War . Background . The British conquest of German East Africa was planned as a two - pronged invasion of the German colony , at ( 1 ) the port town of Tanga and ( 2 ) the settlement Longido on the slopes of Mount Kilimanjaro . The plan was designed at a Mombasa staff conference with Major General A . E . Aitken in overall command . The first and largest prong was to be the capture of Tanga with the British Indian Expeditionary Force " B " of some 8 , 000 men in two brigades . The second prong would be an attack on the German defenses at Longido in the north around Kilimanjaro , then swing south and seize Neu Moshi , the western terminus of the Usambara or Northern Railroad . " The objective for the capture of Longido was to squeeze the German Schutztruppe in the upper end of a two - hundred - mile pincer . " The region was a major German settlement area with established plantations of sisal , coffee and other cash crops at the northern edge of the Usambara highlands . Since small German raiding parties had already begun to ambush British detachments and attack the Uganda Railway , the destruction of German forces in the area bordering British East Africa was a key objective of the British plan of operation . “ The strategy was faultless on paper . ” By late October 1914 the British Indian Expeditionary Force " C " gathered with 4 , 000 men near the border of British and German East Africa , commanded by Brigadier General J . M . Stewart . The brigade included colonial volunteers who called themselves East Africa Mounted Rifles . Flawed intelligence reports estimated the German military presence in the region at 200 men ; however , there were 600 askari s in three companies plus the colonial volunteers of 8th " Schützenkompagnie " [ rifle company ] of 86 young Germans on horseback . Battle . On 3 November 1914 some 1 , 500 Punjabis of the British force came up the slope at night near Longido and , at daylight in the morning fog were caught in the crossfire of a strong German defensive position . The large force of Indian infantry fought well when counterattacked , however , during the day the British attackers made no headway , but suffered substantial casualties . By mid - morning , a mounted patrol of the 8th Rifle Company ambushed a British supply column ; roughly 100 mules carrying water for the troops were stampeded away by the German horsemen . Some of the carriers in the column panicked and dropped their loads leaving food , ammunition and equipment behind . The British officers with their now widely scattered troops waited until darkness , determined their situation to be untenable , pulled out and down the mountain and marched back to British East Africa having accomplished nothing . This defeat of the invaders by a force less than half their size cooled the enthusiasm for war especially among the British colonial volunteers . Aftermath . The northern prong attack at Longido had been intended as little more than a diversion . " The main effort was [ the ] ambitious amphibian assault on the port of Tanga " that commenced on 2 November 1914 . With the northern prong accounted for , the askari companies were shuttled by rail to Tanga to assist in opposing the southern prong .