How To Install Windows 95

By: noone on October 11, 2010

PDF Version for distribution available here.
Expertise Level Required: Beginner
Time Required: 45 minutes to 3 hours (depending on machine)

Installing Windows 95:

Windows 95 was one of the biggest changes to computer software back when it was released. Initially released in May 1995, it became one of the most sold pieces of software for its day and basically cemented Microsoft's name in the personal computing market. Most competitors eventually would fade away due to the fact that this OS and its later versions (Windows 98, Windows ME) came on every personal computer afterwards.


One of the following:

Physical machine: 486 or later recommended with floppy drive (required) and/or CD drive with at least 100-200 MB free disk space

Virtual Machine: Either VMWare Player or VirtualBox (VirtualBox recommended due to it being open source)


You'll need a copy of Windows 95 to actually perform this, either physical or disk images. If you're doing this in an emulator, I strongly suggest using disk images, one since you will need to boot the virtual machine using a boot disk image, plus modern computers don't come with floppy drives. If this is being performed on a physical machine, if you have a CD drive, I would suggest utilizing that if possible due to the time required to swap floppies every few minutes.

If using floppies, you won't be using all the floppies, however it's still quite tedious to swap those every so often.

If using disk images, I suggest you try to find a copy of OSR 2.1, which will show up on various sites as Windows 95 B (4.03.1212. OSR2.1). This version includes USB support out of the box. There is basically no difference between 95 B and 95 C, except for the fact 95 C comes bundled with Internet Explorer 4 and a bunch of other unnecessary junk, which if you're performing this on a physical computer would slow it down greatly. There's no real advantages to using 95 C over B.

Using 95B over 95A does give you an advantage however since that the CD is bootable, which is a great advantage (skips several steps on a VM), however most machines in that era did not support bootable CDs. If downloaded from a site, there should be some kind of serial provided either on the download page or with the files afterwards. If a physical copy, there might be a booklet with a serial number on it (like above). Write those down for later. If you're lazy, go ahead and use the one in the photo above, its actually the code that came with my Gateway desktop back in the mid 90's and is for 95B. I'd suggest against this though.

If you're using a version of Windows older than OSR 2.1, you will also need a bootdisk. I suggest using a modified copy of a Windows 98 bootdisk without the ramdisk enabled. If you are using a bootdisk with the ramdisk enabled, you will run into issues on first boot later on down the road where 95 has no idea where the CD drive is, and will result in problems. These problems are recoverable however. A copy of the bootdisk image used in this tutorial can be found here (raw disk image here). If this is being performed on a physical machine, you will need to write the image to a floppy. If you're working with older machines a lot, I suggest you go invest in a USB floppy drive. If you have WinImage installed or run Linux/OS X, you can write the disk image directly to the floppy. If you're running Windows and don't have WinImage installed, download the self extracting version and run the executable file.

If installing into a virtual machine, download the raw disk image.
Downloads: Self Extracting Bootdisk and Boot disk image

Setting up the virtual machine:

If you're using a physical machine, skip this step.

Note: These steps were performed on a machine running Linux. Changes might be slightly different between platforms but the general instructions should be the same.

Setting up a VMWare Virtual Machine:

The Default screen for VMWare Player should be like this. To create a virtual machine, just click “Create a New Virtual Machine” (no brainer)

Next, depending if you're using an image file or a disc image for 95, choose where your copy of Windows is:

In the case of my ISO image of 95B, VMWare did not detect what OS this is. That's normal and it only works for newer versions (and Linux distros).

Click Next, on the following screen, pick your version of Windows. Since this is a tutorial on 95, choose 'Windows 95'.

Choose where you want to store the VM. Yet again, this should be a no brainer.

The default disk allocation for 95 on VMWare Player is quite generous. Machines of this era typically did not have drives this size. Unless you want to dump a ton of games in your virtual machine, lower the space to around 2 to 4 GB. Another reason we suggested 95B was for FAT32 support, which allows you to use partitions greater than 2GB. If you're using the floppy version, you MUST change this to 2GB unless you want to create multiple partitions.

Finally we're to the last point in the setup screen. VMWare player gives by default 64MB of ram. This also is a bit generous and if you might run into problems with DOS games with this setting. Leave it as is for now and if you encounter problems, you can lower it later.

Now, click “Customize Hardware”.

We're going to add in floppy support. This is required and I have no idea why they removed support from it by default.

Click “Add”

Choose “Floppy Drive” and hit 'Next'.

I highly doubt you have a floppy drive installed in your computer, so click on “Use a floppy image” and hit next.

If you're using a version of 95 older than OSR 2.1, navigate to where you saved the floppy image you downloaded above. You will have to make sure you select “show all files” in order to see it as it's an .IMA format (WinImage format, but still basically a raw image with a different extension).

Otherwise, just leave it blank. The ISO should be bootable if its 95B or newer.

Hit “Finish” and start up your Virtual Machine.

The rest of this tutorial will be using VirtualBox to set up the VM. Instructions are the same between softwares and on desktops.

Setting up a VirtualBox VM:

Fire up VirtualBox.

Hit the new button (this should be obvious)

Select your version from the pull down menu, I don't think this really needs to be completely explained.

The defaults given for 95 by virtualbox should be enough for any use you put at it. I've seen 95 machines work fine with 128mb+ of ram but nothing in that era used anything really above 64mb.

We will be creating a new disk image for this tutorial. If you have a disk image already made or from another site, you can easily just select the use an existing and continue on.

You can use the VDI format which is default. If you want to use this in another piece of emulation software later, just make sure you select VHD. If you want to mount this image in Windows 8 or later for moving stuff, Select VHD.

The default disk allocation for 95 on VirtualBox is sufficient. Machines of this era typically did not have drives beyond 2GB in size . Unless you want to dump a ton of games in your virtual machine, keep the space to around 2 to 4 GB. Another reason we suggested 95B was for FAT32 support, which allows you to use partitions greater than 2GB. If you're using the floppy version, you MUST change this to 2GB unless you want to create multiple partitions.

Once you hit create, you will return back to the home screen again. Go ahead and hit start. It will ask you where your install CD is, navigate to that location and hit next.

Installing Windows 95:

You should now be running your virtual machine. Screenshots from here on forward will reflect using VirtualBox instead of VMWare player, and steps from here on out will be exactly the same no matter what software you're using.

After booting up your VM, you should be greeted with a screen like this:

If you're using a virtual machine or a machine with a wiped hard drive, you will need to create partitions now. Type “a:” then type “fdisk” and hit enter. If you booted from the 95B CD, floppies are being emulated at this point.

If you're not installing 95 B OSR 2 or later, make sure that says N, if not, type “N” and hit enter. If you are, or are installing 98, you can type “Y” and hit enter. This will enable FAT32 support.

The default selection is 1. Go ahead and hit enter if it is.

We want to create a primary partition, if you're using a disk larger than 2GB and are going to run an earlier version of 95, you'll have to create additional partitions by using options 2 and 3 after you make your first primary partition.

Fdisk will scan your disk and if the drive has not been initialized or all partitions were deleted, you will be greeted with this. If the disk is 2GB or smaller or you're using the suggested version for this tutorial and selected large disk support, go ahead and just hit enter.

Heed this warning. It's a bad idea to format the newly created partitions right after exiting fdisk. Go ahead and hit escape on your keyboard and reboot your virtual machine.

After rebooting your VM, it's finally time to format your drives. Go to a: by and type “format c:”. You can go ahead, accept that and hit enter for all the defaults it gives you.

It's time to install 95 finally after pages of easy steps (This is page 21 on the pdf version). Remember the letter you saw for the CD drive when you booted? Time to go to that drive and start setup. If you booted from the CD, it'll give you drive X:\ for some weird reason, but I won't complain about it.

The install CD should have a directory structure like this. Change the directory to the setup folder by typing “cd setup” and hitting enter. Begin setup by typing “setup” and hitting enter. Hit enter again for it to scan your disks.

Welcome to 95 setup finally. It looks a lot like Windows 3.x though. Go ahead and click “Continue”

Does anyone really read these besides me? Go ahead and click “Yes”. Basically is telling you that you can't pirate this and other legal nonsense.

To make sure we're on the same page, you should now be seeing this. Hit next.

You can accept that as the default unless you want to run multiple versions of Windows on the same partition. I don't see any purpose of people doing this in the present day. I suppose though if you're not installing to the first disk, first partition you could choose another location, but for a VM or even a standalone machine, that'd be really rare.

If on a standalone machine from that era, this part will take a long while. Be patient if that's the case.

You can accept the typical setup here and hit next. If you have a computer with a smaller drive, I would suggest selecting compact or custom and trimming down the stuff you won't need.

You'll need a license key to install 95. Typically most sites (if you downloaded it) will be kind enough to provide you with a key. Enter yours and hit next.

It's your VM, enter whatever you want into those boxes and hit next.

Make sure you have only the sound option selected and hit next. The following screen that indicates your computer is being scanned for hardware (not taken for this tutorial) will take forever on a standalone machine or a minute or two in a VM before it finishes. If you select “Network Adapter” and hit next, you'll be hit by a setup quirk (Explained later).

Yet again, accept the defaults and hit next.

You do not need a startup disk, hit no and then next.

Go ahead and click next on the next few screens and you'll finally be installing 95, and this tutorial only took 33 pages so far. You can go ahead and get a nice laugh at the messages that setup says as its installing.

After installing files, you'll be greeted with this, go ahead and click finish and the machine will reboot.

After that awesome bootscreen, Windows will start and ask you to enter computer and workgroup names. Enter whatever you want here, but I usually leave workgroup as “WORKGROUP”

The next few screens are omitted as it's simply timezone and printer setup. Change your timezone to whatever you live in and on the printer screen hit cancel. You'll be greeted with this and you can reboot your computer.

Congrats! You now have a working 95 install. What you should do next is install your VM software's additions package now, or if you have a standalone machine, install drivers if you have the disks laying around.

OABW's suggested software:
Browsing (Do you really want to on something this old): Seamonkey 1.6.x should work.
Games: Microsoft Flight Simulator 95, Frogger
Suggested office suite for 95: Office 97 (Office 2k installs IE and isn't really much different)

Setup Quirks:

95 Setup Quirks begin here. If you selected “Network adapters” in the hardware portion of setup like I did, will give you results like this. You were asked previously in setup to remove all disks in your drive and hit next to reboot. After reboot, typically drive labels change, so instead of X for your CD drive, it will now be D:. reinsert your disk and on the next screen after hitting Ok, change X to D and hit okay.

Sometimes this won't work also, so if that's the case, hit cancel and setup will continue.

If you hit cancel on the screen asking you to provide the 95 setup disk (and it wasn't detected), you'll be greeted with this on your next reboot:

Don't worry, this is repairable and fairly easy too. The problem comes from us selecting that we had a networking card during setup. For some reason on first boot depending on the machine, the disc drive will not be detected. Go ahead and hit any key on your keyboard for the string of those errors and you will finally boot into 95. You might get another error or two after that, but they aren't show stoppers.

Once booted, go to the control panel.

Select “Network” from the options. You will likely get a blank screen like this. Click Add.

We will act like we're going to add TCP support (In reality it's actually already there but the drivers weren't properly installed). Click Protocol and hit add.

Choose Microsoft for the manufacturer and TCP/IP as the protocol. Hit Ok.

This screen will automatically appear. Hit cancel several times until it goes away.

All the networking stuff randomly appears then. Change your Primary Network Logon to “Windows Logon” and hit Ok.

You'll get an error asking for your windows disc, yet again. This time, change X to D: and hit ok, it will start copying like it should have way back when.

After copying, you'll be asked to reboot, you can remove your disc and hit Yes. The errors you got on start will be gone.


  • 2016-02-14: Updated screenshots for newest VMWare Player and VirtualBox
  • 2010-10-11: Initial release