Starting on the picturesque New Haven Green, all three courses are flat and fast. The 20 kilometer course winds its way past Yale University, by the New Haven Green and through the picturesque Westville neighborhood. In an effort to provide the safest course possible, both the 5K and 20K races have a time limit; 3 hours for the 20K and 55 minutes for the 5K.
The 5K andKhalid Khannouchi's and Collen De Reuck's World Records set in 1998 race attest to the ease of the course. Carol McLatchie and Paul Pilkington set American 20K Masters Records in New Haven. Trina Painter set an American record winning the 1995 race. In 1997, Keith Andersen ran the fastest 20K ever by a man in the Master's division.