The Most Infuriating Bosses of Hollow Knight’s Playthrough

As we eagerly await the release of Silksong within this year, I find myself drawn back to the captivating world of Hollow Knight. Reexperiencing its magic serves as an enlightening journey, deepening my appreciation for why this masterpiece has garnered such a devoted following that it’s now eagerly awaiting a highly anticipated sequel.

Among its numerous excellent features, what particularly attracted many players is the engaging boss battles. These battles were meticulously designed by Team Cherry, offering a variety and level of difficulty that pushes your skills to the limit. However, it’s worth noting that some battles are significantly tougher than others.

These bosses in “Hollow Knight” are often referred to as the most challenging, due to the amount of knowledge, adjustments, and quick responses they demand from players. This complexity has left some gamers feeling aggravated or frustrated. Among these formidable foes, a chosen few stand out.

1. Grey Prince Zote

The character Zote, on his own, provides nothing more than being a frustrating Non-Player Character with undeniably amusing banter. However, it’s his Grey Prince variation that truly turns him into an aggravating adversary. Initially, his attacks are straightforward, consisting of reckless movements and summoning reinforcements to attack the player.

Over time, Grey Prince Zote proves increasingly challenging due to his erratic leadership style and unconventional tactics that can create powerful ripples across vast expanses. As a recurring boss battle, he grows stronger each time you defeat him, making him more formidable with every encounter. Don’t underestimate this character; overcoming him will require significant determination and perhaps some frustration.

2. Grimm

In Grimm’s initial battle, players often find it one of the most challenging and agonizing boss fights due to the presence of a Nightmare King variant. What makes him particularly frustrating is his instant teleportation ability, which makes it difficult to predict where he will reappear next, potentially catching the player off guard with his rapid attacks.

However, his Cloak Spikes attack is the one most capable of ending lives, as it blankets the entire battlefield and demands precision in evasion. Many are bound to perish multiple times before mastering the timings, but until then, it’s certain to feel like a grueling ordeal.

3. Radiance

As a devoted fan, let me share my frustration: One major factor that makes this boss such an infuriating challenge is the way it incorporates the intricate platforming mechanics from Hollow Knight into its battle system. Mastering the precise timing required for double jumps and pogoing is already taxing in the game’s platformer segments, but when it comes to dodging attacks in this boss fight, it feels almost impossible. This combination of agility-demanding mechanics makes for one heck of a rage-inducing experience!

In addition, the concluding part requires a vertical climb involving multiple jumping points, with a lethal beam posing constant danger. To achieve the game’s optimal outcome, one must endure this challenging ordeal, which may seem unjust and frustrating at times.

4. God Tamer

The God Tamer boss could be perceived as Team Cherry meting out tough challenges to players who have managed to beat the odds, not due to the fight itself but because of the hurdles that must be surmounted to reach it. To engage this boss, one needs to conquer the Trial of the Fool, the most difficult test in Hollow Knight‘s colosseum.

As I journey through this epic game, I’ve found myself battling 17 progressively tougher foes before I can engage in a showdown with the enigmatic God Tamer. Though not the toughest opponent I’ve faced, these earlier challenges can leave me drained and error-prone, increasing my chances of making a misstep that could lead to my downfall. And if that should occur, it means beginning anew from square one, which makes the God Tamer the most frustratingly challenging boss encounter I’ve experienced yet.

Even challenging games provide some of the most memorable experiences, and the toughest bosses in Hollow Knight certainly deliver on this, particularly those that drive you up the wall. Defeating them represents a significant test of your abilities, and the sense of accomplishment derived from doing so is unique, making them worth tackling despite their maddening nature.

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2025-07-24 16:13