Ultimate Direction Boonedoggle ($75):
Don't fall prey to the illusion that thirst is a byproduct of warm weather. If anything, cold, dry air and aerobic huffing and puffing deplete your liquid reserves faster. That's why we vote for a hydration system such as the Boonedoggle. Even though this sleek, narrow pack is billed as a bike pack, it's got multi-sport credentials in spades. Critically, you'll stay dry with the 3D AirMesh back panel that channels air for ventilation. Its petite-yet-comfortable S-shaped shoulder harness allows the full range of unencumbered motion needed for skating. For your hydration needs, a 96-ounce reservoir will quell a winter day's thirst in freeze-free fashion thanks to the insulated drink tube, which, incidentally, can be directed to either shoulder strap. There's a detachable tool/gizmo pocket, an integrated rain cover, reflective strip, and two outer zipper pockets for quick-grab items—features any self-propelled proponent would appreciate. The 350 cubes of storage space offers enough room for lunch and essentials. Contact 800-426-7229, www.ultimatedirection.com.