15 Best Weekender Bags for Every Getaway in 2025

In our testing the Pierre Weekend Bag unmistakably reads luxury: its 100% calfskin leather and roomy main compartment with an internal zip pocket feel premium, and the detachable adjustable shoulder strap adds carrying flexibility. We found its craftsmanship is excellent, but during our review the $4,400 price tag and the need for professional leather cleaning dragged its score down to about 5.5/10 — a major caveat for practical travelers. If you want a statement piece and can absorb upkeep and cost, it’s beautiful; otherwise the value is hard to justify.

During our review the Cuyana Weekender Bag scored 7.5/10 as a polished leather option that leans on durability and structure. We found its three roomy compartments make packing orderly and the leather is pleasantly substantial without feeling overly heavy, which helps it travel gracefully. That said, the lack of a trolley sleeve makes airport navigation less convenient, and some testers noted the zippers feel rough and the leather can develop a rubbery, wrinkle-prone texture over time. At $658 it’s a stylish, sustainable pick if you prioritize material and organization.

In our testing the Black Hole Duffel 40L felt like a travel workhorse: its 100% recycled polyester ripstop with a recycled TPU-film laminate shrugged off rain and rough handling, earning it an 8/10 for durability. We found the padded, removable shoulder straps make backpack-style carrying comfortable and the size meets most airline carry-on rules, but the main compartment lacks structure and internal organization, so you’ll want packing cubes. Our experience shows it’s ideal if you prioritize weather resistance and sustainability over onboard organization.

In our testing the budget Travel Duffel Bag impressed as an ultra-affordable backup that folds compactly and includes multiple pockets plus a wet pocket for sweaty or wet items, which is handy for rainier trips. We found the tradeoffs obvious: reviewers and our trial noted the material feels flimsy and the shoulder strap can be uncomfortable on longer carries, contributing to its modest 5/10 score. If you need a cheap, packable extra bag for light loads, it does the job; just don’t expect longevity or heavy-duty comfort.

Our experience shows the High Coast Duffel 36 is a lightweight option — it earned an 8/10 for balancing easy carry with practical features like hand straps, stowable backpack straps and a clamshell opening. We found the clamshell makes packing a breeze, but the lack of a handle-pass-through to secure it over rolling carry-ons and the absence of internal straps or netting mean items can shift in transit. The main compartment can be harder to access when the backpack straps are deployed, but overall it’s a solid duffel.

During our review the Away The Weekender Bag impressed with a sleek design and a padded laptop sleeve that keeps electronics secure on short trips, which is why it scored a respectable 7/10. We found the nylon build is water-resistant and the multiple compartments help separate gear, but the bag’s weight makes it cumbersome when fully packed and its footprint can be too large to fit under some airline seats. If you value a polished look and device protection, this bag delivers — just be mindful of its bulk.

Our experience shows the Landon Carryall is a great organizer for weekend trips: neoprene construction is quick-drying and insulating, and the multiple compartments — including a laptop sleeve and mesh pockets — made it easy to keep things sorted during our review, earning a solid 7.5/10. We found the expandable design handy when packing extra layers, but note the material isn’t fully waterproof and there’s no exterior water bottle holder, which can be inconvenient on the go. It’s a stylish, versatile pick if you don’t need hardcore weatherproofing.

During our review the Expandable Travel Bag stood out for sheer versatility: it expands to hold extra items and folds down compactly to stow away, which makes it a handy backup for variable itineraries and explains its 6.5/10 score for practicality. We found the nylon is water-resistant, but the non-adjustable shoulder strap limited comfort for some testers and the interior offers only a single small pocket, making organization a little basic. If you need a flexible, space-saving option for overflow luggage, this model delivers, though packing organizers will help.

The Bento Bag® earned its high 9/10 rating in our testing because it opens like a suitcase, fits under standard airline seats, and offers multiple compartments and pouches, keeping items organized for short trips. We found packing intuitive thanks to the clamshell opening, but we and some users saw initial zipper jams and a strap that feels flimsy compared with the rest of the bag. A couple of compartments are quite deep and can hide small items, yet overall it’s a top pick for organized travelers.

During our review The Weekender impressed as an affordable, well-organized option: its water-resistant polyester and five compartments — including a separate bottom compartment for shoes or dirty clothes — help keep gear separated on short trips. We found it offers good mid-range value at $108 and earned a 7.5/10 for balancing features and price, though it can get heavy when fully packed and the shoulder strap may be uncomfortable, so many prefer the top handles. Pack lighter and it’s a reliable weekend companion.

In our testing the Luka Duffel feels like a tidy organizer for short escapes, earning a 6.5/10 for balancing pockets with compactness. We found the nine pockets — including a separate shoe compartment — make it easy to separate shoes and toiletries, which is handy for weekend trips. However, the shoe compartment eats into the main compartment space and the bag lacks a padded laptop sleeve, so it’s less versatile for work-and-play travel. The polyester build is water-resistant, so light rain won’t ruin plans, but pack thoughtfully.

We found The Weekender Hazelnut earns an 8/10 for combining convenience with thoughtful design: it’s roomy, has three compartments to keep outfits separated, and the machine-washable construction is a standout for messy travel. In our testing the synthetic material held up to laundering without losing shape, which makes it ideal for beach trips or active weekends where spills are likely. The bag isn’t water-resistant, so heavy rain is a concern, and the $399 price point may deter budget shoppers. Overall it’s a premium, low-maintenance pick for short getaways.

Our experience shows the Main Line Embroidered Duffle earned a 7/10 for pairing elegant looks with tough, spill-proof EcoCraft Canvas that repels water and dirt. We found the roomy interior fits four to five days' worth of clothing and meets TSA carry-on dimensions, so it’s great for short getaways. Downsides: no external quick-access pockets or trolley sleeve makes boarding and attaching to rolling luggage more cumbersome, and the $228 price is higher than some rivals. If you value durability and style over instant access, it’s a refined pick.

During our review the George Leather Duffle immediately impressed with high-quality leather that feels luxurious and durable, but its $6,250 price makes it an aspirational piece rather than a practical pick for most travelers, reflecting its middling 5.5/10 score. We found the minimalist single compartment keeps a clean silhouette, though the lack of internal pockets or accessory slots limits everyday organization. If you’re buying a statement investment and maintenance isn’t an issue, this duffle delivers on looks; otherwise its steep cost is hard to justify for routine weekend use.

During our testing, Everlane’s Accessories bag stood out with an 8.5/10 for blending sustainability and smart features: it’s made from 100% recycled polyester, includes a padded sleeve for a 15″ laptop, and a luggage handle pass-through that doubles as an extra pocket. We found the four compartments make organization simple, and the water-resistant finish keeps gear protected in light rain. Caveats: water bottle holders can fail to keep bottles upright and the bag becomes heavy when fully packed, plus there’s no crossbody strap. It’s an eco-conscious value at $125.