Here you go. Route 2B around Bachelor is incredible. There is water only at the resorts on the west side. If the weather is really hot that weekend, do this instead of Paulina. Or better, do both if you can.
http://www.deschutes.org/index.cfm?o...865E7D3C09D97F
The guide has lots of rides down in the Sunriver area but I haven't explored those yet. I'm still learning the road rides up in Bend. Now if you want more info than you'd ever want to know about the singletrack, I'm your gal.
No framebuilders in the area any longer but tons of bike shops. The best wooden fender builder I've ever seen is here but no store front.
High end road bikes - Bend Bike n' Sport
Kind of funky mtb/touring/commuter shop - WebCyclery
Best BBQ - Baldy's (near Bend Bike n' Sport) 
Best Bakery - Nancy P's
Best Breakfast - Westside Bakery
Best Middle Eastern Food - Kebaba
Anything else?
Frends know gud humors when dey is hear it. ~ Da Crockydiles of ZZE.