How to stop brute force attacks on Terminal Server (Win2008R2)?

You really should block these attempts at your edge firewall, if only with rate-limiting. If you don't have the ability to do that read on.

If you can't block at the edge firewall and need RDP open only to a subset of the Internet use the built-in Windows Firewall features to lock down incoming connections.

Finally, if you really must have RDP open to the entire Intenet you might have a look at the modified version of my SSH brute force blocker program for Windows that I have in a github repository. This script, ts_block, blocks brute force Terminal Services logon attempts on Windows Server 2003, 2008, and 2008 R2. Unfortunately, because of changes to the events logged by Windows when using the TLS/SSL security layer for RDP this script is becoming increasingly ineffective. (Why Microsoft chose to omit the IP address of the host attempting to authenticate is beyond me. Seems like that would be a pretty important thing to log, eh?)

to stop rdp login attempts, as already told, you need control of your firewall to isolate a particular ip. You can do some settings in Administrative tools -> Terminal services manager but can do nothing to stop one ip in this way. Maybe you've to consider a batch script to listen rdp port and control logon failures, so if there were a tot attempts (you choose the number...) by the same ip, then no other attempt for a known span of time could be. I'm not sure if it's possible, but could be a way...

I have a C# program that does exactly this. I had an issue on Server 2008 R2 where the event log didn't always list the IP addresses of the user (if they connected from the newer Remote Desktop clients). Some services implement their own credential check provider that doesn't provide all of the information you would want.

http://cyberarms.net/security-insights/security-lab/remote-desktop-logging-of-ip-address-%28security-event-log-4625%29.aspx

For Remote Desktop however I discovered that going into "Remote Desktop Session Host Configuration" and changing the RDP-TCP connection to have the security layer of "RDP Security Layer" instead of "Negotiate" or "SSL (TLS 1.0)" brought back the IP addresses.

Whether you really want to do this is another question for you, "If you select RDP Security Layer, you cannot use Network Level Authentication."

I found http://www.windowsecurity.com/articles/logon-types.html to be helpful. I used EventLogWatcher and bound to "*[System/EventID=4625 or System/EventID=4624]" so I could reset a bad count on success if the user genuinely just got their password wrong. Also I whitelisted ::1, 0.0.0.0, 127.0.0.1 and "-". You may or may not wish to whitelist LAN / management IPs.

I use Forefront TMG so I used the API to add bad IP addresses to a group of IPs that way and I've asked Cisco to add API access to one of their SMB routers (which they have assured me they just might do!)

If you want to use the native Windows Firewall to block them have a look at the API for that ("netsh advfirewall").

I allow x number of attempts before I ban and a success will reset the count.

Are you trying to prevent break-ins, or cluttered logs? If you're trying to prevent break-ins, Windows has a built-in way to block attempts at logging in. There is an Account Lockout Threshold Group Policy setting in Computer Configuration -> Policies -> Windows Settings -> Security Settings -> Account Policy -> Account Lockout Policy.

Attackers will use common user names like Administrator, and they will certainly lock those out. You'd need a separate account for actual administration, which is probably advisable anyhow.

Automatically blocking at the firewall level will require some scripted log reading with automatic updating of firewall rules. You should be able to add rules based on IP address this way. This is basically what iptables does in a Linux system.

It may be a bit obvious, but have you also considered running Remote Desktop Services on a non-standard port? This has been very effective for me at thwarting break-ins.

There are a few other solutions also if you want to have a GUI based solution instead and create different sets of rules for different events really. The easiest one would be RDPGuard ( hxxp://www.rdpguard.com ) but in a corporate environment you'd probably want more reporting such as from where the attack came (country, origin) and what username was used so you can quickly decide if it's one of your own users accidentally blocking themselves out or trying to login from where you know they are not.

Personally I like Syspeace ( hxxp://www.syspeace.com ) that does all those thing for us but I'd thought I'd mention them both anyway

Solution is simple: Setup Windows Firewall so that only whitelisted IP addresses can RDP into the desired boxes. See the following resource: How can I allow RDP access to a Windows 2008R2 server from one IP?

we improved a powershellscript as fail2ban and other solutions did not do a good job. this works for server 2012, 2016, 2019 as well.

see my post if you want to use the script: Terminalserver Remote Desktop Failed Logon Firewall BruteForce Block Script