Here’s what I’d pack for a business trip for two weeks: Non-black monochromatic outfits are really chic - think gray, navy, tan, or forest green. Pick two hues that can easily be mixed and matched to maximize your outfits (I’m partial to gray and navy). Kick flare pants are on trend right now, but I’d also argue they’re timeless. These are a great pair that can be worn for work and wandering alike - dress them up for work with a crisp button down and blazer, and wear them with a drapey sweater and tennis shoes for wandering about. Veronica Beard’s dickey blazers are a splurge, but they’re made for a trip like these. Wear the blazer alone with your work pieces, and add a denim or cable knit dickey when you’re off duty. I would also bring a trench. I swear by the 3 pairs of shoes per trip rule. For one like this, I would pack my trusty white tennis shoes, a comfortable pair of heels, and a pair of ankle boots. For bags, I would do a classic leather tote for work and this roomy crossbody bag for exploring (it comes with a small pouch that’s perfect for evenings out).