Boston Marathon Mile By Mile Runners’ Guide. If you are one of the , people registered to run this year’s Boston Marathon, keep reading! Heartbreak Hill Running Company is on .The Boston Marathon is an annual marathon race hosted by several cities in greater Boston in eastern Massachusetts, United States.It is traditionally held on Patriots’ Day, the third Monday of April. Begun in , the event was inspired by the success of the first marathon competition in the Summer Olympics. The Boston Marathon is the world’s oldest annual marathon and ranks as one of .Heartbreak Hill The final hill, the legendary Heartbreak, begins after the shops at Center Street and rises a half mile to Hammond Street. In itself, the incline is merely challenging but after miles, the effort becomes the toughest stretch on the course..The words “Boston Marathon” conjure up feelings and experiences that can’t quite be expressed with words for marathoners. The infamous course, which goes along the train tracksmaking it .