Tonupgilly, I am glad you are back. I think a Burley Nomad at $314 (at
www.biketrailershop.com) or Croozer Trailer $199 or $349 are the way to go. I have used both single wheeled and dual wheeled trailers. The two wheel trailers have there advantages and disadvantages. I am partial to the Burley Nomad due to its increased carrying capacity and smaller dimensions. On the plus side, the Burley Nomad's hitch attaches to the chainstay and will work with your Trek. You will not have a problem, keeping it upright when parked. If the bike falls over, the trailer may stay upright. It will haul more stuff 100 lbs vs 70 lbs for the BOB. (a whopping 8000 cubic inches not sure of the BOB's carrying capacity) also hauls groceries and collapses down to 37.3" x 24.6" x 11.3" for transport. It is lighter than the Bob, 14.8 lbs vs 17 lbs. The Burley Nomad's exterior length 32.4" verses the Bob's is 58" length, 2+feet length worries me more than the added 8" width. Finally, it is easier to change a rear flat tire because you still use the oem quick release skewer. The disadvantages are a little wider footprint 26" vs 18" for the Bob, not as aerodynamic as the BOB Trailer, and it may not handle rough terrain as well, although some of the reviews I have read dispute this and speak very highly of it. Both trailers will require separate tire tubes. I am not sure about the waterproofness of either one, but also an important factor.
As you know, we love the people at SJS. They are very nice, know their stuff, especially when it comes to touring, expedition, and tandem bikes. If you go there, we dealt with Andy Blance Designer Extraordinaire, Robin Thorn Owner, and Lisa. I would offer a word of caution regarding their after market repainting. When Dottye purchased her bike from them and wanted to have it repainted, which you would have to do if you get the S&S Couplers, Andy strongly steered her away from this. He was having trouble with their after market person, who did his painting. He also claimed that their paint job, out of Tawain, was of better quality, and less chance of chipping than the aftermarket one. They may have sorted this out. Send our warmest regards from Bob & Dottye.