Let's see, ya got your local recumbent group, who welcome anyone, no matter what they ride, website www.ohpv.org - check the calendar. Email list is thru yahoogroups.com and if the "web-ride" gets posted to the email list, no one gets left behind.
An old, old, email list that used to be for the Cycle Oregon folks, has become mostly Portland locals (we're known as Team Bag Balm) that trained together way back then (10-12 years ago), is thru yahoogroups.com also. Great group of people.
Portland Velo has lots of group rides that have various speeds/levels, very nice folks - website I think is www.portlandvelo.net
If you want something slow paced, low mileage, there is the Slug Velo group. I'll have to look up their website and add it in a bit. Again, another group of very nice folks. http://www.patch.com/slugvelo.html
The Portland Wheelmen http://www.pwtc.com/ also do lots of rides locally. Bike Gallery http://www.bikegallery.com/ has organized rides starting at their shops, as does RiverCity Bikes. I'll get the links here in a couple minutes.
If you are into really long distance riding, check the Oregon Randonneurs group. http://www.orrandonneurs.org/ We've done some of their 100k & 200k rides and I have volunteered and worked a couple of their "rest stops". Well run rides and nice folks.
Lots of options, they may not all be your type of people, but you never know, you just might find some good people and rides :-)
Edna
SE Portland
member of OHPV and Team Bag Balm



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