I don't think you'll regret moving there - but you would regret not moving later in life. In my brief time there, I found Portland to be a community of communities.
Fat Tire beer on tap..
Calagator: Portland's Tech Calendar: http://calagator.org/
PDXTech: http://www.pdxtech.org/
Last Thursday's in Alberta: http://www.artonalberta.org/
upcoming.org (Founder Andy Baio lives there!): http://upcoming.yahoo.com/place/RlEYPWubBZtlFXkb
The 3rd best Farmer's Market in the U.S: http://www.portlandfarmersmarket.org/
(Usually free) live music every night of the week: http://www.mcmenamins.com/index.php?type=music
Amazing large Zen garden http://www.japanesegarden.com/
"Fugitives and Refugees: A Walk in Portland, Oregon" by C.P.
http://www.powells.com/biblio?isbn=1400047838
"Everyone in Portland is living a minimum of three lives," says Katherine Dunn, the author of Geek Love. She says, "Everyone has at least three identities"..."They're a grocery store checker, an archeologist, and a biker guy," she says. "Or they're poet, a drag queen, and a bookstore clerk."
Read "Portland's Special Challenges" and "Portland's Special Strengths" (pp17-19). "The Young and the Restless: How Portland Competes for Talent"