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Optional segments with a root scope need to have the leading slash outside of the parentheses, otherwise the generated url will be empty. However if the route has non-optional elements then the leading slash needs to remain inside the parentheses otherwise the generated url will have two leading slashes, e.g: Blog::Application.routes.draw do get '/(:category)', :to => 'posts#index', :as => :root get '/(:category)/author/:name', :to => 'posts#author', :as => :author end $ rake routes root GET /(:category)(.:format) posts#index author GET (/:category)/author/:name(.:format) posts#author This change adds support for optional segments that contain a slash, allowing support for urls like /page/2 for the root path, e.g: Blog::Application.routes.draw do get '/(page/:page)', :to => 'posts#index', :as => :root end $ rake routes root GET /(page/:page)(.:format) posts#index Fixes #7073 (cherry picked from commit d8745decaf59aad32aa2f09abdba99b8d0e48b31)