UPDATE 2017/05/17:
I now recommend using the “Windows 10 Subsystem for Linux” which provides an Ubuntu bash shell, to install and use Jekyll. This is how I use it myself.
Install guide is here /2017/05/17/how-to-install-jekyll-on-windows-10-with-windows-subsystem-for-linux/


I've been using Jekyll to create static websites on GitHub Pages, but I was unsure how to install it with dependencies I wasn't used to (NodeJS & Ruby). Here is the easiest way to get Jekyll set up on your machine in just a couple of minutes.

TL;DR if you have Chocolatey installed the 2 commands are:

  1. choco install ruby -y
  2. gem install bundler
  3. gem install jekyll


Prerequisite – Chocolatey 

You need to have Chocolatey installed on your machine. Chocolatey is the BEST way to install and keep applications updated on windows.

  1. Open a command prompt with Administrator access
  2. Install Chocolatey
    @powershell -NoProfile -ExecutionPolicy Bypass -Command "iex ((New-Object System.Net.WebClient).DownloadString('https://chocolatey.org/install.ps1'))" && SET "PATH=%PATH%;%ALLUSERSPROFILE%\chocolatey\bin"
  3. Close the command prompt as Chocolatey will not be available until you close and reopen.

Install dependencies & Jekyll

  1. Open a command prompt with Administrator access
  2. Install Ruby
    choco install ruby -y
  3. Close and open a new command prompt with Administrator access
  4. Install gem bundler
    gem install bundler
  5. Install Jekyll
    gem install jekyll
  6. UPDATE 2016/12/5: if you get an error about SSL, you will need to manually update Ruby Gems, because their certificate expired… Hopefully the new certificate will be bundled in the future

Now you can use standard Jekyll commands to create a new site and serve it e.g.
jekyll new myblog
cd myblog
jekyll serve


2016/12/05: Added details on how to get resolve the Ruby Gems certificate expiring. And added gem bundler which is a new requirement.
2015/12/05: From Jekyll 3.0 you do not need to install NodeJS. This brings it down to just 2 command prompt entries to install Jekyll