Shorts may not be your first thought when it comes to autumn styling, but as some of the best-dressed street stylers have proved, all it takes is a pair of knee-high boots to carry them into the colder months. Just look at Sienna Miller, who was spotted this afternoon pairing her Dune boots with loose shorts and a navy jumper for a relaxed take on city dressing.

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Whether you prefer sleek equestrian boots or slouchy boho styles, the key to making the combination work is proportion: balance longer, looser shorts with a fitted knit and flat boots, or pair tailored cuts with a slight heel for a more polished finish. Scroll on to see our full line-up of Bermuda shorts and boots outfit inspiration, courtesy of the style set.

Best boots and Bermuda shorts at a glance:

Best black bootsJump to product

Best denim Bermuda shortsJump to product

Best slouchy bootsJump to product

With knitwear

With a polo top

With a blazer

With a tank

With a wool overcoat

Citizens of Humanity

With an oversized shirt

With sports-inspired sunglasses

Shop more bermuda shorts and boots:

Natural Loose Fit Ripstop Cargo Shorts