4 Games with a historical setting like The Darkest Files that you should try

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Ranking compiled by Lluis Enric Mayans, Founder & Head of ContentUpdated May 19, 2026How this is calculatedOrdered by an attribute-similarity model, not editorial opinion.

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We filtered the 28 games similar to The Darkest Files down to the 4 that fit the “Historical” category. Loom, The Sims Medieval and AaAaAA!!! - A Reckless Disregard for Gravity top the list, ranked by affinity and similarity score to The Darkest Files.

iRank89/ 100

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GenreSimulationSubgenreJob Sim

The best games with a historical setting like The Darkest Files

4 similar games foundUpdated May 2026

Handpicked by our similarity algorithm, these are the titles with the highest gameplay match to The Darkest Files. Each one has been evaluated across 10 real attributes — from combat style and progression mechanics to world structure and visual perspective — so every recommendation is based on how the game actually plays, not just its genre label.

#1LoomClosest overall match

iRank89

GenreSimulationSubgenreJob Sim

SoloNarrativeHistoricalMagicFantasy

Steam👍 89%· 699

Year 1990Dev Lucasfilm GamesOn Linux · PC · Mac

✓ Like The Darkest Files, it's known for deep simulation, adventure storytelling and puzzle design

≠ Its own twist: combat magic, fantasy world and visual third person, while skipping dark, oppressive atmosphere

Where it drifts furthest from The Darkest Files: visuals.

On reception: its Steam reviews are very positive, against overwhelmingly positive for The Darkest Files.

It predates The Darkest Files by 35 years, with what that implies technically.

Genre100Game mode100Setting77Tone75Visuals0

GenreSimulationSubgenreJob Sim

SoloHistoricalFantasyMedievalIsometric

IGDB75· 3

Year 2011Dev The Sims Studio · Electronic ArtsOn PC · Mac

✓ Shared with The Darkest Files: deep simulation, adventure storytelling and historical setting

≠ Its own twist: fantasy world, setting medieval and visual isometric, while skipping puzzle design

Where it drifts furthest from The Darkest Files: visuals.

It predates The Darkest Files by 14 years, with what that implies technically.

Genre100Game mode100Setting64Visuals0

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#3AaAaAA!!! - A Reckless Disregard for GravityClosest on visuals

iRank76

GenreSimulationSubgenreJob Sim

SoloHistoricalFirst PersonMeleeFantasy

Steam👍 84%· 752RAWG👍 48%· 42MC81IGDB90· 1

Year 2009Dev Dejobaan GamesPlaytime ~1hOn PC

✓ Like The Darkest Files, it's known for deep simulation, historical setting and single-player focus

≠ Where it differs: brings sports simulation, melee combat and fantasy world, while skipping adventure storytelling

Looking for the Oculus Rift version? Wan't to BASE jump on Mac or Linux? Pick up Aaaaa! for the Awesome. BASE jump through a floating city, creating your own stunts to delight your fans.

On reception: its Steam reviews are very positive, against overwhelmingly positive for The Darkest Files.

It predates The Darkest Files by 16 years, with what that implies technically.

Genre100Game mode100Visuals68Setting57

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Steam

#4Port Royale 2Closest on setting

iRank74

GenreSimulationSubgenreJob Sim

SoloHistoricalManagementIsometricsocial-trading

Steam👍 71%· 688RAWG👍 78%· 23MC75

Year 2004Dev ASCARON Entertainment · Strategy FirstPlaytime ~1hOn PC

✓ If you enjoyed The Darkest Files, expect deep simulation, historical setting and single-player focus

≠ Its own twist: resource management, visual isometric and social trading, while skipping adventure storytelling

The Caribbean in the 17th Century - Trade with over 60 towns, create your own production facilities, expand your trading empire and influence the development of the New World. As pirates and military fleets threaten your trade convoys, you'll need escort ships.

Where it drifts furthest from The Darkest Files: visuals.

On reception: its Steam reviews are mostly positive, against overwhelmingly positive for The Darkest Files.

It predates The Darkest Files by 21 years, with what that implies technically.

Genre100Game mode100Setting100Visuals0

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Steam GOG

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