Made exclusively for Trunk by Ludwig Reiter, the Adriatic Suede Chukka Boot is a smart choice for cooler months. Its Hydro suede leather offers breathable protection against rain and dirt, while the fully leather lined interior keeps feet comfortable through long days. With a durable rubber sole for reliable grip, it delivers practical refinement that works well in the city and on weekend escapes.

Crafted in partnership with R.M. Williams, our exclusive dark brown suede Gardener Boot is built for comfort and resilience through autumn and winter. Made in Australia from a single piece of leather with a lined upper, comfort insole and sturdy rubber sole, it keeps feet warm and supported in town or country. A timeless, versatile choice that rewards daily wear.

Crafted in Portugal from Italian leather, the CQP Racquet Sr brings refined comfort to cooler months. Its clean low top design pairs easily with everything from knitwear and denim to smart tailoring. A warm leather interior, supportive arch, detachable insole and slightly raised sole make it a comfortable choice for long days in autumn and winter. It fits true to size for effortless everyday wear.

Crafted in Northampton exclusively for Trunk, this sleek calf leather Derby from Crockett & Jones is a smart choice for autumn and winter. Its Goodyear welted construction and Dainite rubber sole provide durable grip on damp streets, while the refined eyelet free design pairs easily with both casual and tailored looks. Built on the 378 last, it offers reliable comfort for everyday seasonal wear.