Bootie Buying Guide
Heels: Banana Republic
A flutter of ruffles makes this suede bootie refined enough for even your most ladylike outfit.
To buy: $180, bananarepublic.com.
Heels: Calvin Klein
Sometimes embellishments can make shoes look chintzy, but these chain-accented leather booties seem pricier than they really are.
To buy: $159, 866-513-0513.
Heels: Indigo By Clarks
The lace detail ties together this bootie’s laid-back suede look. A substantial cone heel keeps you stable.
To buy: $125, indigoshoe.com.
Heels: Cole Haan
Thanks to Nike Air technology, these purple suede booties scream “high fashion” without being murder on your feet.
To buy: $248, zappos.com.
Imagine how great these sturdy leather platform booties would look with woolly tights or rolled-up jeans on a brisk fall day.
To buy: $258, thefryecompany.com.
With a barely there rubber platform, this dependable black style is a wear-anywhere, walk-anywhere bootie.
To buy: $188, coach.com.
Wedges: Cynthia Vincent
The metallic wedge and the hidden platform make simple leather lace-up booties doable for day or night.
To buy: $325, shopbop.com.
Wedges: Sam Edelman
With a bouncy rubber wedge and playful plum shade, these suede booties are like the cold-weather equivalent of espadrilles.
To buy: $130, endless.com.
Wedges: Joan and David
A cool update for almost any dress, this leather bootie is easier to wear than you might think, especially since pairing tights and open-toes is no longer a faux pas.
To buy: $260, shoewoo.com.
Try a pair of booties in deep, dark charcoal suede in lieu of basic black. The breathable rubber soles provide all-day comfort.
To buy: $150, geox.com for stores.
Wedges: Loeffler Randall
For those who fear heights: These vintage-inspired leather booties are just high enough for a calf-flattering boost.
To buy: $595, loefflerrandall.com.
This slouchy suede bootie adorned with trendy hardware is the perfect ending to leggings or skinny jeans.
To buy: $79, 866-642-0809.
Flats: G. H. Bass & Co.
A lot to love for a small price: cognac-colored leather booties with foul weather–friendly rubber soles and a long-standing preppy pedigree.
To buy: $65, bassshoes.com.
This leather pair of booties with nonslip grips is exactly what you’ll end up kicking around in every weekend till April.
To buy: $180, 866-269-3691.
Flats: Matt Bernson
Cold feet? Slip on these snuggly shearling-lined leather booties with cuffs you can wear turned up (shown here) or down.
To buy: $275, scoopnyc.com for stores.
The most conservative of the bunch, this brown leather classic is ideal for the bootie-reluctant.
To buy: $398, City Soles, 773-489-2001.