I love the first few days of fall when the sun is bright, the air is crisp and cool and it feels good to slip back into my favorite jeans, a cozy sweater and my favorite pair of boots. Women’s Fall boots have a lot of jobs to do.
I like one pair that’s sturdy, comfortable and water-resistant for outdoor weekend activities that might involve pumpkins, apples, ghosts and often a little mud.
I have a few pairs of pretty ankle boots that will dress up jeans and fall sweaters, and a cool, do-everything pair that can go from running errands to dinner out. In the back of the closet are a set of tall boots for those chilly nights when I want to wear a skirt or dress.
Here are 13 pairs of women’s fall boots that I think are fun, good-looking and, most important, comfortable to throw on for weekday work and weekends of cool-weather fall fun with your family.
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13 Women’s Fall Boots For Every Day & Weekend, For Every Mom
Readers’ Picks
Readers are buying these Ataiwee ankle boots in brown and black. They come in 13 more color options, too.
It’s easy to see why they’re drawn to the low, chunky heel, side zipper and go-anywhere style. They like the price point a lot, too.
These Hawkwell Women’s Combat Boots look equally perfect for cozying up by the campfire or hopping on a motorcycle.
And even if you’re just running errands around town with your kids, why not look like you might be doing something a little cooler?
Faux fur lining and a quilted cuff keep your feet warm during winter outings, the soles or no-skid and the long side zipper makes them easy to get on and off.
This Vintage Foundry Co. Charmaine Chelsea Boot is exactly the kind of boot I would wear on a weekend getaway, so I can see why readers are buying it.
They’re a little different. They look good with jeans, a dress or slacks. The chunky no-skid heel is high enough to be fashionable but comfortable enough for a full day of sightseeing.
Choose black or, if you prefer something a little different, army green.
Super-busy readers who need a sturdy boot for going everywhere and doing everything in any weather are buying this Dream Pairs Combat Booty in gray or chocolate brown.
It laces or zips on and off; your choice. It has a rubber sole, rounded toe and quilted cuff for maximum comfort .
Boots For Getting Outdoors
I almost cried when I finally wore out the soles on my first pair of Blundstones after ten years of constant wear.
I’m not alone. These Classic Blundstone 500s are hugely popular year after year
These fall boots for women take me from light fall hiking, pumpkin picking and errand-running on through winter snow and into spring’s rain and mud.
Successive pairs have stayed looking like new while keeping my feet warm, dry and happy for years at a time.
They were the only boots I packed for my trip to Finland last fall. They kept me warm in wintery Lapland without looking ridiculously clunky with my jeans and chunky sweaters in sophisticated Helsinki.
Since I live in Chaco sandals all summer, I was happy to see the brand’s offering women’s fall boots now.
These Barbary Chukka boots are perfect if you’re planning to spend a lot of time outdoors as the weather cools off—walking, apple-picking, leaf-raking.
They have Chaco’s practicality and will keep your feet warm and dry even as the temperature drops.
Leave them at full height for maximum protection from the elements, or fold them down for an ankle boot with contrasting textures.
While they aren’t hiking boots, you could happily do a good amount of walking on these weatherproof gum soles.
Born makes some of the most comfortable everyday walking shoes I’ve found. And they’re good at coming up with styles that don’t look like everybody else’s.
For example, take these best-selling Temple II ankle boots. The soles are a combination of comfortable cork and a weatherproof composite.
The leather upper gives and will accommodate thicker socks as temperatures drop.
But the ankle braid, suede laces and slightly distressed upper make them stand out from all the other fall utility boots that can look a lot alike after a while.
Fall Boots For Busy Weekends
Another thing I like about Born is that their boots have been getting more urban, even as they’ve stayed comfortable.
This year, the brand’s Tarkiln ankle boots in distessed gray are popular. They look cool and work with jeans, ankle pants and even casual skirts.
But they have the comfortable sole and reliable no-skid soles you expect from Born, which means your feet will be happy no matter how much running around your weekend brings.
I love Blondo‘s boots for fall because the brand does an amazing job of making waterproof boots that don’t look like rain boots.
A good example is the popular Villa ankle bootie that you can wear seven days a week.
The wood heel has either a suede or polished leather upper in several shades of brown, gray and black.
They look as good with office clothes as they do with your favorite Saturday jeans or leggings.
And don’t forget that they’ll keep your feet dry when those inevitable rainy fall days come along.
Women’s Fall Boots For Dressing Up Jeans
I always find it hard to pack compactly for cool-weather weekend getaways because boots take up a lot of room.
When I can, I stick to one pair of boots that can do everything. I love ankle boots like the Basel boots from Lucky Brand for this.
They instantly dress-up jeans, ankle pants and leggings and are ideal for those evening where you want to look sharp and a bit less like a “mom.”
The heel is low enough to spend the day walking around in them, too. And they come in about 20 colors, so it’s easy to find one that matches your favorite clothing colors.
Tall Boots For Fall Dresses & Skirts
Knee-high boots are essential if you plan to wear skirts and dresses as the temperature drops. They definitely go into the suitcase for Thanksgiving and Christmas travel.
My readers love Koolaburra by Ugg because its boots are well-made and a lot easier on the wallet than a lot of other popular boot brands.
These Madeley knee-high boots are a great value for their under $100 price.
The dune, black, gray or amphora suede boots have a zipper to make them a cinch to take on and off.
The stacked heel and ankle buckle are dressy details you don’t expect from Ugg.
Fall Shooties (Half-Boot, Half-Shoe, All Good)
I love the cut, texture and strap details on these Adley shoeties from Lifestride. They’re the kind of boots I default to almost daily when I own a pair.
They’re boot-like enough to keep your feet warm and dry, but shoe-like enough that they aren’t heavy to wear all day.
And they don’t look like every other boot in your closet. The whiskey, black and chestnut and all great colors, too.
Dansko Professional clogs are pretty much the original shoe-that’s-almost-a-boot. And they are perennial bestsellers.
They’ll work with anything you throw on during the weekend, and they’ll keep you comfortable all day.
You can go with basic black and brown. But you can also mix things up with patterns that are a little crunchy, a little city or even a little punk.
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