October 2019 Winsley is Jon Snow from Game of Thrones Costume Contest Winner: Christina W.  

October 2018 Winsley is Mr. Rogers and reminds all of us to be kind. Costume Contest Winner: Meredith  

October 2017 Winsley is the Stay-Fluft Marshmallow Sheep Costume Contest Winner: Jen D.  

October 2016 Winsley is a Dove from Prince's video "When Doves Cry" Costume Contest Winners: Christina W. and Kate B.    

October 2015 Winsley is the Pope: "Mean People Suck" Costume Contest Winners: Laylage C. and Marjorie M.

October 2014 Winsley is a Genetically Modified Organism for Halloween Costume Contest Winner: Johnny K. + Kelli R.

October 2013 Winsley is Banksy for Halloween Costume Contest Winner: Christina W.

October 2012 Winsley is the WOOL-worth building for Halloween Costume Contest Winner: Karl M.

October 2011 Winsley is a Wool Street Protestor Let US eat cupcakes! Occupy Wool Street! Wool Street Doesn't Count Its Sheep Anymore! Costume Contest Winner: Sarah N.

October 2010 Winsley is an UGG Boot for Halloween (scary indeed!) Costume Contest Winner: Liz A.