Anne Michelle Boots


TOUGH CUSTOMER
An incredibly priced shoe-bootie has buckles and an industrial-strength platform sole.

Anne Michelle, $30; ShoeOcean.com

Kim Kardashian boots


IT'S A CINCH
This year even boots wear belts. From Kim Kardashian's addictively well-priced website.

ShoeDazzle, $39; ShoeDazzle.com

Merona boots


TRIPLE PLAY
This shapely version (with those ubiquitous buckles) is a cheap thrill.

Merona, $45; Target.com

Payless chocolate boot


HOT CHOCOLATE
Instead of black, try the more casual warmth of a brown boot.

Dexter for Payless, $45; Payless.com

Shearling payless Boot


FEELING SHEEPISH
It's faux, but no less cozy than the real deal (and a lot more affordable).

Payless, $45; Payless.com

Christian Sirriano for Payless booties


SO FIERCE
From a Project Runway winner, faux-snake boots with a spiky heel.

Christian Siriano for Payless, $50; Payless.com

Skechers boots


SO FIERCE
Big trend, little price. A slight dip in back minimizes bulk around the knee.

Skechers, $59, 800-746-3411

Tretorn Rain Boot


Be Well(ies)
Use the heel tab to slide these on smoothly when the days are slippery.

Tretorn, $60; Tretorn.com


Bakers Plaid Boot


FOREVER PLAID
This buttoned-up boot lets you test-drive fall's dominant pattern.

Bakers, $70; BakersShoes.com
.

Colin Stuart Boot


SNOW DAY
From a label known for indoor attire comes this faux-shearling platform.

Colin Stuart for Victoria's Secret Catalogue, $79; VictoriasSecret.com
.

Volatile boot


HIGH RISE
This flat, foot-friendly boot won't tug at the knee because of the double buckle in back.

Volatile, $88, ShoeMall.com

Mia Boots


DELICATE MATTER
This dainty boot laces up in back like a corset.

Mia, $89; MiaShoes.com

Sorel Boots


TAKE A HIKE
The duck boot freshens up with tweed and snake-patterned rubber.

Sorel, $95; Sorel.com


Banana Republic Rain Boot


RIDER ON THE STORM
This rubber equestrian boot is a natural puddle-jumper.

Banana Republic, $98; BananaRepublic.com

Rocket Dog boots


CRUSH OBJECT
Precreasing makes it easy to achieve the scrunched-down look.

Rocket Dog, $99; RocketDog.com
.

O Boot Guide
O's Complete Boot Guide:
More than 70 styles we love


From the November 2009 issue of O, The Oprah Magazine