Yes most clubs only operate on the weekends. There are many commercial operations that operated most days of the week. I think EU has more clubs and less commercial operations if that is correct? I also think that commercial operations have more camping opportunities and/or a room to rent.
The SSA website has most all clubs and commercial operations listed on this google map:
http://www.ssa.org/WhereToFlyMap.asp
I have not been, but Carolina Soaring Association is a club in Spartanburg, SC and has a great winch I hear. I think some clubs in PA have winches as well. Many commercial sites have tow planes.
The climate is varied in the US and soaring is better in different parts of the country at different times of the year. Well, some may be good almost all the time, but I have not been all over neither. Florida is good in winter and early spring. Really hot during the rest of the year. Seminole Lake Gliderport in Fl, is a commercial site and has some accommodations, pool, and camping hook ups. You may consider renting an RV which will give you more options and a semi permanent residence.
I live in Eastern NC where soaring is limited but I have a spare room if you would like to get out of the RV for a couple days, or you are just passing by on the way south.
Anyway, I think I would start North around mid summer, drive south to Florida for mid winter, then head to west coast via south route stopping in TX, AZ, NV, CA by end of winter to early spring. Then head to Washington state for early summer, then head across the northern US stopping in PA and then back to port of entry to ship glider back. That is just saying 1 yr but you could stay longer is some places but the key would be to miss the mid summer in some places and mid winter in others.