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November 14

The Best Weekender Bags (Plus What to Pack in Them)

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Product Details:
Cuyana Weekender Bag, Cuyana Travel Case

We won’t be heading out of town until after Christmas, but I know that many readers are eagerly preparing for upcoming travel, especially with Thanksgiving just around the corner! Whether you opt to pack a duffle bag, an oversized tote, a backpack, a rolling suitcase, or my favorite, a weekender, a highly functional bag makes any travel a little easier. Lost luggage and delays are even more of a headache when your time at your destination is brief, so I’ll do whatever I can to avoid checking a bag on short trips. A little bit of advance preparation—like picking up mini versions of your favorite beauty products and planning your outfits ahead of time—helps maximize every inch of your favorite travel bag.

Especially with limited packing space, a highly functional bag is key. This leather Cuyana weekender and this canvas option come with plenty of pockets and compartments for easy organization. When I carry a more traditional bag, like this one from Neely & Chloe (one of my favorites) or this chic Paravel style, I include smaller pouches and cases to keep everything in its place. I never go anywhere without this Cuyana travel set, which also happens to be one of my favorite items to give as a gift year after year.

Before zipping up your bag, don’t forget to add a few items to make even the briefest trip more glamorous and relaxing. I like packing a silk sleep mask, especially if I’ll be staying in a hotel, a favorite travel-sized face mask for refreshing my skin after a flight, and a favorite pair of pajamas to make me feel at home wherever I am. Read on for a few more of my weekend travel essentials and favorites!

Weekender Bag

Everything you could want in a weekender, this Cuyana bag comes in both leather and canvas options, is stocked with roomy pockets and compartments, and has a removable crossbody strap that can be customized with a monogram. For shorter trips, try their “overnight” size here.


Jewelry Case

Especially over the holidays, I’m more likely to travel with a few jewelry and accessory options on hand. This case is a cute and compact way to keep everything organized, safe, and tangle-free.


Travel Scarf

I never travel in the fall or winter without a scarf on hand—especially on chilly planes, they always come in handy. Our cashmere Arden scarf, available in both ivory and rose, pairs effortlessly with any travel look and will keep you cozy from take-off to landing.


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Outfit Details (night out): Hermes Sweater (similar, less expensive here) & Scarf (similar here ...