The 19 Best Weekender Bags for the Perfect Getaway in 2020

Autumn is the perfect time for a weekend excursion. The cooler temperatures call for lazy weekends at the cabin, camping by the river, road trips, a quick jetaway and so much more before the craziness of the holiday season lands upon us.

From romantic trips to friend-filled adventures, we can’t think of anything better to do this season than setting off on a weekend (or week-long) getaway. As long as you’re being safe, of course. If you’re planning a mini trip, you’re gonna want to make sure you have the best weekender bag to fit all your swagger in. Why risk your airline losing your luggage when you can pack everything up in these spacious and stylish bags? (They’re all carry-on approved too).

The best weekender bags include:

• A few selects from Herschel
• Faux-leather and canvas options
• Designer names
• Top-sellers on Amazon
• Outdoorsy options

From fancy to sporty to casual carry, here are 19 of the best weekender bags to pack — and travel with — right now.

1. Herschel Supply co. Duffle Bag

BEST OVERALL

When going for the best weekender bag, look no further than the trusted Herschel logo. The bag features a timeless appearance that suits any style. It’s got leather carrying straps that add an elevated touch to the otherwise laid-back piece of luggage. You can slide your kicks into the separate shoe compartment to keep your garbs clean and dirt-free.

2. Ted Baker London Faux Leather Duffel Bag

BEST FAUX LEATHER

Faux leather doesn’t have to mean faux style. This sharply structured weekender bag is sizable enough to fit all your gear, but it is also compact enough to squeeze into a locker. The timeless style comes in a handsome navy blue, which sets the duffel apart from all the normative brown and black “leather” bags that flood the marketplace.

3. Leather Weekender Bag by Komal’s Passion Leather

BEST LEATHER UNDER $100

Made from 100% leather, it comes in a brown color that exudes timeless elegance. It also features two handy side pockets where you can carry shoes and other accessories. Crafted by expert artisans, it’s hard to find any other piece of luggage that’ll give you this much bang for your buck.

4. Fredy Perry Barrel Bag

MOST UNIQUE

If you’re on the hunt for a weekender bag that offers a unique flair, look no further than this Fred Perry carrier. The style could be categorized as preppy meets sporty, and its barrel shape gives it a bit of a vintage look. The navy and white duffel is the perfect overnight bag to fit a few of your essentials, plus a few extras. Not to mention, it’s made out of a faux-leather material that’s super easy to clean.

Image courtesy of ASOS

5. Newshows Store Canvas Travel Duffel

BEST CANVAS

If canvas bags are more your speed, this option from Amazon is a handsome selection. The large 46L bag has got enough room to carry a weekend’s worth of clothing. Available in green, grey or khaki, this bag marries style with function. There are five metal rivets on the bottom to keep the bag from getting scuffed on the floor. For just under $40 this could be your new travel essential.

6. Tumi Alpha 3 Expansion Duffel Bag

BEST FOR FREQUENT TRAVELERS

If you’re a frequent traveler for work or play (or even both), a piece of Tumi luggage is a solid investment. This bag (along with most of their other options) is made out of ballistic nylon, meaning it’s super durable, which is key, especially if it’s getting used on a regular basis. Plus, the bag has got all the perfect nooks and crannies to stash everything from your laptop to your hiking gear.

7. Kenneth Cole Reaction Port Stanley Faux Leather

MOST REASONABLY PRICED

Look, if you’re trying to save a few bucks and just need something trusty (but still stylish) to get you from point A to point B, this faux leather number from Kenneth Cole Reaction checks all the boxes. The easy to carry weekender bag includes an adjustable shoulder strap and top handles, but it’s also suitable to load on top of a wheeling suitcase. There are plenty of storage pockets to keep you organized on the inside, and it’s also available in black.

8. Patagonia Black Hole 40L Duffle Bag

BEST FOR OUTDOORS

If you’re escaping to the great outdoors for the weekend, you’ll need a weekender bag that will befit all the epic adventures ahead. This bag is built out of durable ripstop fabric so your gear will stay safe and dry. Not to mention, the laminate exterior comes from recycled polyester — extra points for eco-friendly craftsmanship.

9. Brics Folding Duffle Bag

MOST FUNCTIONAL

If you’re looking for a versatile bag that’s perfect for weekends and business trips alike, look no further than this minimalist rolling duffle bag. Made with water-resistant materials, it’s a great carry-on companion that can handle any weather. It even comes with a removable pouch for you to easily fit smaller accessories. Plus, it can seamlessly be stacked on a wheeled bag for longer trips.

10. Kavu Little Feller Backpack Duffel Bag

TRENDIEST

Color-blocking is all the rage right now, and the trend is bringing a touch of the 1990s into the 2020s. This “Little Feller” is the best weekender bag for those who dig a ’90s throwback and aren’t afraid of pastel color pallets. The durable polyester bag is quite roomy and can be used as an over the shoulder duffel bag or a backpack, which makes it ideal for long-weekend trips.

11. Herschel Supply Co. Trail Coast Dry Duffle Bag

BEST WATERPROOF

Whether it’s a weekend getaway to the lake or a surf trip on the coast, your bag might need to withstand some wet and wild times, so you’ll want something built to properly handle moisture. Made from a water-resistant (and reflective) tarpaulin, the bag features a roll-top closure that’ll be able to keep your stuff (even if it’s still a bit wet) properly housed.

Image courtesy of Mr. Porter

12. Amazon Basics Travel Duffel Bag

CUSTOMER FAVORITE

This highly-rated weekender bag will get the job done. And with nearly 4,000 five-star reviews on Amazon, this is one of the best weekender bags out there. The bag is relatively basic in its design, but given the bargain price point, it can’t be beaten. The simple yet effective duffel has a few different storage compartments, and it’s available in black, blue or red.

13. The Friendly Swede Weekender Duffle Shoulder Bag

ECO-FRIENDLY

Elegant, trendy, and made with 100% vegan materials, it’s easy to see why this Swedish bag became a top-rated choice on Amazon. Available in two different colors (green and black), this bag comes with a reinforced bottom and is clearly built to last. The soft-touch of the rubberized polyurethane adds sophistication to this bag, making it both a good-looking and eco-friendly option.

14. S-ZONE Oversized Canvas Genuine Leather Trim Travel Tote

MOST SPACIOUS

Slim, stylish and incredibly efficient, this trim travel tote sports beautiful horse-leather stitching and includes an extra lightweight canvas to help keep your shoulders from feeling the strain. Packed with various metal clasps, the durable build is made to help prevent wear, tear and even rust. A great option for everyday use, it even comes in a handful of different color options.

15. Canway 65L Travel Duffel Bag

MOST DURABLE

A great option if you’re packing shoes and other everyday essentials, this duffel bag features an extra-large design that’s able to accommodate way more than other models. While it may not be as stylish or colorful as some of the other options, the fuss-free design helps add to its overall versatility. Made from durable 600D polyester fabric, it’s both water-resistant and tear-proof.

16. KomalC Genuine Leather Duffel

VINTAGE-INSPIRED

Made from genuine leather, the KomalC duffel is the real deal. Both handcrafted by experienced craftsmen and designed to look (and feel) like the vintage bags of decades past, these slick duffel comes with two zippered pockets, a detachable shoulder strap and a handful of YKK metal zippers to give it a little added durability. The water-resistant lining is sure to stand the test of time and the various internal pockets are also a nice touch.

17. Carry-on Garment Bag Large Duffel Bag

BEST OPTION FOR WORK

Traveling for work? This carry-on might be your best option. Designed to help store your suit and your shoes, it features a smart, foldout design that lets you wrap your clothes up without having to worry about pushing or squishing them into your bag. No fuss, no wrinkles. The durable 1800D Cationic waterproof fabric also helps keep your belongings free from spills and slips.

18. Travel Duffel Bag

MOST VERSATILE

Made from full-grain leather, this extra spacious travel bag has more than enough room to accommodate your large laptop, clothes, phone, grooming accessories and more. It also comes with a variety of padded pockets to help keep your belongings safe — making it a great choice for travel. With reinforced metal zippers and built-in metal feet, it’s a great everyday option. The leather is a nice upgrade from your college gym duffel that you’ve been repurposing for trips. And it’ll only get better with age too, giving it a nice, worn-in hand.

19.  Montblanc Sartorial Duffle Bag

DESIGNER PICK

If you’re willing to splurge on a designer weekender bag, then this Montblanc ‘Sartorial’ bag will be perfect for you. Made with extreme care that goes into every product of the German brand, this bag truly makes a stylish statement. It features leather handles and also comes with a detachable adjustable shoulder strap for added convenience. This uber-chic item is Made in Italy and is perfect for your jet-setter self.