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If your organization is serious about using Chocolatey as a means for Windows package management, then setting up your own internal package repository is a must.
While, the Chocolatey repository is full of great Windows packages, chances are you do not want all your internal client machines reaching out to the internet for every package install. It is obviously insecure, not mention will undoubtedly be slower.
There is a slew of solutions for hosting your own repository, such as ProGet, Teamcity, SCCM or just a plain old file share. In this article, I will illustrate setting up a Chocolatey Simple Server, which is an IIS web server with some NuGet framework stuff. It is a great choice if your organization is on the small-medium side due to the cost (free) and setup.
There are a few ways to install Chocolatey Server, but the one I prefer is using the Puppet module. The reason for this is that it automates almost all that you will need to get your server up and running. What the module does not do is some added configuration that I will add on in Puppet. These configurations are setting the firewall, configuring the app pool identify and setting a virtual directory to point to a UNC share which will house our Chocolatey packages. Keep in mind there could be others depending on your needs such as using an SSL certificate.
If you do not want to use Puppet for this, you can simple use the Chocolatey CLI to install it, which will do most of the setup:
On my Puppet master server, I will first install the Chocolatey Server module:
You can see it installs some other dependencies such as puppet-iis, windowsfeature and powershell. For this example, I will also install these modules from Puppet forge:
Now, I will create my own Puppet module, using puppet module generate in order to create some additional configurations for my server.
Enhance your IT career by learning how to automate with Python. Get started with this free Python guide
From here, I want to edit the init.pp file in my module and create my class that I will call in my main manifest. My class, will do the following:
As you can see the first thing we do in our “chocoserver” class is ensuring that “chocolatey_server” is installed and running on port 8080. From here, we ensure the firewall has 8080 open.
To show how PowerShell can be used in Puppet, I use the exec resource to run PowerShell code. In the first example in the class, I run:
What this does is create a virtual directory in our Chocolatey server and point it to a UNC share - \\server\packages$. This ensures that our data is kept separate from our server. To ensure that our app pool identify has permission, we change the app pool identity for chocolatey.server to “network service”. Keep in mind that means the computer object needs permission on the UNC share. Note - As you can see to indicate a UNC path in Puppet you need to add two extra slashes for the server and one for the share name.
Finally, the “maxAllowedContentLength” increases the site to allow for large packages, in this case 50GB (excessive I know!).
Now, in our main manifest file (site.pp in this case), we include this:
This guarantees that the Chocolatey client is installed and then our chocoserver module, that includes Chocolatey Server.
Now on our puppet node we just run this to apply the configuration and install our Chocolatey Server:
As you can see below, running Get-WebSite on our node in PowerShell shows the web server is up and running:
As I noted before there may be additional changes you want to make to your internal repo. One would be to change the API key, needed to push packages. To do this, change the web.config in c:\tools\chocolatey.server:
To add new packages to our internal repository, we use the command choco push. In this example, I want to push my package named “test”. I will need to point to the directory my package is located, in this case it is c:\testpackage.
To install the test package from my internal repository I just run:
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After configuring puppet master , How to create chocoserver on windows ?

Thanks
This is only the first step in using an internal Chocolatey package repository. The difficult part is that you will have to create most of your own packages. Most packages on the public repository go to the application download source for their download. Having your own repository with copies of packages from the public repository doesn't magically remove the need to download the software from the internet. If you want the entire install process to be local too, you will have to modify the package from chocolatey.org or create your own. That is not always easy, and you will need to re-do it every time an application updates.
Hi Erich, yep you are right. The way I do this is by a PowerShell function I created which internalizes packages for each new version release. Note you need a Chocolatey Business License in order to use "choco new". Well worth it IMO - https://github.com/dfranciscus/Add-ChocoInternalizedPackage
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Dan Franciscus is a systems engineer and VMware Certified Professional (VCP) specializing in VMware, PowerShell, and other Microsoft-based technologies. You can reach Dan at his blog (http://www.winsysblog.com/) or Twitter at @dan_franciscus.
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CDN Download Cache (Pro+)
Chocolatey
Features
CDN Download Cache (Pro+)
CDN Download Cache (Pro+)
Chocolatey
Features
CDN Download Cache (Pro+)
Chocolatey offers a customer CDN cache of download content for customers! The internet is unpredictable and sometimes sites go down, the cache ensures that the packages on the community repository are not broken by issues with the internet. We lovingly call this the "No more 404s feature".
We do this by caching a copy of the content on our private CDN. This content also gets virus checked and checksummed to verify that it matches what was originally intended by package maintainers and moderators for you to receive.
When our customers download content from you, we may cache a copy of that content on our customer CDN to ensure that later our licensed customers will be able to access that content again. This allows predictable and reliable installations of packages. Like most CDNs, no changes are made, we are simply ensuring the content stays available for our private customers. We are not modifying, selling, renting, leasing, lending, or sub-licensing this content in any way.
This private content cache is only available as a service for our licensed customers.
If you have questions or prefer to opt out, please contact us and select "Software Vendor Opt Out" (vendor requests only please).
This is mostly automatic, but in case the feature is turned off, you may turn it on by setting the feature downloadCache (choco feature enable -n downloadCache).
To see if a package has content cached on the CDN, you can run choco info packagename and it will give you detailed information pertaining to a package.
When you install, you will see a message similar to the following when the cached content is used:
choco install / choco upgrade provide the following option(s):
You must have a licensed edition of Chocolatey (Pro, MSP, or Business) and use the community package repository to install/upgrade packages. Pro is a personal, named license that costs about the price of a lunch outing per month and comes with several other features. Business editions are great for organizations that need to manage the total software management lifecycle. MSP editions are for managed service providers and contain the same features as Pro (minus VirusTotal integration).
When you install packages from the community repository and a private cache becomes available, it will use that cache automatically. You don't have to do anything additional.
No, this is the original content as it would have been downloaded.
No, this is a private CDN cache available only for licensed customers.
There are a variety of factors that go into suitability for a package.
No, you still need to work with the software vendor to obtain a license, if required.
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Actions · cdecl/private-repository-chocolatey · GitHub
Chocolatey Software | Packages
Setting up an Internal Chocolatey Repository
Chocolatey Software Docs | CDN Download Cache (Pro+)
GitHub - TheCakeIsNaOH/choco-remixer: Manage your private ...
Chocolatey Software | Packages matching repository
Chocolatey Software Docs | Host packages internally
Setting Up An Internal Chocolatey Repository – The ...
Using Multiple Package Repositories With Chocolatey ...
Chocolate Private Repository