Originally Posted by
starkmojo
Someone else mentioned SW. As an "Eastsider" I am admittedly biased but SW is STEEP in a lot of places. Depends on your legs how much you will like that. SE has some hills for sure but you can also go along way following the river too. Search for the Portland Bike Map online its a great resource.
Here are 3 rides that encompass North/South/East. Absolutely wicked hills. 50 miles is at least equivalent to a "century". You can download the GPS and follow the lions painted on the roads any time you wish.
RondePDX
As far as summer activities, also check out
PedalPalooza every summer in Portland. Currently scheduled for the entire month of June, 2020. Events will pop up on the calendar from now through the Spring and early summer.