Phil's Trail
Phil's Trail is a bike trail cystoma just outside of Bend. It's skill levels range from beginners to Advanced and even has a bike Parker in the middle of it.
Mount Bachelor
Mount Bachelor is definitely the place to go if you're looking for big jumps and lots of speed. You will have to buy a ticket to to use the lifts but other than that Mount Bachelor is a very fun place to go.
Sunriver
Sunriver is more of a relaxed writing meant of Family Adventures. Or if you have little kids and you're just wanting to get out of the house with them this would be perfect.