If your overnight bag can only accommodate a single outerwear option, make it this pretty-much-perfect wool coat. Designed in the ideal grey hue, it’s essential for those brisk morning walks and even cooler evenings.

A go to silhouette among street-style stars, stirrup leggings effortlessly blend cool comfort with a timeless shape. Whether you’re pairing them with sneakers and an oversized sweater or balled flats and a button-up, this pair delivers ease every time.

Nothing has more double-duty (even triple-duty!) appeal than a striped button-up in your weekender bag. Three styling ideas to consider: worn open over a white tee, half tucked into a pair of trousers or tied around your neck.

Be the embodiment of “slams laptop shut ‘til Monday” with this ball cap that lends a laid-back-feel to every look. We can totally picture pulling this one on for Sunday-morning brunch and during the road trip back home.

A must-pack-in our minds for a fall excursion? A cozy cardigan with major transitional power. This super-soft version is guaranteed to accompany you whether you’re enjoying a still-sunny alfresco lunch or settled in front of a roaring fire.

You can always count on a sleek pair of pinstriped trousers to do some serious sartorial heavy lifting. No matter what you wear up top (the aforementioned tee, a button-up or a fall cardigan), this pick, spells easy sophistication.

A really good graphic tee, like this one that comes embellished to suit our current cocktail obsession, can serve the same styling purpose as its more-plain counterparts.