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Ultimate fall boot guide: 40 pairs starting at $43

We shopped the stores to find the best footwear of the season. From equestrian flats, modern wellies and lace-up wedges, stay in step for work and play with our practical to trendy boot guide.
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Ultimate fall boot guide: 40 pairs starting at $43

Photos by Erik Putz

fall boot guide

Flirty booties

Look for a slim heel and an easy zipper. 

Clockwise: $150, Winners. Nygard Collection, $70, Sears. $410, Club Monaco. $180, Geox. $225, Town Shoes.

Ultimate fall boot guide: 40 pairs starting at $43Photos by Erik Putz

Equestrian flats

A low heel is a must, plus enough room to tuck in leggings and jeans. 

Clockwise: Nygard Collection, $250, Sears. $190, Winners. $338, Roots. $280, Geox. $235, Lacoste.

Ultimate fall boot guide: 40 pairs starting at $43Photos by Erik Putz

Lace-up wedges

This trendy new style looks best with casual basics. 

Clockwise: Tom, $105, Little Burgundy. $90, Gap. $225, Lacoste. $200, Geox. $69, Joe Fresh

Ultimate fall boot guide: 40 pairs starting at $43Photos by Erik Putz

Stacked heels

They’re a little bit country (western!), a little bit rock ’n’ roll (moto!). 

Clockwise: $43, Old Navy. $79, Joe Fresh. $80, Gap. $298, Cole Haan. Kenneth Cole Reaction, $135, Town Shoes.

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Ultimate fall boot guide: 40 pairs starting at $43Photos by Erik Putz

Modern wellies

Stay dry with a pair of these practical and cool options. 

Clockwise: Melissa, $199, The Bay. Hunter, $165, Town Shoes. Burberry, $290, Holt Renfrew. $185, Banana Republic. Baffin, $85, Raindrops.

Ultimate fall boot guide: 40 pairs starting at $43Photos by Erik Putz

City-smart walkers

Look for weatherproof leather and a rubber sole to keep you cozy. 

Clockwise: K Studio, $100, Globo. $190, Timberland. $180, Lacoste. Naya, $255, The Bay. $288, Roots.

Ultimate fall boot guide: 40 pairs starting at $43Photos by Erik Putz

Sky-high knee-highs

Pair these dressy styles with skirts and a warm fall coat. 

Clockwise: $775, Hugo Boss. $498, Cole Haan. $300, Geox. $240, Banana Republic. $350, Town Shoes.

Ultimate fall boot guide: 40 pairs starting at $43Photos by Erik Putz

Updates chelseas

Add a little rock ’n’ roll edge with the new take on the ’60s Beatle boot. 

Clockwise: $365, Cole Haan. K Studio, $100, Globo. $80, Gap. $225, Lacoste. $268, Roots.

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Ultimate fall boot guide: 40 pairs starting at $43Photos by Erik Putz

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