Top 5 Stylish Waterproof Boots

By J.W. Carpenter , last updated January 20, 2012

When autumn rolls around and rain start falling, style doesn’t go on hiatus. When winter descends and the snow begins to pile, you can still look great from the top of your head down to your warm, dry toes. Indeed, with the super stylish waterproof boots found below, you’ll stand out in the crowd no matter how dark and dreary it gets. In fact, you’ll probably even be a little sad when spring appears because your boots will have to be put away in the back of the closet. Imagine that!

Sperry Top-Sider Pelican Tall Rain Boot
The Sperry Top-Sider Pelican Tall Rain Boot is a sleek, pull-on boot with wave piping on the outsole for superb traction on dry, wet, icy, or snowy surfaces. This boot is constructed from a naturally waterproof, high gloss latex rubber and features a soft and toasty warm micro-fleece lining to keep you comfy from calf to toe. The Pelican Tall Rain Boot is available in ten different colors, including black, green, and several plaid styles. This boot has a 1 inch heel and a 14 inch shaft height. It is available for direct order from Sperry Top-Sider and is carried by many top retailers.
Timberland Earthkeepers Avebury Ankle Boot
The Timberland Earthkeepers Avebury Ankle Boot is a mid-rise boot constructed from supple yet waterproof suede panels with subtle contrast stitching. The boot has a low-profile sole and a zippered, 9 inch upper, accented with a fleece ring at the top. The boot is also lined with the same super soft fleece for warmth and comfort. While this is a rugged boot built for cold city streets, it is as comfortable as a pair of slippers. Both brown and sand suede options are available.
The North Face Shellista Pull-On Boot
The North Face Shellista Pull-On Boot packs some of the world’s top cold weather technologies into a superbly styled package. Originally tested and perfected in The North Face’s high performance technical mountaineering boots, the materials and construction techniques used in the Shellista bring unrivalled performance in any conditions down to 25 degrees below zero. The gripping lugged outsoles give you security through the snow and ice, while the 200 grams of PrimaLoft Eco insulation throughout keeps your feet snug and warm. With a whip-smart design and several color options to choose from, these boots are sure to catch a few eyes through the fluttering snowflakes.
La Canadienne Tiana
The La Canadienne Tiana is a cozy, minimalist ankle boot with black waterproof suede uppers and faux fur lining. With lugged outsoles designed for snowy Canadian winters, these boots are a great choice when you need a clean yet casual look that can pound through the snow without missing a step. The Tiana features a 3 millimeter memory foam insole for daylong comfort.
Hunter Gabby
The Hunter Gabby is a bold, sophisticated fashion statement waiting to be made. With a wide, stable 4 inch heel, a 1 inch platform, and a 9 inch laced upper, this boot is built for anyone who likes to have fun in the rain. It features waterproof rubber from top to toe, with a comfortable nylon lining inside. It is available in several colors, each with bright contrasting laces. The Hunter Gabby is the fashionista’s answer to the dull rubber rain boot.
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