Trail Race Location - Schiller Woods (West): We will be headed back to the Far Northside of Chicago and Schiller Woods! This is the original USOLE Trail Challenge course and location (over 20 years at Schiller woods)! This is a great location very close to the city, but has the great trails and scenery of the woods and the Des Plaines River Trail all in beautiful Schiller Woods. All registered runners get the custom Valentine's Trail Challenge Tech Hoodie (see image below).