a tattooed man in a black shirt taking a deep breath

Challenging Games That Still Hold Up Today

This article may include affiliate links that earn us a small commission at no extra cost to you.

hallenging games can be frustrating, but the best ones make every win feel earned. The four games below are difficult for different reasons, from puzzle-like boss fights to fast platforming.

Not Every Hard Game Tests the Same Skill

A difficult game can test reaction time, planning, pattern reading, or patience. Knowing which kind of challenge you enjoy can help you choose where to start.

GameMain challengeBest for
Shadow of the ColossusPuzzle-like boss fightsGamers who like scale and strategy
Dark Souls RemasteredCombat timing and survivalGamers who like boss fights and builds
CupheadPattern memory and dodgingGamers who like fast boss battles
Super Meat BoyPrecision platformingGamers who like quick retries

Shadow of the Colossus takes a slower, more thoughtful approach to difficulty. Rather than constant combat with small enemies, the game focuses on finding and defeating massive colossi.

You play as Wander, who enters a forbidden land to revive Mono. Each colossus is a moving puzzle: you must watch how it moves, find a weak point, climb onto it, and manage your stamina while it tries to shake you off.

The PS4 remake launched in 2018, and PlayStation lists it as playable on PS5, though some PS4 features may not carry over fully.

Choose Shadow of the Colossus if you want quiet exploration and giant boss puzzles.

Dark Souls Remastered is hard because mistakes matter. Weapons, shields, spells, and armor all change how the game feels.

A slow sword may hit harder but leave you open. A lighter build may dodge better, but one bad hit can ruin your run. Learning enemy moves, controlling stamina, and staying patient are all part of the challenge.

Dark Souls Remastered released in 2018 for PS4, Xbox One, PC, and Nintendo Switch, bringing the original game to newer hardware.

Choose it if you want deep combat and hard-earned progress.

Cuphead looks friendly at first, but its bosses can throw several attacks at you at once. The challenge comes from learning patterns and knowing when to jump, duck, parry, shoot, and move.

Most fights feel impossible at first, then start to make sense as you learn their patterns.

Studio MDHR first released Cuphead on September 29, 2017 for Xbox One, Windows 10, and Steam. The game later reached more platforms, and the official site now lists it across Xbox One, Nintendo Switch, PlayStation 4, Steam, and GOG.

Choose Cuphead if you want fast, strict boss fights built around pattern memory.

Super Meat Boy is built around failure, with short levels, fast retries, and tight controls.

You will miss jumps and hit saw blades, but the quick restart makes it easy to try again. Steam lists Super Meat Boy as a Team Meat game released on November 30, 2010.

Choose it if you want quick retries and sharp platforming instead of long boss fights.

🧭 Which Tough Game Should You Try First?

  • 🏛️ Pick Shadow of the Colossus for quiet exploration and giant boss puzzles.
  • 🔥 Pick Dark Souls Remastered for deep combat and hard-earned progress.
  • ☕ Pick Cuphead for fast boss fights and pattern memory.
  • 🩸 Pick Super Meat Boy for quick retries and precision platforming.

For the most balanced test, start with Dark Souls Remastered. For shorter sessions, try Super Meat Boy or Cuphead.

Which of these games would you take on first?

Was this post helpful?

Rate this post

This post missed the mark?

Help us improve.

Tell us what could make this post better.

Join the Conversation

Discover more from Eventide Gaming

Subscribe now to keep reading and get access to the full archive.

Continue reading