The 7 best comfortable tall boots for winter â08


This post is dedicated to Women all over the world who can’t understand the booty or shootie trend. Whether you despise looks due to cAnkles or a general mistrust of a boot that can’t cover any pART of your leg, this is the one for you. I’ve rounded up seven of my favorite stylish-yet-comfortable boots, all with high comfort scores in customer reviews.

1.Timberland Charles StreetTall Boot: WATERPROOF Leather and a rubber cleated sole make it possible to look great without slipping or tripping on your way to work this winter. $159.95 at, free shipping and exchanges.

2.Soft MelaSuede Slouch Boot: If you thought slouch boots were a thing of the past, or more accurately the 80s, take a look at this photo. Do you think you could pull it off? I think so. I’ve said it before, I’ll say it again: Nothing beats the Sofft insole for toe-to-heel comfort. Available in sizes 6-12 at for $151.95.

3.Soft Tyla: You can’t quite see this feature in the photo, but it has laces all the way up the back, which makes this boot, for lack of a better word… WARM. The heel may seem impossibly high (3 1/2″), but there is a 1/2″ platform to offset the height a bit. You can read the glowing reviews for yourself at, $169.95. Also on sale at Shoebuy for $135.95, free shipping and returns. Nordstrom carries the Sofft Tyla II which has a wide shaft for wider calves.

4.Divine Naot:It’s not a cheap boot, but Naot excels in comfort technology, so it’s worth it. The cork and latex footbed molds to your foot and provides excellent arch support. $294.95 at Shoemall, free shipping.

5.Tall classic Ugg: Over 500 five-star reviews on Zappos. If you suffer from Raynaud’s or just have chronically cold feet in the winter, there’s nothing like Ugg shearling boots – soft, comfortable and oh-so-warm. $164 at Zappos, free shipping both ways.

6.Merrell Spire Peak WATERPROOF: I am a big believer in Merrell’s Q-form™ alignMent system. The insole prevents the feet from pronating and aligns the feet, knees and hips when walking. Waterproof Leather and a PolARTec® lining make this a great winter boot. $154.95 at

7.Born KhakiFlat Boot: With a heel that’s barely an inch tall and a generously padded insole, the Born Persimmon gets my vote for the best comfortable flat boot. It comes in a very nice charcoal nubuck too. $159 at, free shipping.