Setting up Jekyll and GitHub Pages successfully on Windows

Right, so, this is a tricky one. I’ve read around the web that quite a handful of people run into issues when they try to set up Jekyll locally on their Windows machines. As a matter of fact, I read about someone who switched over to Mac in order to get Jekyll running. The problem is that the Jekyll documentation isn’t a silver bullet, and you often end up tweaking and turning in order to get it fully working.

So here comes a step-by-step guide that I worked out, and which I got working on all of my Windows 10 machines. Enjoy!

  1. The end goal here is setting up a blog on the web, so you’ll need a site to host your blog. GitHub Pages is a great alternative. Go ahead and go through the steps outlined by GitHub.
  2. Install Chocolatey.
  3. Install Ruby by starting cmd and:

    choco install ruby -version 2.2.4

    Exit cmd.

  4. Download Ruby DevKit for Ruby 2.0 and above. Open the executable and extract the content to:


  5. Start cmd from C:\tools\DevKit2 and:

    ruby dk.rb init

  6. Edit the config.yml file by adding the following to it:

    - C:/tools/ruby22

    From cmd, run:

    ruby dk.rb install

    Exit cmd.

  7. Start cmd and:

    gem install jekyll

    Error 1: Old Ruby development kit is installed.
    Solution: Download and install the newest version of the RubyInstaller here. Make sure to choose option 3 when installing MYSYS2:

    Error 2: Could not find a valid gem ‘jekyll’ (>= 0), here is why: Unable to download data from […].

    gem sources --remove
    gem sources -a
    gem install jekyll

    Error 3: ‘make’ is not recognized as an internal or external command.
    Solution: Install Make for Windows and add the make.exe folder path to PATH in environment variables.

  8. Set site generation encoding from cmd:

    chcp 65001

  9. Install Nokogiri gem for GitHub Pages from cmd:

    cinst -Source "" libxml2
    cinst -Source "" libxslt
    cinst -Source "" libiconv
    gem install nokogiri

    Error: Failed to install libiconv.
    Solution: Simply skip it.

  10. Install GitHub Pages from cmd:

    gem install bundler

  11. Create an empty file called Gemfile in the root directory of your blog and add the following to it:

    source ''
    gem 'github-pages'
    gem 'wdm', '>= 0.1.0' if RbConfig::CONFIG['target_os'] =~ /mswin/i

  12. In the root directory of your blog, from cmd, run:

    bundle install

    If you get any error here, try bundle update, then again bundle install.

    Jekyll and GitHub Pages are now fully installed on your system. To create a new Jekyll template site, run from cmd:

    bundle exec jekyll new . --force

    To launch the Jekyll site, run from cmd:

    bundle exec jekyll serve

    Go to http://localhost:4000/ to see your site.