5 of the best weekender bags 2019

Having searched the inter webs a little since the last ‘Best weekender bags’ post way back when, I’ve discovered a few more bags from artisan makers which should make getaways and overnighters easier, not to mention more stylish with only Best Made making another appearance.

There is usually a formula for the best weekender bags where simplicity and use of quality materials comes into play. There is also the element of function with some bags providing novel solutions to problems you may not have thought about. 

Do you match your weekender bag to your own aesthetic, or do you match the weekender bag to your vehicle? Does a more sporty bag suit a classic longhood 911? Does it even fricken matter? That depends on what matters to you! 

Check out the round up of the best weekender bags of 2019:

Best Made

The SWS 50L Roll Top Duffle

USD $168


1000D cordura shell
100% cotton twill lining with polyurethane coating


20.5” x 11” x 11.5” with folded top

The SWS roll-top duffle is an adventure bag masquerading as a stylish duffle thanks to robust materials and hardware. The duffles are anchored by 1000 denier Cordura, fully lined with a water resistant coated cotton twill, and finished with a pliant seatbelt webbing and YKK Aquaguard® zippers.

Visit Best Made


Soft bag leather brown & orange

USD $1,422

Chapal are all about high end quality and in particular, leather. Ordered bespoke on demand the soft bag features:

  • Glossy soft sheepleather
  • Discrete pockets outside
  • Pockets inside
  • Large capacity
  • 2 larges handles
  • Closure zip brass riri

Visit Chapal here

Grand Prix Originals

Limited MD Gulf Travel bag

USD $294


70% cotton 30% leather, lining 100% cotton


Width 55cm, height 36cm, depth 25cm

Featuring Michael Delaney Limited Series looks, with classic Gulf Racing colours the bag is made of canvass and leather. Inside features black cotton lining and a special Vin Code Plate with your own personal number.

Visit Grand Prix Originals

Ideal and Co


USD $651


Full grain vegetable tanned leather


26 × 51 × 25 cm

The Lapiás weekender is crafted in Portugal using the best local vegetable tanned leather. Featuring a number of practical compartments with YKK zippers, side leather straps to put in a jacket or newspaper and a strap to carry it on the shoulder.

Visit Ideal and Co

Bradley Mountain

The Weekender – Black

USD $245.00


  • 18 oz water resistant duck canvas
  • 9 oz Bridle leather
  • Antiqued brass zipper
  • Solid brass and copper hardware
  • Removable Shoulder Strap


20″ in length and 11.5″ in diameter

Not only does it look good, the Bradley Mountain weekender meets airline carry-on requirements.

Visit Bradley Mountain

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