Are you a fan of tall boots? I had a pair of taupe Naturalizer knee-high boots from 2012 that I finally parted with due to a faulty zipper, but I loved those boots. I wore them with skinny jeans (I know, I know, it’s all about the wide legs these days), skirts and dresses–the fit was perfect and they kept my legs warm and put the “dress” in dress casual. It’s nice to see knee-high boots back for winter 2024-2025! I’ve rounded up ten comfortable tall boots with a good fit and support.
The Dansko Celestine carries the APMA seal of acceptance for promoting good foot health and features a removable footbed with moderate arch support, two-inch heel with rubber outsole. The upper is made of leather with a textile panel. The toe box runs more narrow than typical Dansko clogs, so keep that in mind when ordering. Available in euro sizes 36-42 (5.5-11.5) for $210 from Dansko, Zappos and Nordstrom.
The good looks of a fashion boot with the durability and ruggedness of a hiking boot combined into one comfortable tall boot. The Teva Anaya tall features waterproof construction, elastic gore for a good fit around the calf, two-inch heel and metal shank for stability. Available in sizes 5-11 for $200 from Teva, Zappos and Amazon. Teva makes a lower heel tall boot called the Rowena if you can’t do heels.
Abeo specializes in footwear with orthotic insoles and their stylings keep getting better–take a look at the Traverse tall boot. The upper and lining is made of premium leather and suede. A durable rubber outsole provides shock-absorption and traction. The real magic is in the supportive insoles with a deep heel cup, arch and metatarsal support. Available in both neutral (best for medium arches) and metatarsal (best for higher arches or forefoot pain) footbeds, sizes 5-11 for $249 from The Walking Company and Nordstrom.
While the toe is a bit tapered, reviews mention that the toe box feels generous. This waterproof beauty by Sofft features a full lace-up back with side zipper, cushioned insole, two-inch stacked heel and non-slip TPR outsole. Available in sizes 6-11 for $199-239.95 from Zappos, Amazon, The Walking Company and Nordstrom.
Do your toes need room to spread out due to bunions, neuroma or other forefoot issues? Give the Vionic Fallbrook a try! Not only is the the toe box generous, the removable footbed provides arch support and a deep heel cup for stability. Available in sizes 5-12, medium and wide widths for $124-249 from Vionic Shoes, Zappos, Amazon and Nordstrom.a
A water-resistant faux leather upper, foot-friendly shape, warm lining and modest 1.25″ heel makes the Rieker Fabrizia 52 a good cold-weather walk-around boot. Available in euro sizes 36-42 (5-10) for $149.95 from The Walking Company, Amazon and Stan’s Footwear.
The Earth Mira features a densely cushioned insole with arch support, round toe and flexible rubber outsole, plus it comes in extended sizes! Available in sizes 5-12 for $145-199 from Earth Shoes, Nordstrom and Amazon.
Sometimes a low wedge feels better on aching feet than a typical flat or block heel and the Aerosoles Binocular is an affordable option! The faux suede upper has a little stretch to it and the shearling trim is just around the top of the boot. Find a pair in sizes 5-11, medium and wide widths for $53-72 from Aerosoles, Zappos and Amazon.
Beautiful yet comfortable tall boots, podiatrist-designed Frankie4 delivers again! The Brooke features genuine leather uppers with a stretch back panel, .9 inch heel and removable chain. Each pair of Frankie4 shoes and boots comes with a Sole Saver Pack® which includes a full-length Sole Hero Support Footbed, a half-length Sole Hero Support Footbed, and forefoot cushions. Available in sizes 6-13 for $299 from Frankie4. See their entire collection of comfortable tall boots here.
Wide calves? Wide feet? The Propet West is your best bet! A stretch neoprene panel accommodates varying calf sizes and a removable footbed with extra depth should allow for a custom orthotic. Available in sizes 6-11, medium to extra wide widths for $98-154.95 from Propet Footwear, Amazon, and The Walking Company.