Abandonware DOS title

Games similar to board games or based on a tabletop game

Classic board games like Backgammon, Othello, Checkers were an inspiration to the first wave of developers for their simplicity and appeal. In time, modern board games like Diplomacy, Risk, Monopoly or Scrabble were also adapted in a number of games. And let's not forget the strategy games NOT based on actual tabletop games which gameplay is clearly inspired by board games (like the excellent Archon).
monopoly-04

Monopoly

DOS19853.9/5
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Monopoly

DOS19854.1/5
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Monopoly Deluxe

DOSWindows 3.x19924/5 Parker Brothers
Monopoly Deluxe is an abandoned turn-based top-down Monopoly adaptation  of the classic board game, developed by Parker Brothers and released by Virgin Interactive in 1992. Monopoly Deluxe was published for DOS, Windows 3.1, and Macintosh.
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Moraff's Morejongg

Windows XP/98/9519923.7/5 Moraffware
nuclearwar-1

Nuclear War

DOS19894/5 New World Computing
Nuclear War is an abandoned turn-based strategy game designed by Eric Hyman and Jon Van Caneghem. Nuclear War was developed and released by New World Computing in 1989 for Amiga and, later, for DOS, and it's loosely based on a card game of the same name. Nuclear War took a satirical approach to the grim possibility of a global nuclear war and succe...
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Ogre

DOS19864.2/5 Origin Systems
oligopoly-1

Oligopoly

DOS19873.4/5 Pc design associates
Oligopoly is an abandoned turn-based strategy game designed by James Kerwin, developed by PC Design Associates and released by XOR Corporation in 1987 for DOS.
othello-03

Othello

DOS19864.1/5
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Pictionary: The Game of Quick Draw

DOS19893/5 Oxford Mobius
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Redhook's Revenge

DOS19933.3/5 ImagiSoft
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Renegade Legion Interceptor

DOS1990protected4.2/5 SSI Strategic Simulations Inc.
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Risk

Windows 3.x19913.8/5 Azeroth
risk-3

Risk: the World Conquest Game

DOS19893.8/5 Mastertronic
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Robot Rascals

DOS19873.8/5 Ozark Softscape
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Scrabble

DOS19893.6/5
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Scrabble

DOS19923.4/5 U.S. Gold
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Settlers of Catan

DOS19984.1/5
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Shanghai II: Dragon's Eye

Windows 3.xMac OS19903/5 Activision
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Space 1889

DOS19903.9/5 Paragon Software
Space 1889 is an abandoned top down RPG developed by Paragon Software and released in 1990 for DOS, Atari ST and Amiga. Space 1889 setting is classic science fiction, but is set in the Victorian. It's worth noting that Space 1889 is loosely based on the tabletop game of the same name.
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Space Hulk

DOS19934.3/5 Electronic Arts
Space Hulk is an abandoned real-time tactical strategy game set in the Warhammer  40000 universe, developed and released by Electronic Arts in 1993 for DOS and Amiga systems. In Space Hulk, the player is tasked with wiping out hordes of aliens by the means of a squad of Space Marines armored and armed to the teeth. Space Hulk is the adaptation...
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Star Saga: One - Beyond the Boundary

DOS19873.6/5 Masterplay Publishing Corporation
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Star Saga: Two - The Clathran Menace

DOS19893.9/5 Masterplay Publishing Corporation
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Stratego

DOS19903.5/5 Accolade
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Super Battleship

DOS19883.3/5
ballgame-1

The Ball Game

DOS19913.9/5 Esprit Software Programs
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The computer edition of Scrabble

DOS19893.2/5 Leisure Genius
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Theatre of War

DOS1992protected3.3/5 Artech Studios
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Trivial Pursuit

DOS19893.4/5
Trivial Pursuit is a popular trivia board game that was adapted into a computer game for various platforms, including DOS. In the game, players answer trivia questions from various categories in order to collect pie pieces that correspond to those categories. The goal is to collect all the pie pieces and complete a full pie before your opponents.
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Trivial Pursuit Deluxe

DOS19923.8/5 Oxford Digital Enterprises