My Trek Portland is the keeper.
It's my daily commuter and grocery-getter. It dances in traffic well and hauls amazing amounts of stuff without complaint. I've taken it on pokey-slow family bike-path rides, fast group rides, ridden it on centuries and up mountains. It's equally happy in those roles too. Swap to the cyclocross tires and it's just as happy off-road. Swap tires again to the studded snow tires, and it goes all winter long.
Tsl, I really like your Portland. Have looked at it several times now at my local Trek dealer since first reading your ride reports on it.
Do you find the frame at all "buzzy" or "harsh," as folks say about aluminum? The only alum. bike I've owned was a Cannondale, but it had pretty small tires. I'm think your bike, w/wider tires, must be pretty comfortable, and I know you take it on (much) longer rides than your commute.