The best fall boots are the perfect mix of style, practicality and comfort. They should keep the elements out while making your transitional outfits look super chic. In this article, you’ll find all our favorite boots for fall that will have you rushing to put away your summer sandals.

What to look out for in a great pair of boots for fall

1. Weather resistance

Look for boots that are waterproof or water-resistant to keep your feet dry. Depending on where you live, you may also want warmth as well as waterproofing. Insulated boots will keep you cozy.

2. Comfort

Make sure your boots are the right size and offer you all the comfort features you need. Choosing a pair with arch support can help to ensure you can walk in them all day.

3. Traction

If you’re going to be walking around in rainy conditions, make sure your boots have good soles and won’t be slippy. Of course, if you are just going from your car to dinner, you can be less practical and think more about style.

4. Versatility

Will they go with all of your outfits? Or do you want to think about two pairs – one more casual and one for dressier occasions?

Lizzy wears ankle boots with her print dresss | 40plusstyle.com

Lizzy @whatlizzyloves above (read her style interview here) shows how you can wear your booties with your summer dresses for transitional weather.

Check out these printed dresses from Diane von Furstenberg and Boden that you can wear with this similar coat, booties, clutch and gloves.

Our favorite boots for fall

Okay, now that you’re thinking about features you need in your boots, let’s move onto some of the most stylish pairs we’ve spotted this season. These trends have our attention for the new season.

Biker and combat styles

Biker and combat boots are very on-trend right now. Take a look at our round-up of shoe trends for fall for more inspiration. Plus, not only are they on trend, but they are timeless. They are perfect for adding a touch of ‘toughness’ to your dresses or to tuck your jeans into.

Frye Veronica Flex Boots | 40plusstyle.com

Frye Veronica Flex Boots

Steve Madden Brixton Boots | 40plusstyle.com

Steve Madden Brixton Boots
(Amazon / Zappos)

Dune London Pally Boots | 40plusstyle.com


(Zappos / Nordstrom)

Lace-up boots

You can combine trends by choosing lace-up boots with the style of biker boots or opt for more of a vintage feel with your lace-ups. Whichever you prefer, you can pair with flowy dresses and skirts, or with your favorite jeans.

AllSaints Tori Boots | 40plusstyle.com

AllSaints Tori Boots
(Amazon/Zappos / Nordstrom)

NAOT Alize Boots | 40plusstyle.com

NAOT Alize Boots
(Amazon/Zappos / Nordstrom)

Miz Mooz Libretto Boots | 40plusstyle.com

Miz Mooz Libretto Boots

Timeless Chelsea boots

Chelsea boots date back to Victorian times, so you can be sure they won’t go out of style. Opt for black for a classic look, brown for a more casual feel, or try out rich fall colors like burgundy or deep green for a more seasonal choice.

Everlane The Chelsea Boots | 40plusstyle.com

Everlane The Chelsea Boots

Fly London Salv Chelsea Boots | 40plusstyle.com

Fly London Salv Chelsea Boots
(Amazon / Zappos)

Ariat Wexford Waterproof Chelsea Boots | 40plusstyle.com

Ariat Wexford Waterproof Chelsea Boots
(Amazon / Zappos)

Boots for fall - for when it's time to put away your sandals | 40plusstyle.com

Kimba @kimbalikes above opts for a pair of on-trend chunky boots that mirror the colors in her sleeveless coat.

Recreate her outfit with this similar top, vest, jeans, boots , necklace and belt.

Shoe boots

Choosing footwear that feels like both shoes and boots is perfect for transitional weather. It adds a touch of the unexpected to your outfits. This style is fantastic as it goes with everything, from dresses and skirts to wide-leg pants.

Johnston & Murphy Evelyn Open Toe Booties | 40plusstyle.com

Johnston & Murphy Evelyn Open Toe Booties
(Amazon / Nordstrom)

Bernardo Footwear Levy Open Toe Bootie | 40plusstyle.com

Bernardo Footwear Levy Open Toe Bootie

Söfft Carleigh Heeled Sandals | 40plusstyle.com

Söfft Carleigh Heeled Sandals
(Amazon / Zappos)

Square toes

Toe styles go in and out of fashion; right now, square toes are having a moment. Choosing square toes will give you a contemporary twist on traditional boot shapes, giving you a bold and sophisticated silhouette. This style looks fantastic in both ankle and knee-high lengths. This is a fantastic style if you love a minimalist style.

Loeffler Randall Ginny Square Toe Ankle Boots | 40plusstyle.com

Loeffler Randall Ginny Square Toe Ankle Boots
(Amazon / Zappos)

Franco Sarto Noah Booties | 40plusstyle.com

Franco Sarto Noah Booties
(Amazon/Zappos / Nordstrom)

Schutz Dellia Booties | 40plusstyle.com

Schutz Dellia Booties
(Amazon/Zappos / Nordstrom)

Suede

Fall is the perfect time to add different textures to your outfit, and suede looks beautiful at this time of year. Just be sure to protect your boots before you wear them to give them extra longevity.

Blondo Alida Waterproof Booties | 40plusstyle.com

Blondo Alida Waterproof Booties
(Amazon/Zappos / Nordstrom)

Everlane The City Boots | 40plusstyle.com

Everlane The City Boots

Söfft Sharnell II Water Resistant Knee High Boots | 40plusstyle.com

Söfft Sharnell II Water Resistant Knee High Boots
(Amazon / Zappos)

Nora wears booties with her jeans | 40plusstyle.com

Nora @juststylela above (read her style interview here) shows how you can wear a classic pair of straight-leg jeans over your booties.

Get her look with this similar top, sweater vest, jeans, booties, handbag, earrings and sunglasses.

Textured

Snake and reptile textures and prints are another on-trend but timeless choice for you. They will never go out of style and are another good way to add texture to your existing outfits.

Matisse Gabbie Pointed Toe Bootie | 40plusstyle.com

Matisse Gabbie Pointed Toe Bootie

Everlane The Banana Heel Boot | 40plusstyle.com

Everlane The Banana Heel Boots

SOREL Hi-Line Heel Chelsea Boots | 40plusstyle.com

SOREL Hi-Line Heel Chelsea Boots
(Amazon / Zappos)

Chunky soles

On-trend and practical—what’s not to love? Chunky soles are stylish, add a little height, and are very practical, keeping you safe and secure in inclement weather.

Steve Madden Mayslie Chelsea Boot | 40plusstyle.com

Steve Madden Mayslie Chelsea Boot
(Amazon / Zappos)

Naturalizer Darry Strap Moto Boots | 40plusstyle.com

Naturalizer Darry Strap Moto Boots
(Zappos / Nordstrom)

SOREL Joan Now Chelsea Boots | 40plusstyle.com

SOREL Joan Now Chelsea Boots
(Amazon/Zappos / Nordstrom)

Low heels

Low-heeled booties are a great choice for adding a dressier dimension to your outfits, as well as a bit of extra height.

Söfft Sasha Water Resistant Booties | 40plusstyle.com

Söfft Sasha Water Resistant Booties
(Zappos / Nordstrom)

Naot Goodie Zip Boots | 40plusstyle.com

Naot Goodie Zip Boots
(Zappos / Nordstrom)

Söfft Molly Open Toe Booties | 40plusstyle.com

Söfft Molly Open Toe Booties
(Amazon/Zappos / Nordstrom)

Metallic

We love metallic shoes here at 40+ Style. Check out our article on the best silver shoes for a hip look. So, we couldn’t leave metallic boots off our favorite fall boot choices. Choose silver, gold, or bronze—whatever you love best. They work as neutrals, so they will go with all of your outfits.

ECCO Sculpted LX 55 Booties | 40plusstyle.com

ECCO Sculpted LX 55 Booties
(Amazon / Zappos)

|Free People New Frontier Western Bootie  40plusstyle.com

Free People New Frontier Western Bootie

MICHAEL Michael Kors Cosmo Kitten Booties | 40plusstyle.com

MICHAEL Michael Kors Cosmo Kitten Booties

Eileen wears silver booties | 40plusstyle.com

Eileen @eileenternullo above shows how silver goes beautifully with shades of gray and lilac.

Steal her look with this similar moto jacket, pants, booties and earrings.

Print

Add interest to your outfit by choosing a pair of print booties. You can keep the rest of your outfit neutral, and still make an impact.

Splendid July Pointed Toe Genuine Calf Hair Bootie | 40plusstyle.com

Splendid July Pointed Toe Genuine Calf Hair Bootie

Söfft Aisley Booties | 40plusstyle.com

Söfft Aisley Booties
(Zappos / Nordstrom)

Dr. Martens 1460 Leather Lace-up Combat Boot | 40plusstyle.com

Dr. Martens 1460 Leather Lace-up Combat Boot
(Amazon/Zappos / Nordstrom)

Practical waterproof

Of course, fall weather is renowned for being mixed, so you will want booties that combine style with practicality like the options below.

SOREL Out N About™ IV Classic Waterproof Sneakers | 40plusstyle.com

SOREL Out N About™ IV Classic Waterproof Sneakers

The North Face Yukiona Mid Boots | 40plusstyle.com

The North Face Yukiona Mid Boots

Hunter Diana Waterproof Rainboot | 40plusstyle.com

Hunter Diana Waterproof Rainboot

Boots for fall - for when it's time to put away your sandals | 40plusstyle.com

shop the best fall boots here:

Do you already have some of these styles in your closet? Which is your favorite. Let us know in the comments below.

Continue reading:

  1. Fall shoe trends for 2024
  2. Fall women’s sneakers: The perfect sneakers for transitional weather
  3. Skirts for fall and how to style them

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Boots for fall - for when it's time to put away your sandals | 40plusstyle.com

Feature image by Kimba @kimbalikes

Sylvia

Sylvia is 40+style’s editor-in-chief and has been helping women find their unique style since 2011. An alumni of the School of Color and Design, she is devoted to empowering women of any age to look and feel their best. Read more about Sylvia and 40+style on this page.

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