Cotton V-Neck Sweater
The key to a weekend away with only a carry-on? Stuffing it full of warm layers. These light, cozy V-neck sweaters should be your weekender staple. They can be worn over a button-down, with a scarf, or over a tank dress if that sunny weekend ends up being a little too brisk. Available in seven colors.
To buy: $24.50; factory.jcrew.com.
Coco Leather Ballet Flats
When traveling, shoes must be easy-on/easy-off—especially when the plan is to pass through security as smoothly as possible. These comfy leather flats check all the marks—and don’t sacrifice form for function. Also available in warm beige.
To buy: $44.50; factory.jcrew.com.
We like this romantic red currant dress for its fit-and-flair style, but really love that it’s made of hard-to-wrinkle cotton. Just don’t forget to throw in a pair of black tights for cooler nights. Also available in French blue.
To buy: $37.50; factory.jcrew.com.
Resin-Coated Twill Jacket With Hood
When a sweater simply can’t do it alone, this stylish, go-with-everything safari jacket has your back. It even comes with a hood if you’re caught in an unexpected downpour. Also available in black.
To buy: $74; factory.jcrew.com.
Winnie Pant in Stretch Twill
These stretchy pants might just become your new favorite travel companion. Dress them up for dinner out with the family, or down with a comfy sweater and scarf for the (inevitably chilly) flight. Also available in navy.
To buy: $34.50; factory.jcrew.com.
Shoulder Strap Tote
That personal item we just mentioned—we were talking about this faux-leather tote, of course. It’s roomy enough to stash all your travel essentials (camera, book, portable charger) and then some, and its milky caramel color means it will match every outfit you could possibly pack.
To buy: $49; factory.jcrew.com.
Printed Woven Scarf
An oversized scarf is another essential two-in-one travel accessory. The neutral gray gingham pattern on this one can match a whole rainbow of outfits. Just make sure you stow it in your personal item—it doubles as a blanket while flying. Available in two other patterns.
To buy: $17; factory.jcrew.com.