Our rides head out from Manchester-by-the-Sea and feature views of Hammond Castle and the Atlantic. We wind our way through Gloucester and onto the back roads of picturesque Rockport. After coming through Gloucester a second time, our 30 mile ride heads back to Manchester, our 45 and 64 mile rides head to Essex where I hope you will ride back roads that you may not have enjoyed in prior North Shore excursions and find a good seafood restaurant, such as Woodmans, for lunch. The 45 mile ride adds in a few more miles. The 64-mile ride adds in the hills of Little Neck in Ipswich that have spectacular views of the ocean. All rides return through Manchester to the High School.