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Fall boots have a way of changing an outfit almost instantly. A simple sweater and jeans suddenly feel intentional with the right knee high pair, while a bold ankle boot can give dresses and skirts an entirely different personality for cooler weather. If you’re searching for the best fall boots to refresh your closet this season, DSW has plenty of statement worthy styles that can take you from the first hint of fall through the colder months ahead.
This is also a particularly good time to shop if a new pair has been sitting on your fall wish list. From August 27 through August 30, you can enjoy a BOGO 50% off your shoe purchase at DSW — no code needed! That gives you a limited window to save while shopping for the best fall boots, whether your style leans toward sleek tall silhouettes, chunky soles, classic neutrals, western inspired details, or something a little more unexpected.
A great pair doesn’t have to sit in your closet waiting for one specific outfit, either. The styles worth buying are the ones you’ll want to reach for with denim on casual days, dresses when you’re going out, and layers once temperatures really start dropping. Ahead, we’re sharing some of the best fall boots at DSW for making a statement this season, plus plenty of inspiration for finding a pair that feels like you.
What Boots Are Trending for Fall?
This fall, boots are leaning toward strong silhouettes, rich seasonal colors, and details that can make even a simple outfit feel more intentional. Tall boots are having a major moment, especially styles with sleek shafts or a relaxed, slouchy shape, while ankle boots remain an easy choice for everything from denim to dresses. Square toes and pointed toes both bring a more distinctive finish, and block heels offer height without requiring you to commit to a delicate stiletto.
Color is another easy way to make your footwear feel fresh for the season. Deep brown and warm cognac shades work beautifully with classic fall neutrals, while burgundy adds a richer pop of color that can still pair surprisingly easily with pieces already in your closet. Many of the best fall boots at DSW tap into these trends, giving you plenty of options whether you want an everyday ankle boot or a statement making tall pair that becomes the focus of your outfit.
Best Fall Boots to Make a Statement This Season
The best fall boots can do much more than keep your feet covered once temperatures drop. The right pair can become the focal point of an outfit, whether you gravitate toward tall boots with dramatic silhouettes, polished ankle boots, rich seasonal colors, or classic shapes you’ll wear year after year. These DSW picks offer a mix of statement making details and practical styling potential for fall.
1. Anne Klein Lacey Boot
The Anne Klein Lacey Boot is the kind of tall boot that can make jeans and a sweater look instantly more polished. The below the knee silhouette has a square toe and 2.5 inch block heel, while an inside zipper makes getting them on and off easier. DSW also lists standard and wide calf options, making this one of the best fall boots to consider if calf sizing tends to be an important part of your search. Style it with a midi sweater dress for an easy fall outfit, or let the dark brown color warm up denim, cream knits, camel coats, and other autumn neutrals.
2. Naturalizer Deesha Bootie
The Naturalizer Deesha Bootie brings a more refined feel to the roundup. This leather ankle boot features a snipped pointed toe, 2.25 inch kitten heel, inside zipper, and Naturalizer’s Contour+ Comfort foam footbed. It’s also currently offered in both medium and wide widths at DSW. This is one of the best fall boots for readers who want something that can move easily between workwear and weekend plans. Pair it with tailored trousers for the office, then bring it back out with straight leg denim or a long skirt when you want something less formal.
3. Steve Madden Willa Bootie
Burgundy is practically made for fall, and the Steve Madden Willa Bootie gives you a way to wear the color without completely rebuilding your wardrobe around it. The bootie has a snipped square toe and 2.5 inch covered block heel, creating a sharper silhouette than a basic everyday ankle boot.
Use the burgundy shade almost like a neutral. It can look especially striking with dark denim, chocolate brown, charcoal, cream, navy, and other colors already associated with fall wardrobes. This is a great pick when you want your shoes to be noticeable without overpowering everything else you’re wearing.
4. Bella Vita Hudson Bootie
The Bella Vita Hudson Bootie is a strong choice for anyone who wants a classic ankle boot with enough structure to make an outfit feel finished. The cognac style features a square toe, 2.5 inch block heel, lightly padded footbed, inside zipper, and rubber sole. DSW currently lists the Hudson in medium, wide, and extra wide widths, with a narrow option also shown on the product page. The cognac color makes this an especially easy boot to work into an existing fall wardrobe. Wear it under straight leg jeans, pair it with trousers, or use the warm brown shade to ground a floral dress as you transition summer pieces into cooler weather.
Related: The Best Back to School Shoes for Women for Every Busy Mom
5. Guess Geima Boot
For a boot that truly makes itself part of the outfit, look at the Guess Geima Boot. Its slouchy tall shaft gives it a relaxed silhouette, while the pointed toe and 3.25 inch covered block heel bring plenty of drama. The pull on design has an approximately 15 inch shaft and comes in dark brown as well as black.
This is easily one of the best fall boots in the group for creating a statement look. Let the slouchy shape show underneath a midi skirt or dress, or pair it with denim and a simple top when you want the boots to do most of the styling work.
Make a Statement This Season With These Stunning Fall Boots from DSW
Don’t wait too long to grab the pair that’s caught your eye. DSW’s BOGO 50% off shoe purchases runs only from August 27 through August 30, making this a great opportunity to get your fall shoe shopping done before the season is fully underway. With the best fall boots already waiting in your closet, getting dressed on those first cool mornings becomes a lot more fun.
Think about the clothes you already wear when you’re narrowing down your favorites. A statement boot can still be surprisingly versatile when the shape, heel, or color works with several pieces you own, giving you more opportunities to wear it throughout the season. The best fall boots should earn their place in your wardrobe while still bringing enough personality to make even your simplest outfits feel fresh.
Fall style doesn’t need an entire closet overhaul to feel new. Sometimes one fantastic pair of boots is enough to make you excited about pulling out the sweaters, denim, dresses, and jackets you’ve been waiting months to wear again. Shop the best fall boots at DSW during the August 27 through August 30 BOGO 50% shoes promotion, and step into the season with a pair you’ll want to wear everywhere.
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