Portland has lighted, gated bike parking right next to the terminals, nice bike paths to get there, and a bike assembly/repair station to fill up your tires or assemble the bike you've shipped. I've ridden my bike there several times in the wee hours with a backpack, locked up, and gone straight to security.

I rode the Capitol Bikeshare to Reagan National in DC. They didn't have a parking station at the time, at Reagan, so I had to park nearby and take the Metro one stop. Very nice trails running out there, though.