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Best Fall + Winter Shoes from DSW: Top-Rated Boots, Loafers + Slippers for the Whole Family
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items I'm on my feet all day, so comfort matters to me as much as style. I went through DSW's best sellers and most-reviewed styles and pulled the shoes I'd recommend to a friend this fall and winter: easy booties and tall boots, cozy waterproof boots for ...
Sections
6
Boots + Booties
Cozy Weather Boots
Loafers + Sneakers
Cozy Slippers
For Him
For the Kids
Boots + Booties
The low stacked heel on this one is so easy to walk in. With 1,200+ reviews, it's a bootie I'd tell a friend to grab first. Cute with straight jeans and a sweater, or with a midi dress for fall dinners.
Lucky Brand Basel Bootie
A sleek pointed bootie that looks way more expensive than it is. I love it with jeans and a blazer for work or date night, and it's an easy one to wear to holiday parties.
Journee Livvy Bootie
The simple, everyday bootie you'll wear all season. Clean lines and a comfortable heel that work with denim, leggings and sweater dresses. 770+ shoppers gave it 4.5 stars.
Journee Baylor Bootie
The classic fall Chelsea boot, under $50. Pull it on with jeans, a chunky knit and a long coat and you're done. An effortless, put-together look every time.
Mia Jody Chelsea Boot
If you want a tall boot you can wear all day, Aerosoles is known for comfort. So elegant over skinny jeans or with a sweater dress.
Aerosoles Micah Boot
My pick for dressing up. This heeled bootie is perfect for dinners, date nights and holiday parties. Pair it with tailored trousers or a slip skirt for a chic, grown-up look.
Marc Fisher Glorena Bootie
I love a riding boot with a cream sweater, denim and a camel coat. It's such a timeless fall look, and this one is rated 4.6 stars.
Anne Klein Lacey Boot
Comfort first, but still cute. A great pick for long days on your feet, errands and travel, and so easy to style with leggings or jeans.
Dr. Scholl's Joplin Boot
A heeled bootie with a cushioned footbed, so you get the polished look without sore feet. Great for the office or holiday events when comfort still matters.
Naturalizer Darry Bootie
Chic and modern without being trendy. This shape looks so good with cropped jeans, trousers and fall dresses, and it'll still feel current next year.
Franco Sarto Luella Bootie
An investment boot that lasts for years, so the cost per wear is great. Wear it with jeans, dresses or leggings for a cool, effortless edge.
Dr. Martens 2976 Chelsea Boot
Cozy Weather Boots
The taller version is so cute with leggings and an oversized sweater on cold days. Warm, soft and easy to slip on when you're running out the door.
Bearpaw Elle Tall Boot
If you're heading somewhere snowy, this is the boot I'd pack. Waterproof with a cozy sherpa lining, and it still looks stylish for holiday travel.
SOREL Out N About IV Chill Sherpa Waterproof Boot
Rugged and polished at the same time. Great for fall hikes, rainy days and weekend errands with jeans. Rated 4.8 stars.
Timberland Linden Woods Waterproof Bootie
A cozy, casual winter boot with a soft lining. The kind of easy pull-on boot you reach for on cold weekends with leggings.
Baretraps Adele Boot
A practical snow boot that doesn't look clunky. Great for snow days and winter trips when you don't want to spend a lot.
Totes Eve Snow Boot
Lightweight warmth and grip for snowy mornings. I like the shorter height because it's easy to wear with leggings or tucked jeans.
Columbia Minx Shorty IV Snow Boot
A rain boot that looks chic with leggings and a trench. Keeps your feet dry on rainy fall days, and it's a classic you'll have for years.
HUNTER Tabitha Rain Boot
All the cozy of the big-name boot at a fraction of the price. Perfect for errands, travel days and school drop-off, and 750 reviewers agree.
Bearpaw Elle Short Boot
Loafers + Sneakers
4,200+ reviews say this is the comfy loafer. I love a penny loafer with trousers or cropped jeans and crew socks. Polished, supportive and so easy.
Vionic Uptown Penny Loafer
A comfortable, classic loafer at a great price. It dresses up jeans and works with work pants, so it's an everyday fall shoe.
Clarks Westlynn Bella Loafer
A timeless loafer that pairs with trousers, straight jeans or a midi skirt. The kind of classic I'd recommend to anyone building a capsule wardrobe.
Franco Sarto Cassandra Penny Loafer
A clean, elevated flat that's easy to slip on for the office, errands and travel. So pretty with ankle pants and a cozy cardigan.
Anne Klein Ezra Loafer
A retro sneaker with nearly 5,800 reviews. Cute with leggings, jeans or a matching sweatsuit, and the neutral colorway goes with everything.
New Balance 327 Sneaker
The sneaker everyone is wearing right now. So good with wide-leg jeans, trousers and even skirts, and it makes a simple outfit feel current.
adidas Samba Sneaker
A clean white sneaker at a great price. If you want something simple for everyday wear with jeans, joggers or a casual dress, this is it.
adidas VL Court 3.0 Sneaker
I love the soft vintage look of this court sneaker with denim and cozy knits. A timeless, neutral shoe you'll wear on repeat.
Reebok Club C 85 Vintage Sneaker
A comfy platform that adds a little height. Easy with jeans, leggings and casual dresses, and it's under $60.
Dr. Scholl's Time Off Platform Sneaker
Cozy Slippers
The slipper everyone asks for at Christmas. Cozy for lounging and sturdy enough for quick trips outside. A gift that always gets a happy reaction.
UGG Classic Slipper
Soft, warm and under $40. A sweet, practical gift for mom, sister or your best friend.
Minnetonka Lynda Trapper Moccasin Slipper
A plush slipper that feels like a hug for your feet, with a sole that can handle a run to the mailbox. An easy cozy gift.
Bearpaw Martis Slipper
For anyone who wants support at home. A minimal wool slipper with that Birkenstock footbed, great for long winter weekends around the house.
Birkenstock Zermatt Wool Slipper
If you're stuck on what to get him, start here. Warm, comfortable and classic, with 1,700+ reviews at 4.8 stars.
Minnetonka Trevor Slipper - Men's
A cozy slipper for him under $60, with a sole sturdy enough for taking out the trash. A great stocking stuffer upgrade.
Koolaburra by UGG Tipton Slipper - Men's
A cozy scuff you can slide on in two seconds, which is exactly what you want on cold mornings. 450+ reviews, a sturdy sole for the porch or mailbox, and a sweet gift for anyone who's always cold.
Bearpaw Loki II Scuff Slipper
For Him
The classic wheat boot he'll wear for years. So good with jeans and flannels, and it holds up to fall and winter weather.
Timberland Premium 6-Inch Waterproof Boot - Men's
A rugged but lightweight everyday boot for him. Great for cold-weather errands, travel and casual weekends.
Dr. Martens Combs Boot - Men's
A polished lace-up boot that works for the office or dinner out. Sharp with chinos and dark jeans.
Florsheim Duke Bicycle Toe Boot
A sharp pull-on boot that instantly elevates jeans and a sweater. I'd pick this for him for holiday dinners and date nights.
Florsheim Chalet Chelsea Boot
The perfect middle ground between sneakers and dress boots. Easy to wear every day with jeans or chinos.
Timberland Westmore Chukka Boot - Men's
A timeless loafer every closet needs, comfortable enough for long workdays and polished enough for dinner.
Rockport Classic Penny Loafer
A clean white sneaker that dresses up or down, from weekend jeans to chinos at the office. Light and comfortable.
Cole Haan Grand Crosscourt Sneaker - Men's
Waterproof and warm for snow days, shoveling and winter trips, with a clean look that still works around town.
Bogs Parker Snow Boot - Men's
For the Kids
A mini version of the classic that's built to last, great for kids who are hard on their shoes. So cute with jeans and leggings.
Dr. Martens 1460 Boot - Kids'
Warm, cozy and easy for little ones to pull on by themselves during the morning rush. Under $50.
Bearpaw Elle Boot - Kids'
The sweetest cozy gift for kids, perfect for cold mornings and holiday pajama photos.
UGG Classic Bootie Slipper - Kids'
Waterproof and warm for snow play, with a closure kids can manage. A smart pick for winter trips.
Kamik Snowangel Snow Boot - Kids'
Matches the grown-up version, so it's perfect for coordinated family photos and rough-and-tumble play.
Timberland Classic 6-Inch Boot - Kids'
A simple, clean everyday sneaker for school that goes with everything. 1,000+ parents gave it 4.9 stars.
adidas VL Court Sneaker - Kids'
The same classic sneaker, sized for little ones. So cute for matching with mom or dad.
adidas Samba Sneaker - Kids'