my folks live in Bend, (for about 4yrs now) and I dont believe its been lower than the teens, average more about 20-40degrees in the Dec/Jan.....I dont live there, this is just heresay from them and a few visits here and there.
I havent heard any complaints about the wind from them, nor have I noticed it while there (but then again, i live at the beach, so im used to it being breezy a lot)
I think its pretty farm friendly there, they get a good amount of sunny days, i thnk the average being about 300sunny days, and nothing real extreme in either temp direction.
hopefully someone who lives there can help more though.
Best of luck!
Tiffany