Best Weekender Bags for Men That Provide Style, Functionality, and Durability

There comes a point in a man’s life where they ditch their college backpack for weekend trips and upgrade to the more sophisticated, stylish weekender bag. It doesn’t come naturally for some, and for many it can take multiple bachelor parties or weekend golfing trips before they are shamed into realizing they need to elevate their weekender luggage game.

For me, it was my own bachelor party where we drove to Chicago for a rooftop Cubs game and a night out in the Windy City. As we were loading the cars up, I realized I was the only person using what some would consider a gym bag but I considered the free piece of β€œluggage” I got as a free gift with purchase. The truck was lined with leather, designer, well-made pieces … while mine spelled out Nike on the side of it and one of the size zippers was missing. It was then I realized my weekender bag situation needed to grow up.

Searching for the perfect weekender bag can be a daunting task, especially with the countless options available online. To help you make an informed decision, I’ve done the research for you. I compiled a comprehensive list of options for guys looking to purchase a weekender bag. Whether it’s for travel or business trips, guys’ getaways, or everyday use, I got you covered. I’ll also show some of the best leather weekender bags for those seeking a touch of sophistication and timeless elegance.

Best Weekender Bags of 2023:

Choosing the right weekender bag is a thoughtful and practical gift for any guy. By considering the purpose, size, and features that best suit his needs, you can find a bag that combines style, functionality, and durability. Whether it’s for travel, business trips, guys’ getaways, or everyday use, the perfect weekender bag awaits, ready to accompany him on new adventures and journeys.

The Entire List of Best Weekender Bags for Men


Herschel Novel Bag


The Herschel Novel Duffle Bag in black is a stylish and spacious travel companion. With its durable construction and timeless design, it’s perfect for weekend getaways or trips to the gym. It features a separate shoe compartment, a convenient side handle, and a removable padded shoulder strap for added versatility and comfort.

Wildroad Duffle Bag


The Wildroad Expandable Upgraded Overnight Weekender Bag is a versatile and spacious travel companion designed for longer trips. Its expandable feature allows you to adjust the bag’s capacity to accommodate your needs, making it perfect for both short getaways and extended vacations. It is equipped with multiple pockets, a shoe compartment, and a convenient trolley sleeve, providing organized storage options and ease of transport.

Bellroy Classic Weekender

The Bellroy Classic Weekender 35L Duffel is a premium and sophisticated travel bag that combines style and functionality. Crafted with high-quality materials, it offers durability and a sleek aesthetic. The spacious interior, along with its thoughtful organization features, including separate shoe and toiletry compartments, makes it ideal for weekend trips or short getaways, ensuring you can travel in style without compromising on functionality.

Komal’s Passion Leather Vintage Bag

The Vintage Leather Duffel Overnight Weekend Bag exudes a timeless charm with its classic design and genuine leather construction. It offers ample storage space for your essentials, making it perfect for short trips or as a carry-on bag. The adjustable shoulder strap and sturdy handles provide comfort and versatility, while the durable materials ensure long-lasting use and a stylish travel companion.

SOAEON Waterproof Weekender Bag

The Waterproof Genuine Leather Overnight Weekender Bag is a reliable and stylish choice for your travel needs. Crafted with genuine leather and featuring a waterproof design, it offers durability and protection for your belongings. With its spacious interior and thoughtful organization pockets, it is perfect for overnight stays or weekend trips, ensuring your essentials stay organized and dry throughout your journey.

S-ZONE Leather Duffle Bag

The S-ZONE Oversized Genuine Leather Shoulder Bag is a stylish and practical accessory for your everyday needs. Made from high-quality genuine leather, it offers durability and a timeless aesthetic. With its spacious main compartment and multiple pockets, it provides ample storage space for your essentials, making it an ideal choice for work, travel, or daily outings.

cuero Handmade Leather Carryall Weekender

The Leather Handmade Carryall Weekender Bag is a meticulously crafted travel companion that combines style and functionality. Handmade with genuine leather, it exudes a premium and rustic charm. Its spacious interior and multiple compartments provide ample room for your belongings, making it perfect for overnight trips or weekend getaways while adding a touch of sophistication to your travel ensemble.

Eslcorri Extra Large Travel Bag

The Eslcorri 65L Travel Duffel Bag is a spacious and versatile choice for both men and women. With its large capacity, it can accommodate all your travel essentials and clothing for longer trips. The durable construction and multiple pockets make it a reliable and organized option, ensuring that you can travel comfortably and with everything you need securely stored.

Newhey Oversized Travel Bag

The Oversized Waterproof Genuine Leather Weekender Bag is a reliable and stylish travel companion. Crafted with genuine leather and featuring a waterproof design, it offers durability and protection for your belongings. With its generous size and multiple compartments, it provides ample storage space and organization options, making it ideal for overnight trips or weekend getaways.

Kenneth Cole REACTION Port Stanley Bag

The Kenneth Cole Reaction Leather Travel Duffel Bag is a sophisticated and practical choice for your travel needs. Made with genuine leather, it offers both durability and a luxurious appearance. With its spacious main compartment and multiple pockets, it provides ample room for your essentials, making it perfect for weekend getaways or business trips.

Bagsmart Large Travel Bag

The BAGSMART Weekender Bag is a versatile and functional travel companion designed for convenience and organization. With its multiple compartments and pockets, it offers ample storage space for your belongings, including a separate shoe compartment. The durable and water-resistant material ensures that your items stay protected during your travels, making it an excellent choice for both short trips and longer adventures.

Baosha Stylish Leather Weekender Tote Backpack

The Weekender Backpack Rucksack is a versatile and functional travel bag that effortlessly transitions from a backpack to a duffle bag. Its spacious interior can accommodate your essentials for an overnight trip or weekend getaway. With its durable construction, adjustable straps, and multiple compartments, it offers convenience and organization while on the go.

MOLLYGAN Travel Weekender

The MOLLYGAN Oversized Duffel Bag is a spacious and durable travel companion designed to hold all your belongings with ease. With its large capacity and separate shoe compartment, it offers convenient storage options for longer trips or sports activities. The bag’s sturdy construction and waterproof material ensure that your items stay protected, making it a reliable choice for any adventure.

Carhartt 40L Lightweight Gear Bag

The Carhartt Trade Packable Duffel Bag is a compact and versatile option for those who value convenience and durability. Made with rugged polyester, it offers excellent durability and is designed to withstand heavy use. Its packable design allows for easy storage when not in use, making it an ideal choice for travelers or those in need of an extra bag on the go.

Canway 65L Foldable Weekender with Shoes Compartment

The Foldable Weekender Bag is a practical and versatile travel companion that combines functionality and convenience. With its foldable design, it easily collapses into a compact size for easy storage when not in use. The bag features multiple compartments and is water-resistant, making it suitable for various travel purposes and ensuring your belongings stay protected throughout your journey.

Aaron Leather Goods Weekender Bag and Toiletry Bag

The Aaron Leather Goods Weekender Bag is a stylish and practical choice for those who appreciate vintage-inspired travel accessories. Made with genuine leather, it exudes a classic charm and offers durability. With its spacious interior and sturdy handles, it is perfect for weekend getaways or as a carry-on bag, making it an excellent gift option for any holiday.

AMW Materials Large Leather Weekender

The Leather Duffel Bag from AMW Materials is a stylish and functional travel companion designed for women. Crafted with genuine leather, it offers a luxurious and durable option for weekend trips or overnight stays. With its spacious interior and multiple pockets, it provides ample storage space while adding a touch of sophistication to your travel ensemble.

Seyfocnia Weekender with Shoe Compartment

The Leather Weekender Overnight Bag is a stylish and practical choice for women travelers. Made with genuine leather and featuring a waterproof design, it offers both durability and protection for your belongings. With its spacious interior and multiple compartments, it provides ample storage space while adding a touch of elegance to your travel ensemble.

Wogarl 3 in 1 Weekender Bags

The Wogarl Convertible Bag is a versatile and functional travel companion that can be used as a duffel bag or a backpack. Its spacious main compartment and multiple pockets offer ample storage space for your belongings. The detachable shoulder strap and padded backpack straps provide comfortable carrying options, making it suitable for various travel needs.

Brozoza Travel Weekender Overnight Bag

With its separate shoe compartment, it allows you to keep your shoes separate from your other belongings, maintaining cleanliness and organization. The spacious main compartment and multiple pockets provide ample storage space, making it a reliable choice for your travel needs.

Weekender vs. Duffle Bag: Decoding the Differences

When it comes to weekend travel, the terms “weekender bag” and “duffle bag” are often used interchangeably. However, there are a few key distinctions between the two:

Size

Weekender bags are typically smaller in size compared to duffle bags, making them more convenient for short trips. Duffle bags, on the other hand, are larger and often used for extended travel or hauling more gear.

Design

Weekender bags usually feature a rectangular shape with a wide opening, making it easy to pack and access items. Duffle bags, with their cylindrical shape, offer more room for bulkier items but might be less convenient for organization.

Qualities of a Great Weekender Bag

To ensure you choose a weekender bag that meets all your needs, consider the following factors:

Durability: Look for bags made from high-quality materials like canvas, nylon, or leather, which can withstand the rigors of travel and last for years.

Versatility: Opt for a bag that can seamlessly transition from casual weekend trips to business excursions. Versatile designs and neutral colors work well in various settings.

Compartments and Organization: A good weekender bag should offer multiple compartments, pockets, and dividers to keep your belongings organized and easily accessible.

Comfort: Look for bags with adjustable, padded shoulder straps and handles for maximum comfort during transportation.

Choosing the Right Weekender Bag

The ideal size for a weekender bag depends on your specific needs. Consider the following guidelines:

Travel Weekender Bags

For weekend getaways or short trips, a bag with a capacity of around 30-40 liters should be sufficient to hold clothing, toiletries, and essentials.

Business Weekender Bags

If you frequently travel for business, opt for a slightly larger bag that can accommodate a laptop, documents, and other work-related items.

Guys’ Trip Weekender Bags

When packing for a guys’ getaway, you might need more space for additional clothing or gear. A bag with a capacity of 40-50 liters should provide ample room.

Everyday Use Weekender Bags

If you plan on using the weekender bag for everyday purposes, such as gym sessions or commuting, a smaller size in the range of 20-30 liters would be suitable.

The Timeless Elegance of Leather Weekender Bags

For men who appreciate classic style and durability, leather weekender bags are an excellent choice. They exude sophistication and can elevate any outfit. When selecting a leather weekender bag, look for genuine leather, sturdy construction, and attention to detail. Popular options include full-grain leather, top-grain leather, or vegetable-tanned leather, known for their strength, suppleness, and rich patina.