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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

30 products

Spacious leather weekend bags made for two or three days away. Each travel bag is cut from 100% full grain leather, with a detachable shoulder strap and two sturdy handles built to carry a full weekend's kit or your gym gear.

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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
The Chesterfield Brand Leather Weekender Bag Cognac Portsmouth II, front view at an angle Leather Weekender Bag Cognac Portsmouth-II Leather Weekender Bag Cognac Portsmouth-II Leather Weekender Bag Cognac Portsmouth-II Leather Weekender Bag Cognac Portsmouth II, front view
Wax Pull Up Leather
Leather Weekender Bag Cognac Portsmouth-II
€249,95
Bestseller
The Chesterfield Brand Leather Weekender Bag Cognac Melbourne, front view at an angle Leather Weekender Bag Cognac Melbourne Leather Weekender Bag Cognac Melbourne Leather Weekender Bag Cognac Melbourne Leather Weekender Bag Cognac Melbourne
Wax Pull Up Leather
Leather Weekender Bag Cognac Melbourne
€239,95
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 Black Perth, front view at an angle Leather Weekender Bag Black Perth Leather Weekender Bag Black Perth Leather Weekender Bag Black Perth Leather Weekender Bag Black Perth
Wax Pull Up Leather
Leather Weekender Bag Black Perth
€219,95
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 Leather
Leather Weekender Bag Cognac Amaris
€249,95
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
Leather Weekender Bag Brown Volenza Person holding a brown leather bag in an indoor setting Person sitting on a chair holding a cup with a brown leather duffel bag beside them. Leather Weekender Bag Brown Volenza Leather Weekender Bag Brown Volenza
Wax Pull Up Leather
Leather Weekender Bag Brown Volenza
€229,95
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 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
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
The Chesterfield Brand Leather Weekender Bag Black Portsmouth II, front view at an angle Leather Weekender Bag Black Portsmouth-II Leather Weekender Bag Black Portsmouth-II Leather Weekender Bag Black Portsmouth-II Leather Weekender Bag Black Portsmouth II, front view
Wax Pull Up Leather
Leather Weekender Bag Black Portsmouth-II
€249,95
Bestseller
The Chesterfield Brand Leather Weekender Bag Brown Melbourne, front view at an angle Leather Weekender Bag Brown Melbourne Leather Weekender Bag Brown Melbourne Leather Weekender Bag Brown Melbourne Leather Weekender Bag Brown Melbourne
Wax Pull Up Leather
Leather Weekender Bag Brown Melbourne
€239,95
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
Leather Weekender Bag Cognac Perth Leather Weekender Bag Cognac Perth Leather Weekender Bag Cognac Perth Leather Weekender Bag Cognac Perth Leather Weekender Bag Cognac Perth
Wax Pull Up Leather
Leather Weekender Bag Cognac Perth
€219,95
Leather Weekender Bag Cognac Rivaro Leather Weekender Bag Cognac Rivaro Two people standing in a modern living room with one holding a cognac leather weekender bag. Leather Weekender Bag Cognac Rivaro Leather Weekender Bag Cognac Rivaro
Wax Pull Up Leather
Leather Weekender Bag Cognac Rivaro
€249,95
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 Leather
Leather Weekender Bag Black Amaris
€249,95
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
Leather Weekender Bag Cognac Volenza Person holding a cognac leather bag outdoors near a vehicle Leather Weekender Bag Cognac Volenza Leather Weekender Bag Cognac Volenza Leather Weekender Bag Cognac Volenza
Wax Pull Up Leather
Leather Weekender Bag Cognac Volenza
€229,95
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 Black Conor, front view at an angle Leather Weekender Bag Black Conor, front view, in use Leather Weekender Bag Black Conor, carried by hand Leather Weekender Bag Black Conor, top view Leather Weekender Bag Black Conor, main compartment open
Wax Pull Up Leather
Leather Weekender Bag Black Conor
€199,95
The Chesterfield Brand Leather Weekender Bag Brown Portsmouth II, front view at an angle Leather Weekender Bag Brown Portsmouth-II Leather Weekender Bag Brown Portsmouth-II Leather Weekender Bag Brown Portsmouth II, front view Leather Weekender Bag Brown Portsmouth II, side view
Wax Pull Up Leather
Leather Weekender Bag Brown Portsmouth-II
€249,95

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Leather Weekender Bags Toiletry Bags Hand Luggage Leather Sports Bag Travel Items

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What are people saying
about our Leather Weekender

4.8 out of 5
8051 reviews
Monday, November 09, 2026
Perfect

Perfect

Leather Weekender Bag Brown Liam-II
Mody Verified Buyer
Thursday, November 05, 2026
Completely satisfied! High-quality craftsmanship

Completely satisfied!
High-quality craftsmanship, sturdy, and very pleasant to the touch.
Perfect size for a weekend getaway. The shipping process was also excellent, and the bag was elegantly packaged.

Translated from German

Leather Weekender Bag Black Portsmouth-II
Kinga Verified Buyer
Wednesday, November 04, 2026
Heel mooie tas

Heel mooie kwalitatieve tas!

Leather Weekender Bag Black Melbourne
Peter Verified Buyer
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

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?

Within the EU, exchanging is free: choose another item, colour or size temporarily until 31 December, via our returns page.

Prefer store credit? That is free too, plus a little extra. If you choose a refund to your original payment method, we deduct €4.95 in return costs.

Returning from outside the EU? Then you arrange and pay for the return shipment yourself. Gift packaging is non-refundable.

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

Looking for a stylish or sporty leather weekender? At The Chesterfield Brand you will find an extensive collection of high quality weekend bags in different colours

Leather Weekender Bags

All our leather weekend bags are made from 100% full grain leather. One cannot find a better type of leather anywhere. The Chesterfield Brand leather travel bags are available in various sizes. This way we offer a suitable solution for every activity. Whether you're on a long weekend trip or going to the gym, with a Chesterfield weekend bag you take all your items with you carefree. In addition to a long and adjustable shoulder strap to comfortably carry the bag over your shoulder, our weekend bags also have two sturdy handles. In addition, the shoulder strap is also detachable. The inside has a compartment with a zipper, handy for smaller items.

Your Chesterfield Leather Weekender Bag in different colours

All our weekend bags are available in multiple colours. The cognac colour is a very timeless and also modern colour. In addition, all our bags are available in brown and black. The special wax treatment that our leather has undergone gives the leather weekend bag a unique effect. You can easily rub away any traces of use because the wax spreads evenly over the leather.

Do you have questions about the leather weekend bags or other products from The Chesterfield Brand? Do not hesitate and contact us. We are happy to help you or tell you more about our brand and products.

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