<p>Use it as your <a href=”https://www.esquire.com/style/mens-accessories/g37516590/best-carry-on-luggage/” target=”_blank”>carry-on</a> for a longer trip, or as your main <a href=”https://www.esquire.com/lifestyle/g44588967/best-affordable-luggage/” target=”_blank”>luggage</a> for a weekend retreat, but keep a leather weekender on hand regardless of where you’re going. The style is inherently more <a href=”https://www.esquire.com/lifestyle/a42659320/rimowa-carryon-suitcase-review/” target=”_blank”>elevated</a> than a cloth duffel bag, it’s much cooler and <a href=”https://www.esquire.com/lifestyle/cars/g44070315/best-rolling-luggage/” target=”_blank”>sleeker</a> than a lumpy backpack, and, these days, it’s likely to have better features than both. Stuffing everything into one compartment is old news; we’re living in 2024, when you can enjoy the ease of a designated <a href=”https://www.esquire.com/style/mens-accessories/g28122227/laptop-bags-for-men/” target=”_blank”>laptop compartment</a>, a trolley sleeve, an exterior zip, and, if you’re lucky, maybe even a luggage tag.</p><p>The leather weekenders below are worthy of the investment, and will last you for many years and trips to come. Don’t just relax once you reach your destination—soak in the trip there, too.</p>”/>
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Mr Porter
best rugged leather weekender
Time Resistance Full Grain Leather Duffel Bag
best rugged leather weekender
Time Resistance Full Grain Leather Duffel Bag
Time Resistance’s leather weekender is… well, timeless, actually. The leather has a vintage, pre-loved look and feel, with all the bells and whistles of a modern bag: an adjustable strap, outer zipper, and inner laptop compartment. For a ruggedly handsome pick for under 300 bucks, this is the one.
Colors
Brown, Black, Cognac
Dimensions
9.8″H x 16.5″L x 9″W
Materials
Leather
best simple leather weekender
Royce New York Executive Overnight Duffel Bag
best simple leather weekender
Royce New York Executive Overnight Duffel Bag
For something simple, smooth, and sleek, go for Royce New York. This high-quality bag is super roomy, with a detachable shoulder strap that allows for easy carrying. And if you want the world to know its yours, you can even add a monogram.
Colors
Black, Tan, Navy
Dimensions
14″L x 10″T x 7″D
Materials
Leather
best minimalist leather weekender
Quince Italian Leather Triple Compartment Weekender
best minimalist leather weekender
Quince Italian Leather Triple Compartment Weekender
This is an easy, breezy option, perfect for a last-minute trip or one that you’ve had planned out for months. It’s spacious and sleek, and even has a trolley sleeve for when you just want to roll it right through TSA.
Colors
Golden Tan, Taupe, Black
Materials
100% Top-Grain Italian Leather
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best classic leather weekender
Tumi Nelson Duffel
best classic leather weekender
Tumi Nelson Duffel
Tumi makes some of our favorite luggage on the market, from backpacks to suitcases. As it turns out, the brand can craft some pretty luxe leather, too. This timeless weekender is roomy and stylish, with plenty of pocket space to store all your essentials.
Colors
Cognac, Black
Dimensions
11.0″ X 20.5″ X 8.5″
Materials
Leather
best elevated leather weekender
Métier Nomad Leather Holdall
best elevated leather weekender
Métier Nomad Leather Holdall
If you want to feel every bit the luxurious traveler, there’s no finer option than Métier. Even if you’re staying at your in-laws’, this luxe leather bag will make you feel like you’re checking into a tropical getaway at the Ritz or the Four Seasons or the White Lotus. Preferably without all the death and drama, if it’s the last one.
Colors
Espresso
Dimensions
19.6″W x 15.1″ L x 10.4″ D
Materials
Leather
best luxury leather weekender
Brunello Cucinelli Borsa Leather Duffle Bag
best luxury leather weekender
Brunello Cucinelli Borsa Leather Duffle Bag
For something simple and sleek, turn to Brunello Cucinelli. With subtle contrast stitching and a classic duffel silhouette, this is a bag you’ll want to bring with you no matter where you’re going.
Colors
Black
Dimensions
13.4″H x 23.6″W
Materials
Leather
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best vegan leather weekender
Monos Metro Carry-All Duffel
best vegan leather weekender
Monos Metro Carry-All Duffel
In durable, scratch-resistant vegan leather, Monos’ affordable weekender isn’t one to scroll past. The sleek shape isn’t going to be bulky, but it is going to squeeze nicely into an overhead storage compartment or under a seat.
Colors
Mahogany, Saddle Tan, Ivory, Carbon Black
Dimensions
20″ × 12″ × 10.4″
Materials
Vegan Leather
Polo Ralph Lauren Smooth Leather Duffel
Polo Ralph Lauren Smooth Leather Duffel
PRL does its leather weekender as it does all other things: With understated elegance that looks and feels pretty damn chic. Simple and cool, this black bag with silver branding is going to be your favorite travel companion.
Colors
Black
Dimensions
10.25″ H x 19.75″ L x 11.5″ D
Materials
Leather
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best go-to leather weekender
Leatherology Kessler Medium Duffle
best go-to leather weekender
Leatherology Kessler Medium Duffle
Whether you want this debossed or hand-painted or just as-is, you’re in great hands with Leatherology. This bag has it all, from a soft, flexible outer to adjustable side tabs that can help you shrink it down if you don’t have it stuffed to the brim.
Colors
Navy Blue, Cognac, Brown, Black Onyx
Dimensions
22.25″W x 10″D x 13.5″H
Materials
Leather
What To Look For
Size
If you’re just looking for something small and compact, you don’t need to invest in a 52 liter weekender. The span of your trip and amount you anticipate carrying are going to factor in on what size weekender you need; generally, medium-sized ones are more versatile, though.
Weight
If you want a weekender for ease of carrying, make sure the one you’re getting isn’t heavy even when empty. Some will have a trolley sleeve, though, to take the weight off your shoulders (literally).
Extra Features
Always watch for what else the weekender offers besides “space to hold your stuff.” Do you need a laptop sleeve, or a luggage tag? Maybe you prefer an exterior zip pocket, to keep your passport easily on-hand.