Holiday Buying Guide: DSW

Holiday Buying Guide: DSW

Posted on Nov 15 2023 Posted in  Holidays & Seasons, Fashion, Merchant Spotlight
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DSW store front

Get off on the right foot this holiday shopping season by snagging DSW’s trendiest shoes for everyone on your list.

The retailer, which is already offering a 2% bonus to TopCashback members, is posting online-only deals all November and December long. You can stack them for maximum savings! Want more bang for your buck? Use a rewards credit card at checkout!

But first, take a peep at the styles that you need to add to your cart. From Timberland boots to Vince Camuto sneakers to Tempur-Pedic slippers (yes, like the mattress), this buying guide is chock-full of must-have footwear for you and yours.


Boots & Booties

Dr. Martens 2976 Chelsea Boot, Hush Puppies Amelia Chelsea Boot and Dr. Scholl's Lauren Chelsea Boot

We’re obsessed with the faux fur-lined 2976 Chelsea Boot from Dr. Martens ($179.99), and so are a hundred other shoppers, who’ve given it 4.8 stars out of 5. Hush Puppies’ Amelia Chelsea Boot ($99.99) is beautiful inside and out, as customers call it cute and comfy. But don’t count out Dr. Scholl’s Lauren Chelsea Boot ($69.99). This flattering ankle bootie has a foam footbed you’ll be praising daily.

Bearpaw Shortie Bootie, Mia Patton Bootie and Journee Collection Baylor Bootie

Bearpaw’s Shorty Bootie ($59.99) is the one winter staple you’ll be taking out of your closet almost every day. For nights out, the Mia Patton Bootie ($59.99) will make an impression. And Journee Collection’s Baylor Bootie ($64.99) has that kick-butt look you’ll want to team with your favorite dress or skinny jeans.

SOREL Out N About III Duck Boot, HUNTER Original Play Short Rain Boot and Timberland Linden Woods Boot

Practical and adorable, SOREL’s Out N About III Duck Boot ($129.99) will keep feet dry in wet conditions. But so will HUNTER’s Original Play Short Rain Boot ($109.96). And so will Timberland’s Linden Woods Boot ($129.99). Boy, are we glad we’re not making this decision for you.


Converse Chuck Taylor All Star Platform Sneaker and UGG Olive High-Top Sneaker

Love a good high-top with a little lift? Converse’s Chuck Taylor All Star Platform Sneaker ($74.96) delivers because of course it does. But if you don’t like canvas, UGG’s Olive High-Top Sneaker ($119.99) is a great all-leather alternative.

Skechers GOwalk Joy Slip-On Sneaker, Vans Asher Slip-On Sneaker, Vans Ward Lo Sneaker and adidas Grand Court Alpha Sneaker

Skechers’ GOwalk Joy Slip-On Sneaker ($59.99) will be a balm to tired, sore feet. For versatility, Vans’ Asher Slip-On Sneaker ($59.99) will go with anything, and we mean anything. The same can be said for Vans’ Ward Lo Sneaker ($69.99), which boasts thousands of positive reviews. Also popular is the adidas Grand Court Alpha Sneaker ($74.99) for obvious reasons.

New Balance 515 V3 Sneaker and Brooks Ghost 15 Running Shoe

Foot support is guaranteed with the New Balance 515 V3 Sneaker ($74.99). Plus, its design harkens back to the brand’s early days for a fun retro vibe. Brooks Ghost 15 Running Shoe ($139.96), meanwhile, will help you reach your fitness goals in style.

Dress Shoes

Jessica Simpson Sloyan Sandal, Jessica Simpson Souli Slingback Pump, Kelly & Katie Elmonie Pump and Naturalizer Brenta Sandal

Available in gold metallic, bronze, fuchsia, purple and black, Jessica Simpson’s Sloyan Sandal ($49.99) is a stunner no matter what color it is. You’ll also turn heads with the Jessica Simpson Souli Slingback Pump ($59.99), which has a playful leopard print. Kelly & Katie’s Elmonie Pump ($49.99) isn’t flashy like the others, but that’s what makes it appealing. You can always kick it up a notch with the Naturalizer Brenta Sandal ($69.99).

Steve Madden Belinda Flat, Trotters Hope Loafer and Journee Collection Vianna Mule

Steve Madden’s Belinda Flat ($89.99) is a classy match for your business casual attire. Trotters’ Hope Loafer ($99.99) is a smart touch, too. Prefer a kitten heel? The Journee Collection Vianna Mule ($59.99) offers that and more.


UGG Scuffette II Scuff Slipper, Vionic Gemma Scuff Slipper, TOMS Ezra Slipper and MUK LUKS Leigh Bootie Slipper

Super soft and gloriously pink, UGG’s Scuffette II Scuff Slipper ($69.99) will treat the woman of the house to warm, cozy feet. Vionic’s Gemma Scuff Slipper ($69.99) provides arch support for those who need it. And TOMS’ Ezra Slipper ($59.99) is equipped with a memory foam footbed that can’t be beat. For all-around comfort, the MUK LUKS Leigh Bootie Slipper ($39.99) goes the extra mile.



Vance Co. Landon Boot, Crown Vintage Glory Chelsea Boot, Clarks Bushacre 3 Chukka Boot and Timberland Redwood Falls Boot

Up your shoe game with Vance Co. Landon Boot ($64.99). Similarly designed, the Crown Vintage Glory Chelsea Boot ($59.99) is best worn with denim or dark khakis. The Clarks Bushacre 3 Chukka Boot ($89.99) was made with “long days” in mind. Its removable footbed and breathable lining create flexibility that many pairs just don’t have. As for traction, there’s no going wrong with Timberland’s Redwood Falls Boot ($159.99).

Timberland White Ledge Hiking Boot and Kamik Fargo Wide Snow Boot

Bring Timberland’s White Ledge Hiking Boot ($109.99) along on your adventures. Its notable qualities include a moisture-wicking fabric lining and waterproof upper. Report for snow shoveling duty wearing the Kamik Fargo Wide Snow Boot ($99.99). We’d hate for you to freeze your toes off!


Vans Atwood Deluxe Sneaker, adidas VL Court 3.0 Sneaker, Cole Haan Grand Crosscourt Modern Perf Sneaker and Vince Camuto Cowon Court Sneaker

Laidback fashion doesn’t get better than Vans’ Atwood Deluxe Sneaker ($69.99). You’ll appear cool and casual in adidas’ VL Court 3.0 Sneaker ($74.99) as well. For something a tad more formal, give Cole Haan’s Grand Crosscourt Modern Perf Sneaker ($109.99) or Vince Camuto’s Cowon Court Sneaker ($69.99) your attention.

Nike Winflow 10 Running Shoe, ASICS GEL-Venture 9 Running Shoe and PUMA Pacer Future Street Plus Running Shoe

Get an energy boost with just one glance at Nike’s Winflow 10 Running Shoe ($104.96). You’ll enjoy extra cushioning with ASICS’ GEL-Venture 9 Running Shoe ($74.99). And PUMA’s Pacer Future Street Plus Running Shoe ($69.99) achieves the athletic street style you’ve been chasing.

Dress Shoes

Florsheim Sorrento Monk Strap Slip-On, Rockport SL2 Slip-On and Dockers Edson Slip-On

Rule the boardroom or ballroom in Florsheim’s Sorrento Monk Strap Slip-Ons ($109.99). Other top options include Rockport’s SL2 Slip-Ons ($89.99) and Dockers’ Edson Slip-Ons ($59.99); the former is heavily endorsed by 1,500+ shoppers!

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Going out on a hot date? Lace up with Dr. Scholl’s Sync Oxfords ($64.99)—or Madden’s Arrunn Oxfords ($69.99) if you’ve made reservations at a fancier restaurant. Don’t be afraid to expand your fashion horizons with the velvet Mix No. 6 Haigen Loafer ($49.99).


Tempur-Pedic Tatum Slipper, Koolaburra by UGG Tipton Slipper, Minnetonka Trevor Slipper and Birkenstock Zermatt Clog Slipper

The Tempur-Pedic Tatum Slipper ($34.99) will feel like clouds on your feet. Although, we won’t blame you if you’d rather unwind wearing the Koolaburra by UGG Tipton Slipper ($64.99). The Minnetonka Trevor Slipper ($19.99) is lighter on the feet—and wallet. Birkenstock’s Zermatt Clog Slipper ($99.96) has a perfect 5-star rating, due largely to its wool construction. And L.B. Evans’ Aristocrat Slipper ($79.99) is for the “posh” among us.



Dr. Martens 1460 Boot, Kelly & Katie Lil Quinn Sneaker Boot and Bogs Grasp Axel Snow Boot

The best dressed on the playground will be any kid that dons Dr. Martens’ 1460 Boot ($74.99). Your baby girl may steal some votes if she’s sporting Kelly & Katie’s Lil Quinn Sneaker Boot ($34.99). Is sledding with the little ones in the cards this winter? Order Bogs’ Grasp Axel Snow Boot ($64.99) if you haven’t already.


Nike Flex Runner 2 Slip-On Sneaker, Nike Court Borough Low Recraft Sneaker and Skechers Microspec Max Epic Brights Sneaker

Your child will excel at gym class with Nike’s Flex Runner 2 Slip-On Sneaker ($46.96), but they’ll score “cool” points from their peers with Nike’s Court Borough Low Recraft Sneaker ($56.96). For everyday wear, they’ll appreciate the light and airy Microspec Max Epic Brights Sneaker from Skechers ($44.99).

Dress Shoes

Badgley Mischka Evie Pumps, Kelly & Katie Fiona Flats and Mix No. 6 Oscar Oxfords

The Badgley Mischka Evie Pumps ($52.99) will make a fabulous “first pair of heels” for any young girl. She’ll also fall head over heels for Kelly & Katie’s Fiona Flats ($24.99) once she sees their pretty glitter embellishments. Your little prince, meanwhile, will look dashing in the Oscar Oxfords from Mix No. 6 ($34.99).

Which shoes will you be purchasing this holiday season at DSW? Sound off in the comments below. And don’t forget to activate 2% cash back on your order.

Editor's Note: Promos were correct at time of publication.

Related Posts: Holiday Buying Guide: Macy's | Holiday Buying Guide: Walmart | Holiday Buying Guide: Nike | Holiday Buying Guide: Sephora

Photograph of the blog author, Diana Oliveira.

by Diana Oliveira

Diana Oliveira is the senior copywriter at After beginning her copywriting career at a paper company, where she harnessed her creative chops writing about…paper, this self-described “bargain shopper” has felt at home talking about our many stores, deals and money-saving tips the last few years.

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