Packing for a short trip can be deceptively challenging. It should be easy because you only need to plan out what you’ll need for a few days away; but that makes it all too tempting to just shove all of your belongings haphazardly into a duffel or backpack and then spend your trip living out of an increasingly jumbled mess of a bag. If you’re like us, you need a bag that forces you to get organized.

Enter the Jackie bag, a weekender bag with designated compartments and pockets for all your trip essentials. There’s a ventilated shoe compartment in the base that can hold up to four pairs of shoes, which is handy for keeping soiled shoes separate from your clean clothes.

Pockets for your wallet, phone and water bottle are convenient for organizing your small belongings, while a combo of vegan leather shoulder handles and an adjustable cross-body strap with shoulder pad give you different options for carrying the bag comfortably. The bag also comes with a small separate cosmetic case for your makeup and toiletries, plus a drawstring bag that’s great for storing your dirty clothes.

The bag exterior is made from durable nylon, which resists water and makes for hassle-free cleaning. The size is ideal for weekend road trips or it easily transitions to a carry-on bag on longer trips, fitting under most plane seats. The pass through sleeve at the back also allows you to loop it over a suitcase handle, so you can move speedily through the airport.

$248 USD;