Let me be honest — nothing humbles an outfit faster than standing on the Maid of the Mist deck and realizing your “cute travel look” is now soaked through and

Let me be honest — I showed up to Vermont in October wearing what I’d wear for a “crisp fall day” back home, and within an hour I understood how

Let me be honest — I thought I had New York in October figured out after visiting in September once, and I was wrong in about four different ways within

Let me be honest — I packed my cutest outfits for a Nashville bachelorette weekend in September and had completely wrecked hair and a see-through top by the time we

Chicago in September has a personality problem. One afternoon you’re sweating through a t-shirt on the Riverwalk, and by 7pm the wind off Lake Michigan has you wishing you’d packed

Let me be honest — San Francisco in October broke my packing brain the first time I visited. I checked the forecast before I left, saw 68°F, and packed like