I have a PC for classic gaming
2x Intel Pentium III 800MHZ Slot 1
3dfx Voodoo 5 5500 AGP 64MB
Soundblaster AWE64 Value + 32MB EDO SIMMCONN Addon
Roland Soundcanvas SC-88 Pro MK2 + Music Quest ISA MIDI MPU401
256MB PC133 SDRAM
Windows ME Custom
Windows 2000 SP4 R1
2x Compact Flash 32GB CF-EIDE
2x SCSI 36GB 80Pin HDD Maxtor
Asus P2B-DS Motherboard Beta Bios for newer IDE 20GB+ drives
USB2.0 PCI NEC

And i would like to run them on that other than my Win8.1 gaming PC :) PLEEEEEEEEEEEEEEEAAAAAAAAAAAAASSSSSSSSSSSSSEEEEEEEEEEEEEEEEEE

For the dos games (those set up to use DOSBox from GOG) just copy the files over to them.
For the windows game of that period, most should work if you copy the files over, though a few may also require registry entries. Let me see if I can dig up a thread where the process of installing to a time machine was discussed.

Edit: Getting GOG.com DOS games to run on a MS-DOS Time-machine - YT Video guides, courtesy of Mau1wurf1977

Some do work and some have custom DirectX addons! And DOS Games like Wing Commander III Is DOSBOX only! So i have gone back to buying the games on Ebay so they work on both my classic rig and new pc! :)