I once wrote that winter was my favorite season when it comes to style. Still rings true for two reasons…actually make that three.

One– Winter’s color palette is to die for. Tan monochromes, all and every shade of black, cool-weathered light blue and champagne pink, and the christmas-y combination of oxblood and emerald green–all oh so good.

Two– Winter is for layers upon layers of jackets and coats, tights with socks, and dresses over jeans. Winter is the best for those of us who love getting dressed, because there is so much room to layer, mix and match, and take on and off.

Finally, three– Boots. Winter weather makes me want to lace up a serious pair of combat boots, and then the same day slip on some shimmery party boots. Options are endless. Boots can be casual or playful and both sexy and practical. Whether it’s for a day at the office or a NYE party, allow me to help you navigate your winter boot options for all occasions at any budget. Be warned, a pair or two of these may wind up on your Christmas list. Feel free to pass that list along, or hit the winter sales and ‘treat yo’ self’.  You earned it!

With so many opportunities to wear boots this chilly season, I’ve compiled a list of 7 kinds of boots that every girl should have in her closet. 

A Simple Black Bootie

Flawless travels home, a white Christmas, and the perfect pair of black boots– a true Christmas miracle. You’ll wear them throughout the day, out in the evening, and to coffee over the weekend. Every woman needs a pair of simple, low heeled, black boots to pair with jeans, over tights with a dress or skirt, or to compliment a calf dusting coat. So versatile and easy to style, a great pair of black booties is your easy ticket to the perfect outfit all winter long. When in doubt, shop Steve Madden for every style of black boot imaginable, the quality and price is hard to beat.

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Gracelyn Booties, Target, $24.99
MARC Snake Ankle Boots
, Topshop, $120
Flint Black Leather Bootie, Steve Madden, $129.95
Syble Black Bootie, Steve Madden, ON SALE $90.98


A Weekend Ready Pair

There is no better time to strap on some casual booties and get cozy in a coffee shop than during the chilly, winter months. I’ve picked a few of my favorite casual weekend boots that easily transition from brunch with friends to an evening walk to see the lights. They’ll pair perfectly with denim and your favorite oversized sweater.


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Masha Soft Buck Boot, Dr. Martin, $160
Elia Ankle Boot, Aldo, ON SALE $55  (I own these and they pair perfectly with casual and dress. Plus, can’t beat the price!)
Leather Ankle Boots with Zip, Zara, $119
Woman’s Ballard Lace II Boots, North Face, $120


A Jewel Tone Heeled Boot

Deep reds, a gorgeous shade of blue, anything emerald or gold–you can’t go wrong. Complete the perfect layered look with a jewel toned boot, and your outfit is instantly on another level.

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Zelina Heeled Bootie, Aldo, $140
Goldie Stretch Bootie, Steve Madden, $129.95
Leather High Heel Ankle Boot, Zara, $139
Diamond by Faryl Robin, Target, $34.99 (Designer boots for <$50. Say what?! Check out full price Farly Robin Boots here.)


A Classic Dress Bootie

Whether you’re headed to the office or out for the evening, these boots are perfect for dressing up any outfit. Appropriate for the office, yet subtly chic and sexy enough for an evening out.

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Ankle Boots With Metal Heel, Zara, $79.90
Square Heeled Ankle Boot
, Zara, $59.90
Intentionally Blank RX Ankle Boot, Urban Outfitters, ON SALE $169.90
Tahari Ranch Pointed Toe Ankle Boot, Macy’s, ON SALE $83.40


An Over-the-Knee Boot

Over-the-Knee boots are adorable with a mini skirt and pair of tights, and super chic over a pair of leather leggings. However, finding the right color, height, and fit for your body type can be difficult. But don’t give up just yet! Once you find the perfect pair and however you choose to style them, rock them with confidence.  Knee high (and beyond) boots are definitely having a moment right now, and will add major drama to any winter outfit.


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XOXO Trish Over-the-Knee Boot, Macy’s, $35.40
Filmar Over-the-Knee Boot, Nine West, $65
Flat Over-the-Knee Boot, Zara, $69.90
Over-the-Knee Stretch High Heel Boots, Zara, $89.90


A Funky, Statement Boot

These fun and sassy boots are intended for outfits to be planned around. Start with the perfect bit of sparkle, pop of color, or unique style and build your outfit from there. I love all of these funky, statement boots.




HAPPY-Days Leopard Ankle Boot, Topshop, $160
Crosswalk Aspid Leather Boot, Nasty Gal, $110
Matisse Truth Be Gold Knee High Boot, Nasty Gal, ON SALE $135
Women’s Wild Pair Cyou Printed Velvet Open Toe Ankle Booties, Target, ON SALE $31.49


Going Out Heels That Will Eventually Get Ruined

Have you ever worn your favorite suede boots out, only to get home with spilled drink stains and scuff marks from being in a crowded space? Literally the worst. Save your favorite boots for date night and opt for these cheap, but still cute heels for inclement weather or a crowded bar.

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Tie Back Ankle Boot, Charolette Russe, $25
Woman’s Diamond by Faryl Robin, Target, $34.99
Laminated High Heel, Zara, $49.90
A+ Gertie Heeled Boot, Target, $31.49

Wish List

So I may never be able to justify the price of these perfect pairs, but a girl can dream. Right? Some of my favorite–almost can’t believe it, more than next month’s rent, overpriced booties below.

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Leather Mid Heel Ankle Boot, Gucci, $1,590
Paola d’Arcano Scaled Ankle Boot, Anthropologie, $468
Jacquard Lenni Ankle Boot, Free People, $340
Prada Embellished Leather Boot, Net-a-Porter, $1450

Happy winter boot shopping!  Share your favorites with me at laurenromoore@gmail.com.

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