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The town is a wealthy suburb of Portland. I have lived in Oregon for a long time and have not heard of Lake Oswego as a sailing venue. Folks in the PDX area sail on the Columbia.
I saw a few sticks on the Willamette when I was there last, but yes, it's all on the Columbia. I think the lake might work for a sailing dinghy or something...
Notice: The advice given on this site is based upon individual or quoted experience, yours may differ. The Officers, Staff and members of this site only provide information based upon the concept that anyone utilizing this information does so at their own risk and holds harmless all contributors to this site.