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This iteration of the Chessmaster series offers a strong chess opponent at 12 skill levels, catering for novices to grandmasters. Its many features include an opening library built around 71,000 moves and the ability to print out the move history.

To help novices there is a teach mode showing all legal moves, a hint move offering what the computer feels is a strong move, and the chance for the Chessmaster to analyse all previous moves in a game. Famous real-life game positions and pre-set challenges offer individual challenges.


The Chessmaster 2000 DOS Ah, the ever present bosskey, so popular in older games
The Chessmaster 2000 DOS The board with Hercules graphics
The Chessmaster 2000 DOS Opening moves
The Chessmaster 2000 DOS The main options menu.  Almost every submenu has as many choices

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Part of the Following Groups

User Reviews

My favorate of the Chessmaster series. Brian Hirt (10072) 4 Stars4 Stars4 Stars4 Stars4 Stars

Critic Reviews

Examiner May 02, 2012 5 out of 5 100
The Games Machine (UK) Oct, 1987 81 out of 100 81
The DOS Spirit Nov 02, 2008 4 out of 6 67
Computer Gaming World (CGW) Sep, 1986 Unscored Unscored


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  • Computer Gaming World
    • March 1988 (Issue #45) – Introduced into the Hall of Fame
    • November 1996 (15h anniversary issue) - #46 in the “150 Best Games of All Time” list
  • ST Format
    • May 1990 (Issue #10) - Included in the list "ST Format's 30 Kick-Ass Classics"

Brian Hirt (10072) added The Chessmaster 2000 (DOS) on Mar 01, 1999
Other platforms contributed by Kohler 86 (7965), Martin Smith (66801), Terok Nor (26691) and Multimedia Mike (19762)