This is a work in progress. I would very much like to make a GUI for the windows version of obfsproxy, and a better wrapper for Ubuntu.
Below is weekend muse which works, but IMHO rather hackish'ly.
Server (Ubuntu 14.04 LTS)
obfsproxy is included in the default Ubuntu Trusty repos now (although a bit out of date). It contains the pluggable transport obfs3.
apt-get install obfsproxy
# Default OVPN port: 1194
# Obfs3 port: 8443
obfsproxy --log-file obfs.log --log-min-severity=info obfs3 --dest=127.0.0.1:1194 server 0.0.0.0:8443
Client (Windows 8.1)
There isn't any recent packages for Windows, but thankfully the binaries are included by default in the Tor Browser Bundle (which I ripped from).
Windows binaries: https://store.silvenga.com/external/obfsproxy/obfsproxy-win-4.0.3.zip https://store.silvenga.com/external/obfsproxy/obfsproxy-win-5.0.2.zip
Signature via "Mark Lopez (Authority) 4096R/FEF78709" https://store.silvenga.com/external/obfsproxy/obfsproxy-win-4.0.3.zip.asc https://store.silvenga.com/external/obfsproxy/obfsproxy-win-5.0.2.zip.asc
# Connect via socksv5 127.0.0.1:2194
# with host server:8443
obfsproxy.exe --log-file=obfsproxy.log --log-min-severity=info obfs3 socks 127.0.0.1:2194