When discussing how to migrate Windows Server 2008 to 2016 step by step, it typically entails two aspects: one is upgrading the Windows Server system from 2008 R2 to 2016, and the other is directly migrating data and files from Windows Server 2008 to 2016. You can refer to the comprehensive guide for upgrading Windows Server 2008 R2 to 2016, which includes migrating the Active Directory (AD) environment, Domain Naming System (DNS), and Dynamic Host Configuration Protocol (DHCP).

In this article, we primarily focus on how to migrate data, applications, or user accounts from Windows Server 2008 to 2016 with an easy Windows data transfer tool.

Todo PCTrans - The Ultimate Windows Data Transfer Tool

Todo PCTrans Pro is one of the best Windows data transfer tools for transferring files, applications, user accounts, and settings between two Windows PCs or Windows Servers. For Windows Server migration, it offers the following key features.

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01

For all Windows Server data copying

It supports one-click data, program, user profiles, and settings migration between Windows Servers without any data loss.

02

Straightforward solution and interface

The graphical user interface provides an intuitive way to transfer data with just a few simple clicks. Both experienced users and novices can get started easily.

 
03

3 flexible transfer modes

Choose the transfer method based on your needs - from PC to PC, locally, or via backup files.

04

Complete support for Windows Server

It is compatible with all Windows Server versions, including Windows Server 2019, 2016, 2012, 2008, and 2003.

 

How to Migrate Windows Server 2008 to 2016 Step by Step

You can follow the instructions below to learn how to migrate Windows Server 2008 to 2016, including transferring files over the network (on the same LAN) and migrating data using offline backup files. First, click the button below to install the Todo PCTrans tool on your computer if you haven't already done so.

PCTrans Technician Tool

Trustpilot
 

Your intelligent Windows Server file transfer software.

Unlimited file transfer between Servers.
Transfer programs and apps without reinstallation.
Transfer accounts and settings to a new Server computer.
Data rescue and find product keys for installed programs.

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Migrate Windows Server 2008 to 2016 via Network Connection

Connect your two Windows Server computers on the same LAN and transfer files, apps with account settings through the network.

Step 1. Launch Todo PCTrans on both the source and target computers, and connect the two PCs via the internet.

1. Under "PC to PC," click "PC to PC" to continue.

select pc to pc

2. Select the target computer by its device name, enter its account password or verification code, choose the transfer direction, and click "Connect" to proceed.

You can check the verification code on the upper-right corner of the "PC to PC" main screen on the target computer.

connect the two pcs

Step 2. Choose the categories Applications, Files, and Accounts to transfer over the internet.

To transfer data selectively, click "Edit" under each category and select the specific items.

select applications, files or accounts

Step 3. Click "Transfer" to start moving your apps/files/accounts from one computer to another over the Internet.

transfer applications, files or accounts via internet

Also read: How to share files between two laptops using WiFi in Windows 10

Transfer Data from Windows Server 2008 to 2016 via Backup Files

This Windows data migration tool allows you to create backups of your files, programs, and accounts on Windows Server 2008, and then restore and transfer them to Windows Server 2016 or 2019.

< strong > Step 1. Create a backup file. < /strong >

1. Plug your USB (flash) drive/external hard drive into the source computer. Launch Todo PCTrans, and click "Backup & Restore > Start" on the main screen.

Transfer files via backup and restore - step 1

2. Choose "Data Backup" to proceed.

Transfer files via backup & restore - step 2

3. Click "Edit" at Applications, User Accounts, and Files columns to choose the specific data, applications, etc. to create a backup file.

Transfer files via backup and restore - step 3

< strong > Step 2. Recover via the created backup file. < /strong >

1. Plug in the USB drive that contains the backup file to the target PC, and open Todo PCTrans. Click on "Backup & Restore > Start > Data Restore".

Transfer files from PC to PC via backup & restore - step 1

2. Click "Browse" to locate the image file. Then, select "Restore" and proceed to the next step.

Transfer files from via image - step 2

3. Now, you can select the Applications/Files/Accounts you want to restore.

Or you can click the "Edit" button to choose the specific data to be transferred flexibly. Click "Finish" to confirm. Besides, you can also click the edit icon > "Submit" to change the target path to recover and save the files.

Transfer files via image - step 3

Conclusion

To migrate from old Windows Server 2003 or 2008 to new Windows Server 2012, 2016, or 2019, the tool Todo PCTrans offers one-stop solutions to copy files, applications, and other essential data with just a click. If you're unsure about how to transfer data between two Windows Servers or how to do it seamlessly, give this tool a try.

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  Free Download

100% Secure

  Buy Now

30-Day Money Back Guarantee

Frequently Asked Questions (FAQs) for Migrating from Windows Server 2008 to 2016

查看有关从 Windows Server 2008 迁移到 2016 的常见问题。

< strong > 1. Can Windows Server 2008 be upgraded to 2016?

You cannot directly upgrade Windows Server 2008 to 2016 unless performing a clean installation. If you wish to perform an in-place upgrade, you first need to upgrade from Windows Server 2008 to 2012, and then proceed to upgrade to 2016.

2. How do I migrate DHCP from Windows Server 2008 to 2016?

How to migrate DHCP from Windows Server 2008 to 2012/2016:

  • Log on to the old/existing DHCP server.
  • Open the Command Prompt and run as Administrator.
  • On the Action menu (within the DHCP management console), click "Backup."
  • In CMD, type netsh dhcp server export C:\Users\\Desktop\dhcp.txt all, and then press ENTER.
  • Install the DHCP role on the new (2012/2016) DHCP server using the Server Manager.
  • Copy the exported DHCP text file to the desktop of the new DHCP server.
  • Ensure the DHCP service is installed and started on the new DHCP server.
  • Open the command prompt as Administrator (on the new server).
  • Type netsh dhcp server import C:\Users\\Desktop\dhcp.txt all, and then press ENTER.
  • Open the DHCP management console on the new server.
  • In the console tree, right-click DHCP and select "Authorize."

< strong > 3. Can Windows Server 2012 be upgraded to 2016?

You can only upgrade Windows Server 2012 to Server 2016. You cannot skip the upgrade, meaning you'll need to plan for a more significant upgrade, such as not being able to directly upgrade from Windows Server 2012 Standard edition to Windows Server 2016 Datacenter edition.

4. Can Windows Server 2008 be upgraded to 2012?

Yes, you can upgrade Windows Server 2008 R2 Enterprise to Windows Server 2012 Datacenter. Upon upgrading, you can log into the server and verify the edition. Navigate to "Server Manager," then "Local Server," and inspect the server's properties. You will observe that the operating system version is listed as Microsoft Windows Server 2012 Datacenter.