A Guide to Choosing The Right Boots This Season + 90 of My Favorites!

A Guide to Choosing The Right Boots This Season + 90 of My Favorites!

A Guide to Choosing The Right Boots This Season + 90 of My Favorites!

There’s nothing I love more than buying new boots for the autumn and winter seasons. I grew up on the East Coast, so having a collection in an assortment of styles was a rite of passage. Not much has changed since I moved to Los Angeles—except maybe I invest in booties (so I can wear them all year long) more so than over-the-knee or thigh-high. This time of the year, however, is when I start getting ready for my trip back East for the holidays. And with that comes, winter shopping. Here’s my guide to choosing the right boots this season, with 90 pairs of varying styles and price points (from under $50, to splurge-worthy and everything in between).

Pristine white boots in a range of styles will polish off any ensemble.

A Guide to Choosing The Right White Boots This Season
  1. River Island $150
  2. Nasty Gal | $90 $36
  3. Dr. Martens | $250
  4. Janet & Janet | $144 $77
  5. L'Autre Chose | $425 $350
  6. Timberland | $180

From go-go to thigh-high, these boots will take your outfit to the next level.

A Guide to Choosing The Right Over-The-Knee and Thigh-High Boots This Season
  1. Nicole Miller | $600
  2. Zigi Soho | $70.31
  3. Steve Madden | $109
  4. Alice and Olivia | $695 $370
  5. Nasty Gal | $140 $56
  6. Ann Creek | $58

Biker boots add a bit of “edginess” to an otherwise feminine look.

A Guide to Choosing The Right Biker Boots This Season
  1. ASOS | $69
  2. Frye | $278 $199
  3. Ash | $410 $354
  4. Fiorentini + Baker | $450
  5. Nine West | $85 $65
  6. KG Kurt Geiger | $116

Sleek rain boots in matte and glossy finishes will have you wishing for rainy days.

A Guide to Choosing The Right Rain Boots This Season
  1. Cougar | $69.95
  2. Hunter | $150
  3. Lauren Ralph Lauren | $50
  4. Valentino | $475
  5. J.Crew | $61
  6. Hunter | $165

Take a stroll on the wild side with faux snakeskin boots in an assortment of colors.

A Guide to Choosing The Right Snakeskin Boots This Season
  1. Nasty Gal | $100 $40
  2. Steve Madden | $130
  3. Vic Matié | $386 $334
  4. Steve Madden | $152 $104
  5. Marks & Spencer | $125
  6. Charles by Charles David | $129 $79.99

In an array of styles and textures, these platform boots are a perfect complement to bell bottoms or skinny jeans.

A Guide to Choosing The Right Platform Boots This Season
  1. Kurt Geiger London | $260 $150
  2. Donald J Pliner | $298
  3. Free People | $228
  4. Free People | $198
  5. Boohoo | $75 $29.20
  6. Nasty Gal | $96 $39

Riding boots are an optimal silhouette for outside events during the autumn and winter months.

A Guide to Choosing The Right Riding Boots This Season
  1. Tommy Hilfiger | $139
  2. Frye | $357.75
  3. Cole Haan | $300
  4. Vince Camuto | $189 $141.75
  5. Karl Lagerfeld Paris | $229 $199
  6. Sam Edelman | $150

Metallics, glitter, and rhinestones—these combat boots are an update to the classic grunge fashion of the 90s.

A Guide to Choosing The Right Combat Boots This Season
  1. Kurt Geiger | $240
  2. Dr. Martens | $120
  3. Schutz | $ 250
  4. Circus by Sam Edelman | $79.99
  5. Nasty Gal | $70 $25
  6. AllSaints | $348

Victorian-inspired boots add a vintage feel and a touch of refinement from the early 20th century.

A Guide to Choosing The Right Victorian Boots This Season
  1. Charles by Charles David | $99
  2. See by Chloe | $434
  3. Corso Como | $132
  4. Marc Jacobs | $575 $345
  5. Treasure & Bond | $95
  6. Urban Outfitters | $175

You can never go wrong with metallics, sparkles, and adornments—these statement boots are ideal for when you’re looking to elevate your look.

A Guide to Choosing The Right Statement Boots This Season
  1. Marks and Spencer | $60
  2. Marc Jacobs | $294
  3. Marc Ellis | $280 $255
  4. ASOS | $72 $57.50
  5. Steve Madden | $130
  6. Steve Madden | $150 $103

One of the newest trends this year, slouchy boots that pay tribute to the 1980s.

A Guide to Choosing The Right Slouchy Boots This Season
  1. Journee Collection | $100 $70
  2. Stuart Weitzman | $798 $299
  3. Vince Camuto | $198 $139
  4. Stuart Weitzman | $798 $299
  5. Free People | $188
  6. Steve Madden | $300

Chelsea boots are a fashion staple that should be in everybody’s closet.

A Guide to Choosing The Right Chelsea Boots This Season
  1. Topshop | $68
  2. Kenneth Cole Reaction | $109 $58
  3. Freda Salvador | $525
  4. Kurt Geiger | $224
  5. Rag & Bone $475
  6. Steve Madden | $129 $90

Furry snow boots to keep you warm (and in style) during the snowy months.

A Guide to Choosing The Right Snow Boots This Season
  1. BOS. & CO. | $245
  2. Journee Collection | $60  
  3. Sorel | $185
  4. Sorel | $250
  5. Pajar | $230 $137
  6. Kamik | $89.99

A modern twist on the classic cowgirl boots—these have minimal stitching and minimal exposed panels.

A Guide to Choosing The Right Western Boots This Season
  1. Nasty Gal | $120 $48
  2. Toga Pulla | $575 $402
  3. Jeffrey Campbell | $190
  4. Lola Cruz | $254 $96
  5. Marc Jacobs | $350 $175
  6. Karl Lagerfeld | $375

For when you’ll be doing a lot of walking (but still want to look chic) hiking boots are an excellent mix of style + comfort.

A Guide to Choosing The Right Hiking Boots This Season
  1. INC International Concepts | $130 $77.70
  2. Tua By Braccialini | $99 $63
  3. Catherine Malandrino | $100 $50
  4. Schutz | $245
  5. Jeffrey Campbell | $185
  6. Montelliana 1965 | $500

*This article contains some affiliate links.

Kristie Woszczyna

My life consists of writing, shopping, music, spending time with my boyfriend, working out, traveling and macarons from Bottega Louie. [email protected]

Leave a Reply

Your email address will not be published. Required fields are marked *