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Luxury Gift Box, opened, seen at an angle, with gold lettering 'The Chesterfield Brand' and 'HONOUR YOUR SUCCESS' Luxury Gift Box
4.8

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Rated 4.8 out of 5 on Trusted Shops

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Leather Weekender Bags

24 products

Spacious leather weekend bags made for two or three days away. Cut from 100% full grain leather with a detachable shoulder strap and two sturdy handles for a weekend or the gym.

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Bestseller
The Chesterfield Brand Leather Weekender Bag Cognac Melbourne, front view at an angle Leather Weekender Bag Cognac Melbourne, carried by hand Leather Weekender Bag Cognac Melbourne, front view Leather Weekender Bag Cognac Melbourne, side view Leather Weekender Bag Cognac Melbourne, back view with zip pocket
Wax Pull Up Leather
Leather Weekender Bag Cognac Melbourne
€239,95
The Chesterfield Brand Leather Weekender Bag Cognac Portsmouth II, front view at an angle Leather Weekender Bag Cognac Portsmouth II, carried over the shoulder by the handles Leather Weekender Bag Cognac Portsmouth II, front view Leather Weekender Bag Cognac Portsmouth II, side view Leather Weekender Bag Cognac Portsmouth II, back view
Wax Pull Up Leather
Leather Weekender Bag Cognac Portsmouth-II
€249,95
The Chesterfield Brand Leather Weekender Bag Black Perth, front view at an angle Leather Weekender Bag Black Perth, in use Leather Weekender Bag Black Perth, worn on the shoulder Leather Weekender Bag Black Perth, front view Leather Weekender Bag Black Perth, side view
Wax Pull Up Leather
Leather Weekender Bag Black Perth
€219,95
Dafne's Selection
The Chesterfield Brand Leather Weekender Bag Brown Conor, front view at an angle Leather Weekender Bag Brown Conor, held by the handles Leather Weekender Bag Brown Conor, in use Leather Weekender Bag Brown Conor, carried by hand Leather Weekender Bag Brown Conor, held by the handles, close-up
Wax Pull Up Leather
Leather Weekender Bag Brown Conor
€199,95
NEW
The Chesterfield Brand Leather Weekender Bag Brown William-II, front view at an angle Leather Weekender Bag Brown William-II, carried by hand Leather Weekender Bag Brown William-II Leather Weekender Bag Brown William-II Leather Weekender Bag Brown William-II, front view
Wax Pull Up Leather
Leather Weekender Bag Brown William-II
€239,95
The Chesterfield Brand Leather Weekender Bag Cognac Corfu, front view at an angle Leather Weekender Bag Cognac Corfu, front view Leather Weekender Bag Cognac Corfu, close-up of the handle, clasp and embossed logo Leather Weekender Bag Cognac Corfu, close-up of the zip pocket on the back Leather Weekender Bag Cognac Corfu, top view, main compartment open
Wax Pull Up Leather
Leather Weekender Bag Cognac Corfu
€339,95
NEW
The Chesterfield Brand Leather Weekender Bag Black Liam-II, front view at an angle Leather Weekender Bag Black Liam-II, carried by hand Leather Weekender Bag Black Liam-II Leather Weekender Bag Black Liam-II Leather Weekender Bag Black Liam-II, front view
Wax Pull Up Leather
Leather Weekender Bag Black Liam-II
€219,95
The Chesterfield Brand Leather Weekender Bag Cognac Texel, front view at an angle Leather Weekender Bag Cognac Texel, close-up of the embossed logo Leather Weekender Bag Cognac Texel, close-up of a zip pocket Leather Weekender Bag Cognac Texel, top view, main compartment open Leather Weekender Bag Cognac Texel, back view
Wax Pull Up Leather
Leather Weekender Bag Cognac Texel
€259,95
The Chesterfield Brand standard
The Chesterfield Brand standard
Leather that gets better with time. Full grain leather, carefully crafted and made for everyday use. Every mark, every journey and every year adds character, creating a product that’s uniquely yours.
NEW
The Chesterfield Brand Leather Weekender Bag Black Amaris, front view at an angle Leather Weekender Bag Black Amaris, carried by hand Leather Weekender Bag Black Amaris Leather Weekender Bag Black Amaris Leather Weekender Bag Black Amaris, front view, with shoulder strap
Sienna Soft Series
Leather Weekender Bag Black Amaris
€249,95
Bestseller
The Chesterfield Brand Leather Weekender Bag Brown Melbourne, front view at an angle Leather Weekender Bag Brown Melbourne, held by the handles Leather Weekender Bag Brown Melbourne, front view Leather Weekender Bag Brown Melbourne, side view Leather Weekender Bag Brown Melbourne, back view with zip pocket
Wax Pull Up Leather
Leather Weekender Bag Brown Melbourne
€239,95
The Chesterfield Brand Leather Weekender Bag Black Portsmouth II, front view at an angle Leather Weekender Bag Black Portsmouth II, front view Leather Weekender Bag Black Portsmouth II, side view Leather Weekender Bag Black Portsmouth II, back view Leather Weekender Bag Black Portsmouth II, close-up of the shoulder strap
Wax Pull Up Leather
Leather Weekender Bag Black Portsmouth-II
€249,95
Leather Weekender Bag Cognac Perth Leather Weekender Bag Cognac Perth, in use Leather Weekender Bag Cognac Perth, carried by hand Leather Weekender Bag Cognac Perth Leather Weekender Bag Cognac Perth
Wax Pull Up Leather
Leather Weekender Bag Cognac Perth
€219,95
The Chesterfield Brand Leather Weekender Bag Cognac Conor, front view at an angle Leather Weekender Bag Cognac Conor, carried by hand Leather Weekender Bag Cognac Conor, in use Leather Weekender Bag Cognac Conor, top view Leather Weekender Bag Cognac Conor, main compartment open
Wax Pull Up Leather
Leather Weekender Bag Cognac Conor
€199,95
NEW
The Chesterfield Brand Leather Weekender Bag Cognac William-II, front view at an angle Leather Weekender Bag Cognac William-II, carried by hand Leather Weekender Bag Cognac William-II Leather Weekender Bag Cognac William-II Leather Weekender Bag Cognac William-II, front view
Wax Pull Up Leather
Leather Weekender Bag Cognac William-II
€239,95
The Chesterfield Brand Leather Weekender Bag Brown Perth, front view at an angle Leather Weekender Bag Brown Perth, front view Leather Weekender Bag Brown Perth, side view Leather Weekender Bag Brown Perth, back view Leather Weekender Bag Brown Perth, close-up of the base with metal feet
Wax Pull Up Leather
Leather Weekender Bag Brown Perth
€219,95
NEW
The Chesterfield Brand Leather Weekender Bag Cognac Liam-II, front view at an angle Leather Weekender Bag Cognac Liam-II, carried by hand Leather Weekender Bag Cognac Liam-II Leather Weekender Bag Cognac Liam-II Leather Weekender Bag Cognac Liam-II, front view
Wax Pull Up Leather
Leather Weekender Bag Cognac Liam-II
€219,95
Quality reveals itself over time.
Quality reveals itself over time.
"My first bag from The Chesterfield Brand lasted for years. Buying another one wasn't even a question."

Verified review · 4.8 out of 5
The Chesterfield Brand Leather Weekender Bag Black Melbourne, front view at an angle Leather Weekender Bag Black Melbourne, held by the handles Leather Weekender Bag Black Melbourne, in use Leather Weekender Bag Black Melbourne, front view Leather Weekender Bag Black Melbourne, side view
Wax Pull Up Leather
Leather Weekender Bag Black Melbourne
€239,95
NEW
The Chesterfield Brand Leather Weekender Bag Cognac Amaris, front view at an angle Leather Weekender Bag Cognac Amaris, carried by hand Leather Weekender Bag Cognac Amaris, worn on the shoulder Leather Weekender Bag Cognac Amaris, front view at an angle, with shoulder strap Leather Weekender Bag Cognac Amaris, front view
Sienna Soft Series
Leather Weekender Bag Cognac Amaris
€249,95
NEW
The Chesterfield Brand Leather Weekender Bag Black William-II, front view at an angle Leather Weekender Bag Black William-II, carried by hand Leather Weekender Bag Black William-II, worn on the shoulder Leather Weekender Bag Black William-II, front view Leather Weekender Bag Black William-II, side view
Wax Pull Up Leather
Leather Weekender Bag Black William-II
€239,95
NEW
The Chesterfield Brand Leather Weekender Bag Brown Liam-II, front view at an angle Leather Weekender Bag Brown Liam-II, carried by hand Leather Weekender Bag Brown Liam-II Leather Weekender Bag Brown Liam-II Leather Weekender Bag Brown Liam-II, front view
Wax Pull Up Leather
Leather Weekender Bag Brown Liam-II
€219,95

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Men's Leather Weekender Bags Women's Leather Weekender Bags Toiletry Bags Hand Luggage Suitcases & Trolleys

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What are people saying
about our Leather Weekender Bags

4.8 out of 5
7974 reviews
Friday, October 23, 2026

Just as practical and visually appealing as I imagined!

Translated from German

Leather Weekender Bag Cognac William
Gitte Verified Buyer
Sunday, September 20, 2026
Mooie tas

Mooie tas.

Leather Weekender Bag Cognac Melbourne
Anonymous
Wednesday, September 16, 2026
Leather Weekender Bag Black Melbourne
Anonymous
Wednesday, September 02, 2026
Awesome

It's a very high-quality bag—very roomy yet easy to carry—perfect for weekend getaways or visits to family on the other side of the country.

Translated from Dutch

Leather Weekender Bag Brown Portsmouth-II
Anonymous
Monday, August 24, 2026
Mooie tas

Mooie tas

Leather Weekender Bag Brown Melbourne
Anonymous
Friday, August 14, 2026
Great purchase

Great purchase, exactly as shown in the photo. A classy bag, excellent quality. It exudes style!

Translated from French

Leather Weekender Bag Brown William
Anonymous
Thursday, August 13, 2026
Really nice quality

Really nice quality

Leather Weekender Bag Brown Conor
Anonymous
Wednesday, July 22, 2026
Leather Weekender Bag Brown Mark
Anonymous
Thursday, June 25, 2026
Leather Weekender Bag Cognac Portsmouth-II
Anonymous
Monday, May 25, 2026
Leather Weekender Bag Cognac Rivaro
Anonymous

Frequently Asked Questions

Is your question not listed here? Contact us.

How can I contact customer service?

You can contact us by sending a ticket via our support portal. You can also call us at (050) 763 08 89 or use the contact form on our website. We’re happy to assist you!

How can I return an item?

You can easily return your order through our return procedure. We charge a return fee of €4.95, which will be deducted from the amount you receive back. It is possible to choose a different carrier, but we do not cover these costs. Gift packaging is non-refundable.

Different rules apply for customers outside EU.

How do I best care for my leather item(s)?

As soon as you get your product, it's ready to use. We don't recommend treating it with leather wax beforehand.To make sure your leather item(s) last as long as possible, we recommend maintaining them regularly. Treat your Chesterfield Brand item(s) at least 4 times a year for the best protection.

We've developed special products to help you out, like our Leather Wax and Wax Spray. These products clean and care for the leather all in one go. The wax is colorless, dries quickly, and doesn't stick, making it suitable for all leather colors (except for the Novum Series). We also made a handy instruction video that you can find on our care tips page. Never apply the leather wax directly to the product; always use a cloth or piece of fabric to spread the wax evenly.

Additionally, we have a Protection Spray that helps prevent your leather bag from transferring color onto light clothing. Color transfer can happen under certain conditions, especially in warm weather or when sweating. This spray was specially developed in collaboration with the manufacturer for optimal results. 

With these tips and products, your leather bag will stay in top condition! 

Due to current shipping regulations, customers outside the EU unfortunately can't order the Protect Spray and Wax Spray. 

Where do The Chesterfield Brand products come from?

Our products come from India. We work closely with experienced suppliers there to create unique leather. We regularly visit the factories and ensure that every step of the production process is of high quality. We only choose SA8000 and/or SEDEX certified factories and use leather that complies with the REACH standard. A lot of our leather is vegetable-tanned, meaning it's chrome-free. 

The hides for our products mainly come from India and Poland. We use 90% cowhide and 10% buffalo leather. Leather is a by-product of the meat industry, and we turn it into sustainable, beautiful products. For example, our Cow Wax Pull Up leather is treated with natural waxes and oils, resulting in a soft and flexible finish. This leather can be easily re-treated, which contributes to the durability and lifespan of your product. 

What types of leather does The Chesterfield Brand use? 

We use two types of leather: cow leather and buffalo leather. With this leather, we've developed various finishes. You can find more information about this on this page: "Our leather" page.

Leather Weekender Bags

Looking for the perfect combination of style and functionality? Explore the collection of leather travel bags from The Chesterfield Brand. Whether you need a leather travel bag for women or a leather travel bag for men, we offer a variety of premium options designed for every type of traveler.

Why Choose Leather Weekender Bags from The Chesterfield Brand?

The Chesterfield Brand is renowned for its commitment to quality and craftsmanship. Our leather travel bags are made from 100% full-grain leather, a premium material that ages beautifully over time while maintaining its strength and integrity. Available in classic colors like cognac, black, and brown, these bags are not just stylish but also incredibly functional. Each bag is equipped with a detachable shoulder strap for easy carrying and is available in various sizes to accommodate both short getaways and longer trips. Whether you're a frequent flyer or a weekend traveler, our leather travel bags offer a perfect blend of durability, elegance, and practicality. And with our convenient online ordering system, you can easily shop for your new favorite travel companion from the comfort of your home.

Stylish Leather Travel Bags for Every Occasion

Our collection includes a wide range of travel bags to suit different styles and purposes:

  • Leather Weekender Bags for Women: Effortlessly chic and spacious enough for weekend getaways

  • Leather Travel Bags for Men: Rugged and functional, perfect for business trips or casual travel

  • Leather Duffel Bags: Classic and spacious, ideal for gym visits or overnight stays

  • Travel Backpacks: Comfortable and practical, with ample storage compartments

Quality Leather – Built to Last

At The Chesterfield Brand, we believe that quality leather makes all the difference. Our travel bags are made from full-grain leather – the highest quality grade – ensuring exceptional durability and a luxurious feel. The natural characteristics of the leather give each bag its own unique look, making it a true one-of-a-kind travel companion. Over time, the leather will develop a rich patina, enhancing its vintage charm and adding to its story.

Complete Your Travel Set

Pair your leather travel bag with other essential travel accessories:

Shop High-Quality Leather Travel Bags Online

Experience premium craftsmanship and timeless designs with The Chesterfield Brand’s leather travel bags. Whether you’re planning a weekend escape or a business trip, our collection offers exceptional quality and style that lasts.

Shop now and enjoy hassle-free online ordering, fast shipping, and excellent customer service. Choose The Chesterfield Brand for leather travel bags that combine elegance, functionality, and superior quality.

Did you order before 3:30 p.m. today? Then your order will be shipped today. Do you have questions about our brand or one of our products? Do not hesitate to contact us. We are happy to help you.

  • 100% Full Grain leather
  • Excellent rating by 150,000+ customers
  • Premium craftsmanship, responsibly made
  • 100% Full Grain leather