The Best Fall and Winter Boots

by | Style, Thanksgiving Style | 3 comments

With Fall in full swing, it is officially boot and booties season. Investing in a comfortable pair of boots or booties makes all the difference. The right pair of boots can be dressed up or down, worn with jeans or a dress, and ultimately become the easiest decision you make when getting dressed. I’m sharing the best Fall and Winter boots for 2021 below with my favorite styles, brands, and more!

13 Perfect Little Black Dresses For Fall

Theory Short Dress / Similar Boots

Best Selection
Nordstrom has the biggest and best selection of boots and booties! From carrying larger sizes to having extended calf options and multiple widths to choose from, they have options for everyone. In addition, I love that they offer free shipping and free returns. This way you can purchase multiple pairs and return what doesn’t work either in store or by shipping it back!

Booties (Currently 52% off!) / Bracelet

Best New Boot Brand
Known as being one of Meghan Markle’s favorite shoe designers, Sarah Flint, has recently come out with boots! If they are anything like her heels that have a cult following, then they are worth every penny. I’m loving this style and this style from her boot collection. Plus, you can get $25 off your first order when you sign up for their emails.

Boots (Currently on sale for $99)

Alicia Wood, Dallas Fashion Blogger, Dallas Lifestyle Blogger, Talbot's 70th Anniversary Collection

Suede Boots (Currently on Sale!) (only in dark gray)/ or similar black suede boots

Best Boots to Buy on Sale
A classic style you can wear for years or a trend you want to try are the best to buy on sale.  Nordstrom has a large selection of boots and booties on sale like the two boots above!  They have classic styles that you can wear for years to come in addition to trendier boots, as well.

Alicia Earrings / Similar Black Boots / Gucci Crossbody / Alicia Earrings in Gold / Tiger’s Eye Bamboo Bangle / Gold Margaret Bracelet

Best Waterproof Boots
If you’re looking for a comfortable pair of waterproof boots or booties, I highly recommend the brands Blondo and Aquatalia. These boots have an AquaProtect seal on them that protects the outside and keeps them looking great, even if you get caught in the rain or walk through the slush. One of the biggest perks is that this brand is known for how comfortable their boots are in addition to not requiring any breaking in.
Best Over The Knee Boot
The most popular over-the-knee boots for women for years has been the Stuart Weitzman 5050 boot. They have a huge following and thousands of rave reviews. Along with a cushioned foot-bed, the stylish boots have a soft leather lining, an easy-to-pull-on silhouette, and a durable rubber outsole.
Canada Goose Kensington in Gray
Best Boots For Cold Days
When the weather is chilly and all you want to reach for are cozy items to keep you warm, you can’t go wrong with a pair of Uggs, Sorel or Pajar. These are great boots for all ages and will be in your closet for years to come. If you don’t have a pair of Uggs yet, I highly recommend going for a neutral like black, grey, or chestnut so that it will go with everything. The best part though is that they now make a waterproof version!  These Sorel Joan of Arctic and Pajar Grip are my favorite cold weather boots.  My girls have them, too.  I wear them often during winter soccer season as well as around town!  I’m eyeing these stylish wedges for dressier looks!

No matter the style or brand, I highly recommend having at least one pair of black boots and one pair of brown boots in your wardrobe. These two neutral colors pair with everything and will become closet staples during cold weather!

Do you have a favorite boot brand? I’d love to know what it is! I’m always looking for new ones to try and share about.

If you’re looking for outfit inspiration on what to wear with a cute pair of boots or booties, you’ll love my recent posts like:

xo,

Alicia

PS – Have you signed up for my newsletter yet?! If not, you’re going to want to here. You don’t want to miss the new Saturday Weekend Notes with subscriber only content and I’m also going to be sharing some special subscriber only downloads soon!

Shop the Best Fall and Winter Boots below!

3 Comments

  1. Sharon Buchanan

    Good morning—

    Would you mind sharing the brand of the sweater that you are wearing with the brown corduroy skirt?
    I know you posted a similar style but I just love the sweater.

    • Alicia

      Hi Sharon,
      It is from last fall and by a company called Co. It has a great tattered hem detail. I wish it was still available for you!
      xo
      Alicia

  2. Ashley

    If one is *trying* to embrace the non-skinny jean trend, what boots do you recommend?!? I’ve only been able to make flats work.

Alicia Wood

MEET ALICIA

AliciaWoodLifestyle.com is a lifestyle destination for everyday living written by Alicia Wood. Alicia’s goal is create a timeless, fresh way to approach fashion, entertaining, beauty, design and travel.

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Alicia Wood

Meet Alicia

AliciaWoodLifestyle.com is a lifestyle destination for everyday living written by Alicia Wood. Alicia's goal is create a timeless, fresh way to approach fashion, entertaining, beauty, design and travel.

Read More

3 Comments

  1. Sharon Buchanan

    Good morning—

    Would you mind sharing the brand of the sweater that you are wearing with the brown corduroy skirt?
    I know you posted a similar style but I just love the sweater.

    • Alicia

      Hi Sharon,
      It is from last fall and by a company called Co. It has a great tattered hem detail. I wish it was still available for you!
      xo
      Alicia

  2. Ashley

    If one is *trying* to embrace the non-skinny jean trend, what boots do you recommend?!? I’ve only been able to make flats work.

Alicia Wood

Meet Alicia

AliciaWoodLifestyle.com is a lifestyle destination for everyday living written by Alicia Wood. Alicia's goal is create a timeless, fresh way to approach fashion, entertaining, beauty, design and travel.

Read More