I have a similar collection to what you are considering with my 60D.

15-85 is my go to walkaround lens, yes it is slow (f5.6 when zoomed) but is sharp. I use it often when I am outdoors with a group, visit NYC, outdoor events, etc. The only times I wish I would have gotten the 17-55 f2.8 is when we are indoors, especially at a bitthday or some other party that typically occur at night. When I shoot landcapes I often use 15-20mm range, at this range the lens is fast enough for me at roughly f3.5. One more thing, this lens isn't half bad at taking macro shots in good lighting.

I own the 70-2000 f4 non--is version. Love this lens, use it for wildlife, baseball shots of my son and his teamamtes, softball shots of my daughter, etc. Almost no need for I.S. in my case as I often shoot above 1/500 for sports. However, I do wish I had the f2.8 IS version for wildlife, as I often shoot at sunrise or sunset and could use that extra stop. Also the IS would help in these same circumstances when the object is still and I could drop the shutter speed down to get more light.

Finally I have been debating for almost a year to purchase the 100-400 or 300mm f4.0 or the 400f5.6. I went with the 400f5.6 and am happy so far, but I've only had it for a week.

I think your choices are good ones, just thought I'd share my experiences.

I also own the nifty fifty (50mm f1.8) this is used almost exclusively indoors when I can get far away from the subject to get a decent photo. I find the 50mm on my camera a littel too narrow and wish I had a prime in the 24-30 range for shooting indoors. I don't use this lens often.