Day Pack Contents
saw Cabelas rain gear leather Coast LED head light powerpax battery holders AAA sunglasses camping bushcraft fieldcraft Home Depot GI desert ...
Cold Weather(between 0deg to 32 deg F) through hiking kit
Good quality down vest(Goodwill), down booties, wool mittens, wool gloves, neck gaiter, hat 1# $100 Bear spray, Steripen ...
The Chicagoist Winter Bike Guide (Part 2: Dress for Success)
Winter bike gear isn't by definition super cute, so you'll have to set aside your Bird of Paradise vanity in order to enjoy safe winter biking. Some may dog them for looking dorky, but reflective vests can help cars and other traffic spot you easier. Black, blue, brown and gray will always be tough to see at night, but red can often look black at dusk, too, so don't think you'll be safer just because you're sporting a bright color. School bus yellow is the most visible, but nothing beats flashing lights or reflectors.
If you can't commit to an entire vest, shops like Uptown Bikes and others sell reflective tape in sliver and black that you can iron and hand-tack on to whatever article of clothing you like.
Rocking wet gear for a ride won't do much for you in the warmth department and can even speed up frostbite. Jam old newspaper into pant legs and shoes, and put gloves and hats over bottles to help them dry (most reflective and performance materials can't go in the dryer).