From painful heels to scratchy hats, getting dressed up for the holidays can go from fun to fussy in a flash. Luckily, we can always count on DSW for shoes and accessories that are as comfortable as they are stylish — and this season the selection is especially impressive. Just in time for your next festive gathering, Shop TODAY contributor Chassie Post stopped by Studio 1A to share her favorite finds from the retailer.
We all know that footwear can make or break an outfit, which is why Post prepared options for every kind of occasion. Keeping it casual? Ugg slippers are a classic for a reason, and these slip-ons have a durable sole that can be worn lounging around the house or out and about. Need a pair that can be dressed up or down? Boots are the way to go, and Post has two picks that are both fashionable and functional: for the guys, leather chukka boots with a cushioned footbed, and for the girls, suede ankle boots with a chunky block heel. If you're attending any fancy fêtes, slingback pumps are a must — and these look like a present wrapped up with a big bow on the pointed toe. Don't think we forgot about the accessories either! There are everyday essentials like reversible belts, winter staples like faux-fur mittens and so much more.
If you're looking for even more ways to save this season, now's a great time to join DSW's loyalty program. Members get free shipping on all orders, plus other perks like cash back and early access to promotions. Sign up here, then keep scrolling to shop with VIP status.
DSW holiday finds seen on The 3rd hour of TODAY
Ugg slippers are a staple this time of year. These come in three color options and are incredibly soft and cozy, with a suede upper and faux-fur lining designed to keep you warm all day. Plus, they’re versatile enough to wear both indoors and outdoors! Post says it’s the perfect time to grab a pair for yourself or a loved one.
With over 1.7 million Google searches last month alone, according to Post, Timberlands are another buzzy brand. They’re made of durable leather, have a cushy footbed that keeps them super comfortable and we love the rugged vibe. Plus, they’re incredibly versatile: Wear them with cords or slacks for a holiday party, or pair them with jeans for everyday style.
Post says that Marc Fisher is currently trending on Google, and it's easy to see why! With a chic silhouette for style, tapered square toe for comfort and chunky block heel for stability, these classic ankle boots are perfect for holiday get-togethers, the office, running errands and just about everything in between. They're available in three versatile colors — brown suede, and black or brown leather — which go with virtually any outfit.
Belts are an easy way to elevate any outfit, whether it’s adding polish to pants, cinching a blazer or creating an hourglass shape with a dress — and Post loves this three-pack from Steve Madden. With a simple gold buckle, versatile width, and multiple color options these belts are a no-brainer for the holiday season.
These fabulous, fuzzy earmuffs are perfect for the season. Post mentions that they’re adjustable to fit your head size, and a great accessory to keep you warm in style.
More color options:
- Kelly & Katie Faux Fur Earmuff (Off White), $19.99
- Kelly & Katie Faux Fur Earmuff (Leopard Print), $19.99
Dr. Scholl’s is known for seriously comfortable shoes, and these slip-on sneakers are a must-have addition to your wardrobe. Designed to be worn all day (and all year long), they’re perfect for walking, running errands, work or even dressing up for holiday festivities. These also feature flexible, anti-odor insoles with plenty of cushioning and arch support. Men can be tough to shop for, so Post says they make a practical — and stylish — gift.
Post also found the guys reversible belts for under 20 bucks. This leather option has a tan side and a black side — simply twist over and you’ve got a whole new belt. It’s perfect for casual or dressy looks and makes a practical gift, especially if you’re still figuring out what to get someone!
More color options:
Our editors are loving these festive slingbacks from Jessica Simpson, and Post is obsessed too. Oversized bows are a huge trend in accessories right now, and perfect for turning basic outfits into holiday-ready statements. Pair the heels above with a little black dress, or add a pop of color with the red and leopard print styles.
DSW delivers on cozy accessories too, and Post loves these faux fur mittens. They're plush, soft and even slide up to the wrist to stay secure. Not to mention, they also make excellent gifts — especially when paired as a set with the earmuffs above.
More color options:

More DSW holiday finds
Whether you want to carry it as a clutch or add the chain strap, this beaded flower clutch instantly adds a festive pop to any outfit. It’s perfect for carrying just the essentials on nights out.
With a block heel and cushioned footbed these sandals are an obvious choice. The crisscross straps instantly add a stylish touch to any outfit, making even simple holiday looks feel more complete.
These rib-knit crew socks add cozy warmth and soft comfort to any winter outfit. They're perfect for chilly holiday evenings, whether you’re lounging around at home or heading out in boots.
These tights are a smart winter wardrobe staple — the soft fleece lining keeps your legs warm even on freezing days, so you don’t have to give up skirts or dresses this season just because it’s cold.
Small, sleek and easy to carry, this wristlet is great when you only need the essentials. From the rhinestone-covered fabric to the unique wristlet strap, you’re sure to get lots of compliments.
With a pointed toe and knee-high fit, these sleek boots instantly make any holiday outfit look a little more put-together. Not to mention, the simple design makes them super easy to style.
This beaded zebra bag is a fun way to jazz up any outfit, instantly adding personality and a little sparkle. Its small size makes it easy to carry, while still standing out as a statement piece at parties.
These all‑weather gloves keep your hands warm and dry no matter how chilly or rainy it gets. Their sleek, minimalist design pairs easily with any winter coat for a cozy, pulled‑together look.
With a chunky block heel and buckled-strap detail, these boots are sure to elevate any holiday outfit. They're festive enough for seasonal gatherings while still being practical for winter outings.
These booties easily elevate everything from cozy knits to party-ready looks. With clean lines and a comfortable heel, they offers just the right blend of style and function for any festive occasion.
Meet the expert
Our team features a range of qualified experts and contributors in our broadcast segments to reveal the latest in trends, remarkable sale events and all things shopping across a variety of categories. Products were independently chosen by members of the Shop TODAY team along with Chassie Post.
- Chassie Post is a Shop TODAY contributor, TV host and lifestyle editor. Whether she’s talking fashion and beauty or home and entertaining, Post is known nationwide for covering the latest trends with her keen eye.
How we chose DSW holiday finds
The Shop TODAY editors and writers search the internet to find the best products out there. We interview expert sources, comb through customer reviews and even use our own personal experiences to make shopping easier for our readers. For sponsored content, the Shop TODAY editorial team independently chooses products to recommend that are sold by the brand (in this case, DSW). The brand does not review or approve the content. Learn more about Shop TODAY.
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