That's the exact problem I had. None of the racks/poles etc. that I lock up to would either let it reach or are too wide for it to fit around. Fortunately the area I commute in is pretty low-crime so I don't need the double lock and cable approach - I'm too impatient to lock it twice and put it away after.

I did have a masterlock cable lock at one time. During the winter I went out to either lock or unlock the bike (I can't remember which) and the cable fell out of the lock. I looked at the lock end of the cable, and the lock cylinder just slid right out. I bought a ULock after that.

I do feel uncomfortable when the wife and I take our child trailer places, though. For that I use the ulock w/a long Kryptoflex cable. There are a few pieces of the trailer someone could remove and take that I don't secure (some I have no idea how we could lock up) and we'll often leave some things in the back of the trailer, like a diaper bag and our helmets/glasses. I wish there were another option than to bring everything with us and use more locks. Anybody here use childtrailers? If so, what is your locking method?