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IP Address UNREACHABLE: HTTP connection pool Max exceeded

Posted on 17/04/202030/06/2026 IT Expert By IT Expert 4 Comments on IP Address UNREACHABLE: HTTP connection pool Max exceeded
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In this article, you will learn how to fix the following error “IP Address UNREACHABLE: HTTP connection pool Max exceeded’. Ansible is an open-source software provisioning, configuration management, and application-deployment tool enabling infrastructure as code. Please see how to deploy a React Application to AWS S3, and how to deploy a .NET application to AWS Elastic Beanstalk using AWS Tool Kit.

Other helpful tutorials can be found here: Amazon Relational Database Service: How to install Amazon RDS using Terraform. How to install PostgreSQL on Ubuntu, and how to install, configure Prometheus for Monitoring on a Linux Server.

Why was the Error “IP Address UNREACHABLE” Prompted?

The following error below is a result of a wrong IP Address used in the inventory list. For more information on Ansible authentication options, see the following guides on Kerberos and WinRM Options.

Error as shown in the image below ” IP Address UNREACHABLE: HTTP connection pool Max retries exceeded with url/wsman caused by NewConnectionError”

Since my focus is on Kerberos, see the article on how to configure Kerberos

192,168,178.43 | UNREACHABLE! => {
"changed": false,
"msg": "ssl: HTTPSConnectionPool(host='192,168,178.43', port=5986): Max retries exceeded with url: /wsman (Caused by NewConnectionError(': Failed to establish a new connection: [Errno 8] Name or service not known'))",
"unreachable": true
}

The solution

To fix the IP Address UNREACHABLE: HTTP connection pool Max retries exceeded with url/wsman caused by NewConnectionError

As you can see, it clearly stated “NewConnectionError”. Failed to establish a new connection because the IP Address had a comma (,) instead of a dot (.) in the host inventory as shown below.

Correct the inventory file as shown above. With the right IP Address and try again and try to oing the host inventory file as shown below with the following Ad hoc command.

$ ansible all -i hosts -m win_ping

I hope you found this blog post on ‘IP Address UNREACHABLE: HTTP connection pool Max exceeded” very helpful. If you have any questions, please let me know in the comment session.

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Configuration Management Tool Tags:API IP unreachable connection timeout Python, Configuration Management Tool, fix requests connection pool max size exceeded, fix urllib3 connection pool error, HTTPConnectionPool max retries exceeded error fix, IP Address, IP address unreachable HTTP connection pool max retries exceeded, network connectivity HTTP request error fix, Python requests connection error troubleshooting, server unreachable HTTP request failure, Windows 11

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Comments (4) on “IP Address UNREACHABLE: HTTP connection pool Max exceeded”

  1. Avatar photo Dan says:
    02/08/2022 at 3:34 PM

    I have been having a lot of trouble with the Windows AMI builds. We use a AWS code build server that we load packer and Ansible on to connect and configure the AMI’s. 

    I am having a problem with winrm connection time outs, especially after reboots.  

    CONNECTION FOR USER: Administrator on PORT 5986 TO 10.184.8.21
       amazon-ebs: fatal: [default]: UNREACHABLE! => {
       amazon-ebs:    “changed”: false,
       amazon-ebs:    “msg”: “basic: HTTPSConnectionPool(host=’10.184.8.21′, port=5986): Max retries exceeded with url: /wsman (Caused by ConnectTimeoutError(<requests.packages.urllib3.connection.HTTPSConnection object at 0x7f893732dd50>, ‘Connection to 10.184.8.21 timed out. (connect timeout=30)’))”,
       amazon-ebs:    “unreachable”: true
       amazon-ebs: }
       amazon-ebs:
       amazon-ebs: PLAY RECAP 
    Is there a way to increase this time to 90 and add the number of tries? I added a pause after the reboot, this seems to help, but it still is not consistent. This timing delicacy is my main problem working with Windows AMI’s. If I change the order of the tasks, or and executable changes the whole thing breaks.

    Log in to Reply
    1. chris Christian says:
      03/08/2022 at 3:09 PM

      [ansible-project] Re: Problem with WinRM Connections (mail-archive.com)

      Log in to Reply
  2. Avatar photo Shashikant Ngare says:
    15/03/2023 at 12:48 PM

    I have struggled for 2 days with same issue , and while googling got his page , tried the solution and it got worked …

    Thanks …….

    Log in to Reply
    1. chris Christian says:
      15/03/2023 at 2:42 PM

      Thanks, a lot for your feedback! I am glad you found it useful…

      Log in to Reply

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