I never understood the trailer thing. I always thought one of the reasons to go is to brag about how many miles you rode to get there. Whatever was I thinking?
Here's some solutions cold weather riding:
1. Go to an army store and look for the brown poly-pro thermals. They're wonderfully warm and lightweight. I stole all of my husbands
2. Check Target in the fall or winter for the leather mittens with thinsulate gloves inside. I've never seen them anywhere else and I absolutely love them.
3. Snow machining mittens work well, too. They're more or less weather proof and come with little pockets for heat packs. I don't like how bulky they are - makes 'em a bit clumsy.
4. Fleece neck gaiter. Keeps the drafts from going down the back of your neck, too.
I have a 50 mile round trip to work and I ride through all seasons

The above keeps me warm enough for 40 miles at 35 degrees F and 65mph.
Now, if it's spring/summer/fall and the days call for riding in mesh, just throw on your rain gear when it gets cool. It cancels the wind chill factor

Ooooooh. Shiny!