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The season of thick flannels and protective leather boots is on the horizon. Prepare early with these essential women’s boots, perfect for chilly fall days.

​Sorel Out-N-About Plus ($120)

 got an upgrade this year with the addition of a fully waterproof and seam-sealed upper. The leather is paired with vulcanized rubber soles to keep you firmly planted on city streets when the weather turns icy. 

Chaco Cataluna Mid ($180)

proves that Chacos are no longer just for dirtbags. To create this stylish option, Chaco paired its plush sole with a full-grain waterproof leather upper. A molded TPU midsole, heel zipper, and bamboo heel complete the look. Wear them on a date or even just to dress up an oversize flannel. 

Red Wing 6-inch Round Toe ($290)

If you’re looking to channel your inner lumberjack, then these will do the trick. Easily the burliest of the bunch,  give a nod to Red Wing’s century’s worth of experience making men’s work boots, but in a slightly more refined package. They’re made from full-grain leather that will only look better as the years go by. The women’s fit has a narrower last to help your foot feel more secure while you walk around. 

Forsake Range High ($160)

Going on an after-work hike? These  look good enough to wear to the office but feature Vibram outsoles to keep you from slipping on ice or rocks. Plus, the gusseted tongue and taped seams prevent water and debris from entering your boots through the lace eyelets or the space between the tongue and the upper.

Blundstone Women’s Series ($195)

Perfect for around town and your workday,  have steel plates in the midsoles for extra durability and structure. The outsoles also resist motor oil, acid, organic fat, and heat up to 284 degrees Fahrenheit.