My wife and I were in Bend the middle of August.:clap:
If you like big XC rides you are in for a real treat.
We used Cog Wild for guide service. day 1 was Batchelor to Bend.
30 miles of sweet single track all the way from the Mt Bachelor Ski area back into town 1500' of climbing and 4000' of descending. day 2 we used Cog Wild's shuttle bus to ride McKenzie River trail. 26 miles of sweet single track. $40 for the shuttle ride if they can get 6 people for the trip. Much easier than trying to arrange your own shuttle. Also better for beers during the drive home
day 3 I spent riding some of the Phils Trail system while my wife rested. The locals like Storm King, Funner, COD, KGB. Go to the Lair for the dirt jumps and stunts.
If you don't want to buck up for the guide buy the COTA trail map ($12)from one of the bike shops. Better yet buy the map anyway. The trail map and markings are excellent. With the map it's easy to find your way around.
After the big rides you can play for days in the Phil's trail system, just west of town. Dont miss Whoops - 2 miles of berms and table tops. I like Moab but I'll be going back to Bend before I go back to Moab!