Best Bags for a Long-Weekend Trip

• When choosing a bag to take with you on a long-weekend trip, you’ll want to consider size, carryability and personal style.
• Carryalls, top-handle bags and totes are a few of the top styles and silhouettes for weekend travel.
• If you’re packing a suitcase or duffel, bring a smaller handbag that easily fits inside for day-to-day use once you arrive.

The best bags for long-weekend trips effortlessly balance capacity and comfortability without sacrificing style—think spacious interiors, wide straps and smooth leather exteriors that pair well with all your travel outfits (no matter how relaxed or casual).

Whether you’re searching for a handbag that can take on all your essentials or you’re hoping to find a bag that fits within your larger suitcase or tote, consider these travel-friendly picks.

Made to move with you, an expandable carryall like the Brooklyn bag will sit comfortably on your shoulder as you catch the train, bus or hop in the car for a long-weekend trip. Its roomy, slouchy silhouette and minimal hardware make the Brooklyn an effortlessly stylish pick no matter where you’re heading. For more on the bag’s different sizes and what fits, check out our guide on the Brooklyn bag family.

Style Pick: Brooklyn Shoulder Bag 34, Brooklyn Shoulder Bag 39

Larger top-handle bags don’t only look the part of the sophisticated plus-one while traveling—they’re also incredibly spacious for all your essentials like your laptop, tablet, cosmetics pouch and more. The ultimate blend of classic and contemporary, a top-handle bag will elevate even your most casual travel attire. Bonus points if the top-handle bag converts into a crossbody when on the go (like the Empire bag).

Style Pick: Soft Empire Carryall Bag 40, Soft Empire Carryall Bag 48

Reliable and versatile, tote bags are always a go-to pick for long-weekend trips. They’re simple, easy to carry and spacious enough for all your belongings—from smaller essentials like your wallet and phone to larger items like your laptop and even clothes or shoes. Tip: Use a bag pouch (like a mini bag or wristlet) to keep all your loose items secure within your larger tote. And then, once you arrive, flaunt your bag pouch as your mini plus-one all throughout your trip.

Style Pick: Cargo Tote Bag, Coachtopia Loop Tote, Alter/Ego Large Tote Bag in Upcrafted Leather