There are a number of tools available to help with installation, especially of Win95. How automated you can make things is largely a function of 91) how 'standard' your systems are, and (2) how much control of your install you need.
If you need to create multiple Win95 installations on essentially identical platforms, the easiest thing would be to do a full install of Win95 to a 'template' system, and then blow an exact image of that drive to a network drive as a file. There are commerical utilities such as Ghost and similar shareware utilities such as HDCP that will take an image of a bootable partition, shoot it to a large network file, and then reverse the process - boot from a standard floppy, connect to your network with a fresh hard drive, and blow the image back out to the new drive, complete with partition table and bootable system! There are licensing issues involved (obviously), and the systems need to be essentially the same, so that the same drivers work on all systems. I've used this at a couple of clients where they produce essentially hundreds of identical base systems to send out to clients - we make a template system for standalone and network configurations, complete with operating systems and applications, and then use Ghost to set up the drive in preparation to shipping them out to client sites, where final configuration details such as machine name, user logins and the like can be added. Install once correctly, and then each essentially identical system can be sent out without the tedium of reinstalling the OS and apps.
NT is a bit more difficult, especially in NT Server environments where machine names must be negotiated during the setup process with the domain controller. NT installation can only proceed to a certain point, and then the system needs to be connected to the appropriate network and installation completed after that. But the initial long and boring phase of loading up NT can be reduced to the minimum of boot from a floppy to DOS and run Ghost, which then loads up the drive with the partial NT installation.
In addition, Win95 can be scripted using the Win95 administration toolkit. It's free from Microsoft (you can d/l it from their web site) and they will supply it to you on CD for a nominal charge. The scripting, which uses the Admin toolkit to create standard network installs that can prompt for certain information during the network install, works pretty well. Coupled with the Zero Admin Toolkit (also available from MS's web site), a great deal of control over the Win95 install can be achieved, including customized profiles for the station, with very limited insteraction during installs. The Zero Admin Toolkit also works with NT installs, although I haven't personally used it to do so (I remeber seeing an article in MCP's Windows newsletter sometime late spring/early summer of last year on Zero Admin and NT.)
I'd start at Microsoft's Web site; there's support available for small to large business entities starting from
http://www.microsoft.com/supportEd