I finished the TransAmerica trail in August. I chose to leave home [Mesa Arizona] on June 1st, flying to Eugene Oregon. On June 2nd, I went to Florence where my Surly LHT was ready and waiting at a bike shop that I had shipped it to several days earlier. I rode back to Eugene for the weekend and left eastbound from there on June 5th only to get snowed on crossing McKenzie Pass. That's a little unusual for that date but it can and did happen. About an inch of wet slushy snow and 37 degree temps. I was froze by the time I got to Sisters. But what the heck, what doesnt kill you will just make you stronger. I would recomend West to East. Some people say it doesnt matter as far as winds are concerned, but I think it work in my favor on my trip. A few cool/cold nights for the first 7-10 days but a good sleeping bag and proper cycling clothing made it very comfortable traveling for me. I had a Shower Pass touring jacket that worked well under all wet/cold conditions. By the time I reached mid Wyoming it started to warm up. Lots of sunscreen and liquids. The Rockies were beautiful. Perfect conditions, occasional rains, pleasant temps. Once I got as far as Pueblo, the heat was on. Hot all the way across the plains. Humidity rose the farther east I went. Very hilly through some sections of Missouri, Illinois, Kentucky and Virginia. Do learn to carry plenty of fluids. Over all, It was the best vacation I've ever had in my lifetime. Easy days, challenging days, feelings of accomplishment. Everything I needed.