My fave place to smoke is here
Cigars are not sold here, but many are gifted. There is almost always something on the smoker and somewhat above average beverages for all and sundry.
But my Monday herfing is almost always done at The Mark cigar bar at the Shilo Inn on the boundary between Portland and Beaverton (9900 SW Canyon Road, Portland). Great BOTLs, food and a complete bar staffed by fine people as well as 11 good sized HD TVs.