Style Guide: 5 Fall Boots Under $100


Hi ladies, it’s Anna again from Fash Boulevard. Boot season is officially here. With warmth, comfort, and—let’s face it—a fabulous appearance, this low maintenance footwear is destined to play a crucial part when it comes to looking your winter best. Since I tend to spend the end of the year in skinny jeans and slouchy sweaters, my Fash flair possibilities are limited to coats, scarves and boots…

Whether you’re an over-the-knee fashionista or a cute and casual type of gal, there’s a fit and design for everyone. The key is to find the affordable boots without sacrificing an ounce of style. Below I’ve put together a no-stress guide to fall boots featuring five pairs of cold weather must-haves, all retailing for under $100. Take a peek…

Casual Ankle Boot


I love this ankle boot because of its feminine shape. The neutral tone provides endless fall wardrobe opportunities, and it works great with pants, which isn’t an easy feat with most ankle boots.

LC Lauren Conrad Ankle Boot $45.99

Everyday Slouchy Boots


Slouchy boots are my personal everyday favorite. The relaxed fit comes with built in style and layers over pants, tights and bulky socks easily, while maintaining optimal comfort.

Target Slouchy Boots $39.99

Dressy Ankle Boot


With party invites filling our mailboxes, a dressy ankle boot is a holiday must. This luxe black boot and edgy metal detailing looks twice its price and definitely brings the chic.

Lulu*s Gold Belted Ankle Boots $49

Heeled Boots


The right type of heeled boot will instantly add a dressy touch to an outfit without requiring you to change any other piece of your look to make the day to night transition. I love the sassy silhouette and light tone of this boot.

Pink and Pepper Kitty Boots $79

Riding Boots


Without a doubt, a riding boot is a winter essential. This moto-meets-equestrian style won’t require a trust fund at check out. Add a dash of fash to this simple silhouette by layering it over a boot sock or leg warmer.

Pink and Pepper Contra Boots $89

Which pair of boots is your favorite?

Be sure to let us know in the comments below!

Fash Boulevard

Photos: Fash Boulevard
Categories: Anna James, Style Guide
Share This
  • Ida Pahus

    Great style Anna!!!

  • Tea Jae

    very nice boots I like each pair want them all :)

  • sarah

    Oh my goodness! I love the first and third! 😀

  • Marie Fournier

    I like ankle boots! My favourite one from this post is the Lulu’s Gold Belted Ankle Boots.

  • Diamenrose

    I really like the ankle boots :) but the slouchy boots look also interesting :)

  • Ana Sofia

    Great tips :) love all the boots.


  • T Girl

    I want all of these boots. Great finds, Anna.

  • Sarah Lawson

    Fab finds, hun. I think Pink and Pepper heel boots are the cutest. xx

  • katie at Miss enchanting

    Love them all…particularly the black ankle boots. I went for about two years wearing recycling my boots…but this year I’ve gone boot crazy- I’ve brought 6 pairs since October! Note to self…stop looking at boots! But I can’t…!

    Katie x

  • Christy

    I appreciate that you are always conscious of different people’s budgets when recommending fashion ideas! All these boots are so cute!

  • Amber Welles

    I agree. I love that whenever she wears something expensive in an outfit on her blog that she makes sure that everything else is affordable. Go Anna!

  • Katelin Absher

    I love the Black boots with gold buckles!! Love when you post!! :)

  • Anna James

    Thanks so much, love. :)

  • Anna James

    Thanks so much, ladies. If you look hard enough, you can find great pieces at any price. :)

  • Cassidy Short

    Love this post! Those ankle boots are DARLING! :)


  • Raven Locks

    You’re so fabulous, Anna! I love all of these looks :) Great job on picking out a great boot in every picture.

    Hope you have a wonderful Thanksgiving!

    xo Azu

  • Whitney @ To live & diet in L.a.

    I love the first ones from LC and how you paired them with that adorable girly outfit! And the pop of red from the purse is *clutch* haha!

    Also love the Lulu’s black and gold booties. I can never have enough gold accents!

    xo – Whitney @ To Live & Diet in L.A. htto://

  • xMelane

    Loving the buckle boots! I really like your style aswell, every outfitt is just lovely!

    xo Mel
    Selfhelp | Inspiration | Positivity

  • xMelane

    I am loving the third ones! So cute :) I also really like all your outfitt, they are styled perfectly :)

    xo Mel

  • Ana Fletes

    I neeeed those rider boots, was just in NYC and everyone was wearing Them. I loved the comfortable fit, the go with everything quality and the very easy on the eyes styling options for styling I looove the color and they are comfortable to walk in a big city like NYC for example. Also they are very warme and comfortable, over warmers they look awesome!!!:) Love them in that Color!!!!!

  • Ashley at Sincerely Miss Ash
  • Harmony

    Never been able to afford boots. Just a poor working single gal but those Target boots are a low budget price possibility. I see no sense in buying designer anything when you ca n be stylish and shop frugally.

  • Sina pfupajena

    SO CHIC!! I love everything <3

  • Forever_in_LAnvin

    I absolutely agree with ya on that! It’s a spontaneous need in my life to have those boots!!!

  • Ashley

    Thank you so much for this post!!! It’s very helpful! :)

  • Kim

    This site never fails to find a perfect balance between chic and affordable while also pointing readers to splurges that are worthy of an investment. I have bought several items based solely on the LC website recs. never once have I been led wrong so its always fun to see new posts on clothing, makeup, lifestyle, etc as I enjoy this site more than any other I read. And that’s a lot coming from this over 30 former corporate manager turned stay home mom. Thanks for all the stylish reading you all provide!

  • samm k

    love these :)

    check out my blog

  • Kami Yager

    I only like the Lauren Conrad boots:) HAPPY THANKSGIVING Lauren. So thankful I get to wear your clothes you are so talented:)xoxo. Kami

  • VeroVeronica torres


for a front-row VIP pass to all things lovely and chic. Sign up today for exclusive tips straight from Lauren, a chance to win monthly giveaways, and so much more.

sign up