When the weather turns dreary, wear something cheery. Polka dot designs were popular in the UK long before two Princesses of Wales—Diana and Kate—transformed them into playful, high-fashion favorites. Protect yourself from the weather with a zippered closure sealed by snaps, and a deep hood with drawstring. Adjustable waist drawstring keeps you snug and flatters your figure. Navy blue. Water-resistant, 100% polyester; sizes S, M, L, XL. Chelsea Boots were Queen Victoria’s comfortable daily walking shoes, and a huge fave with the Rolling Stones and Beatles. An elasticized side panel and back tab make them easy to pull on. Waterproof, 100% rubber; ankle-high, in US sizes 6, 7, 8, 9, 10, 11.