Step into fall in style. From classic Chelsea boots to rugged lug soles and chic knee-highs, we’ve rounded up the best boots to carry you through the season in comfort and flair. Whether you’re looking for an everyday staple or a statement piece to complete your autumn look, these picks will have you covered—literally, from heel to toe. —Vicki Duong
poppy barley. The Toujours Tall Boot ($548) by Canadian brand Poppy Barley is crafted with sustainability and inclusivity in mind. This limited-edition style features earth-conscious glues and eco-friendly packaging. Designed for all-day comfort with memory foam insoles and available in three calf widths, it offers an inclusive fit with a modern 2.5″ heel and a streamlined silhouette. Talk about a win-win.
aldo shoes. Trends may come and go, but moto boots are forever—and Aldo’s Ryderr Boots ($198) prove why. Made from 100% leather and loaded with buckle details, these boots balance edgy appeal with durability that lasts beyond seasonal shifts. The timeless design pairs effortlessly with everything from jeans to dresses, making them a versatile staple in any wardrobe.
montserrat messeguer. Certified cool girl Dua Lipa owns a pair of these striking Journeys ($595) by Montserrat Messeguer—bold, stylish, and true to their Western roots. With a distinctive embroidered phoenix design symbolizing rebirth, these handmade boots capture a mix of old-school spirit and contemporary flair.
native shoes. The Native Shoes Fitzsimmons Citylite ($139) boot takes sustainability seriously with its eco-friendly Bloom upper—an algae-infused material that not only reduces waste but also helps restore clean water and air to the planet. This modern twist on a hiking classic offers a microfleece-lined bootie to keep toes cozy and a Bloom-enhanced sole that provides solid grip on any terrain. Who said that hiking shoes had to be clunky?
fluevog. The Chrysalis Memento boot ($1,000), born from a nostalgic revival between John Fluevog and Anna Sui, brings the ‘90s fantasy back to life with a contemporary twist. Inspired by Sui’s Resort 2025 collection, this dreamy denim boot is adorned with intricate embroidered butterflies and floral appliqués, adding a touch of whimsy to every step.
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