“I have a thin, waterproof, windproof jacket from L.L. Bean that can be worn year-round. If it’s cold, I add layers. If it’s hot, I open the flaps.” —Patrick Kennedy

“If you’re riding in your work clothes, get fenders. Tents and Trails (21 Park Pl., nr. Church St.; 212-227-1760) sells inexpensive rain gear.” —Amanda Hickman

“I go with what fits in the messenger bag. Have your shirts pressed and packaged in a box from the cleaners so it’s pre-folded. And roll the pants.” —Phil Riggio

Related:

• Archive: “Guides”
• Articles by David Sax
• Table of Contents: Oct 12, 2009 issue of New York | Subscribe!