A hill to die on: why the Allies almost failed in the battle of Monte Cassino in WW2
In early 1944, the Allied advance in Italy was brought to a halt at a rocky outcrop called Monte Cassino. And at the heart of the bloodbath that followed, writes James Holland, was flawed leadership

For the men of the US 34th ‘Red Bulls’ Infantry Division, just getting up onto the Monte Cassino massif was an achievement. To reach this rocky outcrop, in late January 1944 those troops had crossed a two-mile-wide flooded valley, an area laced with enemy mines and overlooked by German troops in the mountains above.
The weather was cold, wet and miserable, and the Americans’ route had taken them across a badly smashed causeway that offered an easy target for enemy artillery. Those troops had then traversed the bed of the Rapido river, which was impossible for tanks to cross, and clambered up into the hills and gulleys that comprise the lower reaches of the towering massif. Finally, they had slipped and scrambled their way up onto two of the ridges that cross Monte Cassino.
By 6 February, the Second Battalion of the 135th Infantry, one of the three regiments of the Red Bulls, was within a stone’s throw of Point 593, the rocky outcrop at the end of one of these long ridges dubbed ‘Snakeshead Ridge’ by the Americans. The Germans launched a frenzied assault to displace them, only for the Red Bulls to counter-attack.
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Bayonets fixed, shooting from the hip, they moved from rock to rock, picking their way through the increasingly loose and stony terrain along the narrow ridge. Bullets were zipping and pinging all around, mortars and grenades were exploding, and shrapnel and lethal shards of razor-sharp rock were fizzing through the air.
“There was a lot of screaming and cursing,” recalled 23-year-old Sergeant Ralph Schaps from Minnesota. “We were not going to let the goddam krauts push us off the hill.” So close was the fighting that a rifle butt smashed into Schaps’ jaw but, somehow, he survived.

The Red Bulls prevailed, though Point 593 itself remained tantalisingly in enemy hands. Schaps found an abandoned bottle of brandy, which he swilled around his mouth. After spitting out some blood and fragments of teeth, he took a couple more swigs and started to feel better.
Spitting out blood and fragments of teeth, the US sergeant took a couple more swigs of brandy
A costly campaign
The Americans were now looking down over the far side of the Monte Cassino massif, directly onto the Liri Valley and, more importantly, onto Highway 6, the ancient Via Casilina – the main road north. If they could reach it, the entire German Gustav Line – the system of defences constructed across Italy from the mouth of the Garigliano river on the Tyrrhenian Sea to the mouth of the Sangro on the Adriatic, south-east of Pescara – would be unlocked and the route to Rome, around 75 miles to the north-west as the crow flies, laid wide open.
All of which raises the question: if things were going so well at this point, why did the battle result in such a waste of lives, with the Allies suffering at least 55,000 casualties?
It can be partly explained by difficult terrain and awful weather conditions; heavy rain fell almost continuously through much of the previous winter. Yet, though this was clearly a terrible place and time to fight, there were sound reasons to do so – and, were it not for lamentable failures of leadership, casualties might have been far fewer.
The Allied invasion of mainland Italy in September 1943 had four key aims: to ensure that Italy was knocked out of the war for good; to draw German troops away from the eastern front and soon-to-be-opened western fronts; to capture Rome; and, perhaps most importantly, to take control of the airfield complex around Foggia, in Puglia near the spur on Italy’s heel, from where heavy bombers could further tighten the noose around Nazi Germany by bombing the southern Reich.
Three of these four aims had been achieved swiftly after the initial landings at Salerno, south-east of Naples, on 9 September. However, by early 1944 Rome still eluded the Allies. In addition, having captured Foggia in September 1943, they needed to ensure that it wasn’t retaken by the Germans, who had more divisions in Italy than the Allies did.
Establishing a buffer of at least 50 miles north of Rome was, therefore, a priority. That’s why, in early 1944, the Allies were desperately trying to break through mountain defences to clear a route to the capital.
By the time the Red Bulls approached Point 593, the German forces had already suffered a battering at the hands of a polyglot international force led by General Mark Clark, commander of the US Fifth Army. The ferocity of the onslaught had so depleted the troops of the German 44th Hoch und Deutschmeister Division, which was defending the Monte Cassino massif, that its numbers were down to about 800 men from a full-strength complement of 15,000.
That high level of casualties explains why, all things considered and despite the privations their troops had endured, the Americans had enjoyed a comparatively easy time getting up onto the massif.
Spitting out some blood and fragments of teeth, the US sergeant took a couple more swigs and started to feel better
Though they’d mounted a highly effective defence up to that point, almost every senior German commander in Italy now believed that the time had come to pull back. In the north of the country, mountains stretched almost continuously across the peninsula between Pisa and Rimini, forming a natural barrier. Defences were already being built along this new front, where supply lines were shorter and positions easier to maintain.With German forces in retreat on the eastern front, and with an Allied assault imminent west of the Reich, it made sense to cut losses and withdraw to this defensive line far north of Rome.
The führer’s folly
Hitler, though, refused to cede ground – and his supremo in Italy, Field Marshal Albert Kesselring, was determined to do the führer’s bidding.

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The result was an appalling misuse of infantry divisions: units were pulled apart, sent hither and thither, filling holes and gaps, and being butchered as a result. The replacements that arrived were largely older men and teenagers with little training.
So worried was General der Panzertruppe Fridolin von Senger und Etterlin, the German XIV Corps commander, that he decided to risk the wrath of Kesselring and Hitler, and made one more personal appeal to withdraw. “This proposal,” von Senger noted tersely in his diary, “was not approved.” By doggedly defending the Gustav Line, Kesselring was committing his troops to ever more sacrifice – and for no tangible long-term benefit.
Whatever the shortcomings of the overall German approach, the situation at Monte Cassino was being bolstered. Reinforcements were hurriedly sent forward, including the 90 Panzergrenadier Division and First Fallschirmjäger (Airborne) Division. Sent to take command was General Ernst-Günther Baade, a highly intelligent, experienced and skilful leader.
Baade immediately organised the defence of Monte Cassino far more effectively. He created two linked rings of defence, rather like a figure of eight, with Point 593 where the two circles met. This meant that, should it be overrun, heavy fire could be directed on the attackers from each side, allowing the defenders to quickly retake it.
Manning machine guns and mortars effectively required some skill and training, but the key was to avoid giving up ground and to keep firing. The newly arrived Fallschirmjäger, though hideously understrength, were ideally placed to do this, with enough experienced warriors to ensure that the under-trained teenage replacements could provide stout defence.
Among those now defending Point 593 were Major Rudolf Kratzert and his Third Battalion of the Third Fallschirmjäger Regiment, which reached Monte Cassino with just 236 troops rather than the 1,000 he should have been commanding. (It was one of his men who walloped Ralph Schaps.) Time and again, the Red Bulls tried to take Point 593 and the parallel Phantom Ridge and Colle d’Angelo. Every time, they were pushed back.
Down in the valley, US commanders reckoned that one more push would do it – but they had no idea of Baade’s defensive system, and could not see how these narrow ridgelines were canalising the attackers. Rather than attacking on a broad front and overwhelming the enemy, the Americans were forced to inch forward companies of 100 or fewer men across bare rock, while being mown down by mortars, grenades and machine guns.
The Red Bulls were rapidly running out of steam. So General Sir Harold Alexander, the Allied Army Group Commander, created the New Zealand Corps comprising men from the New Zealand Second Division, Fourth Indian Division and British 78th Division.
Leading that new force was New Zealand Lieutenant-General Sir Bernard Freyberg VC, the most senior divisional commander, who had already briefly led a corps in Tunisia. He’d won his Victoria Cross on the western front during the First World War, but he was no great intellect – and, compounding this deficiency, he’d been given no corps staff.
Political sensitivities
As General Clark quickly discovered, Freyberg had been horribly over-promoted. Yet the Fifth Army commander’s hands were tied because of political sensitivities. The New Zealanders represented a British dominion, and were punching significantly above their weight in the war. There were also morale problems.
Some 6,000 Kiwi veterans of the North Africa campaign had been sent home on furlough – only to discover that large numbers of their compatriots had avoided the draft. Most of these experienced soldiers refused to return for a second stint until those exempted had done their first. News of this mutiny spread to New Zealanders in Italy, and Clark had been warned to tread carefully.
Freyberg’s shortcoming shouldn’t have been an issue, because commanding the Fourth Indian Division was the extremely able Major-General Francis Tuker, a soldier who could provide the strategic thinking that Freyberg lacked. Having arrived at the front ahead of Freyberg, Tuker soon realised that the only rational option was to abandon the Monte Cassino massif and to instead attack farther north.
American troops inched forward across bare rock, mown down by mortars, grenades and machine guns
There the ground was higher but wider and less scored with gulleys, fissures and narrow ridges. It was also significantly less well defended. Tuker additionally suggested mounting a crossing of the Rapido where the Texans had earlier attempted, but this time with properly planned fire support (which the Texans had, inexplicably, not used).
Freyberg readily supported these suggestions – then disaster struck: Tuker was hit by a crippling bout of rheumatoid arthritis, and had to be taken to hospital. Left without Tuker’s strategic vision, the easily swayed Freyberg was influenced by the views of the US II Corps commander General Geoffrey Keyes and General Charles ‘Doc’ Ryder, commanding the Red Bulls, who both questioned Tuker’s plans.
Neither had been on the mountain, and were unaware of the situation on the ground. Freyberg was persuaded to continue the assault on the Monte Cassino massif. When Tuker learned of this change of tack, he forced himself from his hospital bed to plead with Freyberg – but found the New Zealander deaf to his arguments.
Tuker pointed out the problems of troops attacking along narrow ridges, and suggested that the only way to break the German defences was with an overwhelming bombardment of the entire massif using high-capacity 2,000lb and 4,000lb ‘bunker buster’ bombs. Among other things, this would be necessary to destroy the tall, thick stone walls of the ancient Benedictine abbey perched at the end of the massif, which the Allies believed housed a German observation post.
“The 1,000lb bomb,” Tuker told Freyberg in a follow-up note, “would be next to useless to effect this.” Heavy four-engine bombers were needed, not fighter-bombers, and the bombing should be carefully co-ordinated with an immediate infantry attack to follow. “The essence of the bombardment,” Tuker added, “should be its obliterating weight, suddenness and duration and the immediate continuance of the bombing by artillery bombardment and infantry attack early in the night under the artillery bombardment.”
Fatal misunderstanding
Tuker’s intention had been to shock Freyberg into readopting his original plan. Instead, the New Zealander headed to Clark’s command post, where he demanded an air assault using single-prop ‘Kittybombers’ and 1,000- pounders to destroy the abbey.
How Freyberg could have so badly misunderstood Tuker’s suggestions is hard to fathom: the latter had followed up his personal visit, conducted in acute pain, with written instructions so that there was no chance of mistaking his very specific plans.
Clark was, understandably, opposed to destroying the abbey for what seemed to him to be no good reason. The way Freyberg presented it, there was no co-ordinated plan involving the infantry or the destruction of other German positions on the massif. Moreover, the historic site was originally founded in the sixth century, and the Allies aimed to portray themselves as liberators, not cultural vandals. Clark appealed to Alexander, who backed Freyberg. Had Freyberg been American, it’s clear, Clark would have kicked this plan into the long grass.
The bombing itself was a catastrophe. The Fourth Indian Division was delayed in getting onto the mountain, because so many of the surviving Red Bulls had to be carried back down, and because different ammunition had to be brought up. In addition, in Tuker’s absence his command had passed to Brigadier Dimoline, the division’s artillery commander, who had neither the experience nor the strength of character to impose himself.
Having finally ascended onto the massif, the Fifth Indian Brigade discovered that – despite being told otherwise – Point 593 was still in German hands, and hatched plans to capture it first in a preliminary assault on the night of 15 February. That morning, however, without any warning from Freyberg or anyone else, they learned that the bombers would arrive to unleash their loads at any moment.
In Tuker’s absence his command had passed to Brigadier Dimoline, the division’s artillery commander, who had neither the experience nor the strength of character to impose himself
There was to be no co-ordination between air and ground forces. The strategic air forces had a weather window and a gap in action elsewhere, so flew over quickly, dropping a handful of 1,000-pounders but mostly 500-pounders – far less powerful than the bombs that Tuker had insisted would be necessary.
True, the abbey was destroyed, leaving a shattered wreck of tumbling debris and killing hundreds of civilians sheltering there – though not, it seems, a single German. But when the First Royal Sussex tried to take Point 593 that night, they failed. So did a subsequent attack the following night and, with it, the chance of swiftly clearing Monte Cassino. The Germans held firm in their figure-of-eight positions, with the Fourth Indian Division, supported by the Texans on their right flank, holding the Allied half of the massif.
A subsequent German counter-attack in Italy – Operation Fischfang, launched on 16 February at Anzio on the coast between Cassino and Rome – was thwarted by the Allies. This only served to re-emphasise the challenges of launching a successful offensive in this inhospitable terrain during a savage winter.
Alexander thus decided to wait for better weather before the next push, and to bring both the Eighth Army – mainly on the Adriatic flank of Italy – and Fifth Army side by side, to hammer German supply lines with air power and then to strike along a broad front once he had built up overwhelming strength.
Alexander was, though, persuaded to make one more attempt on Monte Cassino and at capturing the town below. Rain fell solidly for more than three weeks, so the attack was not launched until 15 March. Freyberg was still in place – a situation that Clark, much to his frustration, was unable to change, such were Allied politics.
This time, Freyberg insisted on obliterating Cassino town with the same weight of bombs and shells Tuker had suggested for the mountain above. The town was destroyed but, instead of sending in overwhelming numbers of tanks and infantry immediately after, as Clark had instructed, a couple of battalions carefully inched into the town from one direction only.
Overnight, the Germans reinforced – and the chance to sweep through the town was lost. What followed was a brutal attritional battle amid the ruins. After this debacle, the New Zealand Corps was finally dissolved and Freyberg posted away from the immediate firing line.
With the arrival of spring, the ground hardened. Alexander was able to bring his two armies side by side and, with the advantages in men and materials he had always wanted, on the night of 11 May he launched Operation Diadem. Monte Cassino fell on 18 May to the Polish II Corps in what was their first battle. It was the Poles, after their initial assault had failed, who finally discovered the secret of the figure-of-eight defences.
Once Monte Cassino was taken, the entrance to the strategically vital Liri Valley – and the route to the capital – was secured, and the Allies pushed rapidly north. Rome fell on 4 June.
Diadem was a great Allied victory – an operation that showed what could be achieved when skies were cleared, the ground was dry, and commanders had time to plan and prepare properly. Yet it is the earlier setbacks, and especially the images of the shattered abbey and the utterly obliterated town below, that continue to define the campaign in Italy, rather than the enormity of the victory two days before D-Day. The tragedy is that these dark stains on the campaign were so very avoidable.
This article was first published in the January 2025 issue of BBC History Magazine
Authors
James Holland is a historian, writer and broadcaster. His latest book is 'Brothers in Arms: One Legendary Tank Regiment’s Bloody War from D-Day to VE-Day' (September 2021)