My favorite Portland Rides:
Lolo Pass Ride to Top http://www.gmap-pedometer.com/?r=262300
A great ride up MT. Hood. You might want to drive to Troutdale, park and ride from there. Take Buxton, becomes Troutdale Rd south, Becomes 282nd. Left on Bluff (better rd) to Hudson to Lusted (see Map) and join ride here.
Prune Hill Washougal River Hwy Ride http://www.gmap-pedometer.com/?r=108035
Only to be done on Saturday or Sunday as there is no shoulder on Washougal River Rd. Not much climbing, but beautiful and shaded on a hot day.
Salmon Falls Rd. Mt Pleasant Ride http://www.gmap-pedometer.com/?r=108052
If you add this as the return to the Washougal River ride you add climbing and an interesting non repeat route back.
North RAAC Route http://www.gmap-pedometer.com/?r=206109
A great ride north of Portland about 1/2 hr non-rush hour. This follows the well known Ride Around Clark County Route doing the Northern Part. It takes away the part in the Vancouver area. You loose Lacamas Lake Lacamas Lake Ride http://www.gmap-pedometer.com/?r=108016
, but gain a great road from Amboy to La Center. One advantage of this ride is that except for the ride east at the start to Hockinson, you can follow the Henry Markers on the road from The RAAC ride.
Crown Point Mltn falls Bull Run Ride http://www.gmap-pedometer.com/?r=1011423
This is the Classic, Grandaddy of all Portland rides. It is a combination of three classic rides. Most people either do the Multnomah Falls ride which is at mi 17 on the total ride. Or they go up Larch Mtn , which is 14mi of climbing. Or they do the Bull run ride going to Larch up only to Louden rd and then through Bull run. BTW, don't miss stopping at Crown Point 8.5 mi into the ride.
The 26.25 mi mark is the Start of the Larch Mtn ride. The Louden, Littlepage, Hulbert Gorden Creek Rd Part can be a bit tricky otherwise the entire ride is pretty easy to follow. There is no shoulder on most of this ride, so be careful and aware of cars. MP3 players are never a good idea, but can be fatal on this ride. As with all rides, best done on the weekend. Water at Multnomah falls and at Rosyln lake. There is a 7-11 at the turn to Hwy 26 in Sandy.
If you want to stay in Portland, but have a very challenging ride there is the Council crest X3 ride. http://www.gmap-pedometer.com/?r=574236
Add in Schools Zoo Skyline Montgomery Loop http://www.gmap-pedometer.com/?r=1118876
for a Great Beautiful Ride!