Donster from Ellisville on 8/15/2013 8:22:23 PM:
2nd week of October can be one of the best times, especially during the week. It's generally a drier month and the air is crisp.
The mornings can be quite chilly, so bring a light windbreaker and gloves. Those will not be needed after you warm up (10 miles or so). You may or may not see the fall colors at that time, since that changes from year-to-year. There will be leaves on the trail nonetheless, so beware of hidden walnuts and pecans.
Always make reservations because it is the courteous thing to do! The B&B owners are flexible if your plans change, but they are trying to run a buisness, and unannounced guests force them to scramble to put out fresh food. We had our plans shift by a day, and all 4 B&B's were happy to adjust their schedules.
Finally, take your time and take lots of pictures. You're from Colorado Springs, but the Katy and the Missouri River basin is an entirely different kind of beauty.