For reference in my selection, my husband & I have participated in the following weekends:
Star Wars Light Side Weekend: 2015, 2016, 2017
Princess Glass Slipper Challenge: 2015, 2016
Star Wars Dark Side - Dark Side Challenge: 2016 (Upcoming 2017)
Tower of Terror Weekend: 2013, 2014
Wine & Dine Weekend: 2015, 2016 (Upcoming 2017)
In 2018, my husband will be running WDW Marathon Weekend, we will both be running Star Wars Light Side, Princess, Star Wars Dark Side and probably Wine & Dine.
Our absolute least favorite weekend of these is Princess. We will be running it in 2018 because of the anniversary but we're only 3 hours away so travel costs are a lot less.
Our favorite is Star Wars - Light Side. The 10K Course is awesome with being mostly in the parks. The support on course for the half is nice and you get to run though some awesome 501st crowds.