I lived in Portland for a long time. Forget everything anybody has said about bike shops in Portland, the only one worth going to is the Bike Cycle at Bramhall square, talk to Percy the owner, he is awesome and usually has cool bikes to rent out.

As for things to do The White Heart just opened on Congress and is a good lounge, as is the Down Town Lounge, both love punk rock and good company, which also brings me to Norm, my old boss who is more punk rock than anyone I've ever met and has three american bistro/bbq joints in town just look for his name. There is no dearth of amazing restuarants but if you want sea food go to Street and Company on Wharf street, it is absolutly phenomenal, and you'll be hard pressed to find better sea food anywhere; also go find the Porthole on Custom House Wharf authentic dive has been a restuarant since like 1910 (they have a kick ass brunch).

For bars go to Bubba's on Portland st (sometimes know as park ave) on the night they throw a zodiac party or other show, it is the strangest bar. It has the Saturday Night Fever light up disco dance floor, and is filled with taxidermied animals and antiques, it opens at six in the morning for the alkies and for a long time was known as the place to get heroin. Amigo's in the old port is the local dive. I have spent many nights on the patio listening to stoner rock or bluegrass. Up on congress by the White Heart is Space the local gallery *** indie rock place, it can be a mixed bag, but they do get good shows in there. And no tour of Portland is complete without going to Geno's, the godfather of Portland punk died a few months ago, but his son JR now mans the bar at the new Geno's in an old porn theater where you can catch local rock and roll.

Yeah that about sums it up.
PS. My friends have a loft off congress by Bramhall square if you can find it or them you might get into an impromtu loft party.