| Year | Category | Winners and nominees | Developer/Publisher |
|---|
| 1997[1] | CD-ROM
Educational – Children | 101 Dalmatians Storybook | Disney Interactive |
| | |
| Living Books: Sheila Rae, The Brave | Wanderful interactive storybooks |
| | Big Top Productions / Fox Interactive |
| Snoopy's Campfire Stories | Virgin Sound & Vision |
CD-ROM
Entertainment | Cinemania 97 | Microsoft |
| Encarta 97 – Encyclopedia Deluxe | |
| Eyewitness Encyclopedia of Space and the Universe | DK |
| Inside Independence Day | Fox Interactive |
| Leonardo da Vinci | Coris Publishing |
CD-ROM
Game | Monty Python & the Quest for the Holy Grail | 7th Level / Panasonic |
| Descent II | Parallax Software / Interplay Productions |
| Goosebumps | DreamWorks Interactive |
| Quake | id Software / GT Interactive |
| | Cyberlore Studios / Blizzard Entertainment |
| 1998[2] | CD-ROM
Entertainment | Blade Runner | Westwood Studios / Virgin Interactive |
| Hercules | Eurocom / Disney Interactive Software |
| 1999[3] | CD-ROM
Entertainment | Big Brother | Media X |
| Baldur's Gate | BioWare / Black Isle Studios, Interplay Entertainment |
| Heretic II | Raven Software, Loki Software, Hyperion Entertainment / Activision |
| Rainbow Six | Ubisoft, Red Storm Entertainment / Ubisoft |
| Unreal | Epic MegaGames, Digital Extremes, Legend Entertainment / GT Interactive |
| 2000[4] | CD-ROM
Game | NBA Pro Basketball | Konami |
,, and Duke Nukem 3D
For the Duke Nukem series. | 3D Realms / GT Interactive |
| MechWarrior 3 | Zipper Interactive / MicroProse |
| | LucasArts / LucasArts |
| | id Software / GT Interactive |
CD-ROM
Industry | Interact Media Solution | |
| Final Draft 5.0 | Final Draft |
| Quicken 2000 | Quicken |
| Final Cut Pro | Apple |
| 2001[5] | Computer
Educational | Family Tree Maker 8.0 Deluxe | Ancestry.com |
| Acid DJ 2.0 | |
| Barbie Magic Genie Bottle | Vicarious Visions / Mattel Interactive |
| | Her Interactive / DreamCatcher |
Computer
Software | Adobe Photoshop 6.0 | Adobe Systems |
| | Planet Moon Studios / Interplay Entertainment |
| Mechanical Warrior IV | FASA Interactive / Microsoft |
| The Sims | Maxis / Electronic Arts |
| | Core Design / Eidos Interactive |
| Video Game | Perfect Dark | Rare / Rare, Nintendo' |
| FIFA 2001 Major League Soccer | EA Sports / Electronic Arts |
| Final Fantasy IX | Square / Square Enix |
| 007: The World Is Not Enough | Eurocom / Electronic Arts |
| Quake II | id Software / Activision |
| 2002[6] | Video Game | Final Fantasy VIII | Square |
| | Westwood Pacific / Electronic Arts |
Myst,, and
For the Myst series. | Cyan Worlds, Presto Studios / Broderbund, Red Orb Entertainment, Ubisoft |
| Tony Hawk's Pro Skater 2 | Neversoft / Activision |
| | id Software / Activision |
Computer
Software | Final Cut Pro 2.0 | Apple |
| Avid Xpress DV | Avid |
| Premiere 6.0 | Adobe Systems |
| Macromedia Flash 5.0 | Macromedia |
| Final Draft 5.0 | Final Draft | |
