Great Boots Under $100
$84
Desert boots with a twist, these have a gum wedge that gives you height—without the hurt.
Report; ReportShoes.com
Report; ReportShoes.com
$98
The menswear pattern of this wedge boot is brilliant with a trench.
Tommy Hilfiger, Macy's; 800-622-9748
Tommy Hilfiger, Macy's; 800-622-9748
$38
This faux-suede and patent leather bootie has a vintage style—in a vintage port color.
Payless.com
Payless.com
$75
A multistrap brown boot is a sturdy companion for jeans, cords, and khakis.
Bongo.com for stores
Bongo.com for stores
$40
Starry silver studs on suede can dress up a work suit or hang out with black jeans.
Sigerson Morrison for Target; Target.com
Sigerson Morrison for Target; Target.com
$98
Fringe makes this dusty rose shoe-boot a flirtatious version of the kiltie.
Colin Stuart for Victoria's Secret Catalogue; VictoriasSecret.com
Colin Stuart for Victoria's Secret Catalogue; VictoriasSecret.com
$89
These flexible, calf-hugging knee-highs will go beautifully with a lightweight dress.
ChineseLaundry.com
ChineseLaundry.com
$99
These heroic purple boots have the look of a warrior princess (think Lord of the Rings).
SteveMadden.com
See more styles in O 's Ultimate Boot Guide!
SteveMadden.com
See more styles in O 's Ultimate Boot Guide!
From the November 2008 issue of O, The Oprah Magazine