Having raced IMLOU 3X, I would start by using the course map listed on the web site. The bike course was scenic and beautiful, although most of it was in horse country outside the city.

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DFL > DNF > DNS

I've lived in L'ville most of my life. It's one of the best kept secrets around so don't tell anyone. The most desirable areas to live are the Highlands, Cresent Hill/Frankfort Ave area, and St Matthews. German Town is an up and coming area too- lots of young hippsters. These neighborhoods have easy access to Seneca and Cherokee Parks where you can do road and trail running, and road and trail riding. Also, this places you near the best pool- Mary T. Meagher Aquatic Center. The Land Sharks are the local tri club but several of the running/bike shops have group runs and rides- VO2 bikes, Ken Combs Running store, Swags Shoes. Google these places for more info. LOTS of great restaurants. Bring your inner foodie! Feel free to PM me with questions if you like