Windows Server 2008 R2 was released just a couple of days ago on September 14th — so now it’s time for you to start thinking about installing or upgrading your Server 2008.
Here are couple things to keep in mind.
First, the new Windows Server 2008 R2 can only be installed (or upgraded) on 64-bit servers. If you have Server 2008 installed on a 32-bit server, you will first need to upgrade your hardware to 64-bit before upgrading to Server 2008 R2.
Another thing to think about is whether you want to install R2 from scratch or run an upgrade. Both options are available so it is up to you to decide. When it comes to a clean install, it is quite easy and almost exactly the same as installing Server 2008.
Well, it depends.
According to Microsoft, if you purchased Windows Server 2008 together with Software Assurance (SA), your upgrade to Server 2008 R2 is free. If you did not purchase SA, then unfortunately you will need to purchase R2 before upgrading.
How much will R2 cost without Software Assurance? Microsoft did not publish the pricing just yet but you can contact your reseller and ask him/her what would be the cost for your upgrade.
To verify that the upgrade is in fact free for people who purchased SA, I contacted Microsoft via live chat. Here is our quick conversation:
So as you can see, purchasing SA is always a good idea and it saves you money in a long run.
Why should you upgrade to Server 2008 R2? Are you going to benefit from the upgrade?
Lisa and I have mentioned a couple of our favorite new features in R2 like the Global Search bar in Active Directory Administrative Center or the Recycle Bin in Active Directory.
But besides the cool toys you’re going to get, here are few reasons for upgrading to R2:
To read more about these features check out the Top 10 Reasons to Upgrade to R2 from Microsoft.
Once you’re ready to upgrade your Server 2008 to R2 follow these simple 8 steps.
1. Start the installation by clicking Install Now.

2. Select the option to get the latest updates for installation by click on the option.

3. Next, select the appropriate version — I have Server 2008 Enterprise installed on my system so that’s the one I’m choosing. Once you make your selection, click Next.

4. Accept the License terms and click Next.

5. Now we are ready to select the Upgrade option — go ahead and click on the selection.

6. R2 is now going to run a compatibility checker. If you get a report that some things need to be improved or corrected, you must do that before continuing with the upgrade.

7. My compatibility checker gave me a couple of warnings but nothing major, so I’m going to continue. Once you’re ready, click the Next button.

8. Now we wait for the Upgrade to complete.

As you can see it is a very easy upgrade and as long as your compatibility checker turns out ok, you are good to go with your new Windows Server 2008 R2 in no time!
David Lawlor Says:
September 16th, 2009 at 12:54 pm
Hey Gosia! Nice article, I think it is worth a mention to discuss upgrade paths even within the Server 2008 ecosystem. You mention briefly that 32-bit isnt supported, but it is also important to remember you cannot upgrade a 32-bit install to a 64-bit even if you have the hardware for it, you need to do a fresh install. Also you cannot do moves from core to standard.
There is a full list here:
http://technet.microsoft.com/en-us/library/dd979563(WS.10).aspx
I am getting ready to migrate my servers over in the next week or so after I do a few more tests, so I had this all fresh in my mind!
Dave