Roundups Logo
Sign In
Cover image

Step Up Your Style: 3 Must-Have Footwear Picks for Winter 2025

J

Julius

Published: November 28, 2025

When winter rolls around, your footwear needs to do more than just keep you warm. Your shoes should combine style, comfort, and durability to keep you confident on your feet through chilly days and unpredictable weather.

Choosing the right pair can transform your daily routine, making every step feel supported and every outfit look polished. This guide helps you find that perfect balance so you can stay cozy, comfortable, and stylish all winter long.

Top Picks

Category

Product

Price

Score

🏆 Most Sustainable

Dr. Scholl's Time Off

$61.63

85/100

đź’° Best Value Women's Sneaker

Dr. Scholl's Time Off 9

$61.63

84/100

🎯 Top Men's Performance

Under Armour Charged Surge

$45.50

90/100

How We Picked These Winter Footwear Favorites

We focused on key features that matter most to you during the winter season: comfort for all-day wear, durability to handle wet or cold conditions, stylish designs that suit various outfits, and value for money. Sustainability and eco-friendly materials also played an important role, especially for those wanting to make greener choices.

We verified each pick through strong user feedback and expert assessments to ensure these shoes stand out for their unique benefits.

Dr. Scholl's Shoes Women's Madison Sneaker

Retro-inspired platform women's sneakers with eco-friendly materials and extra cushioning for comfort and style.

$61.63

Buy Now

If you’re looking for a sneaker that’s as stylish as it is comfy, the Dr. Scholl's Shoes Women's Madison Sneaker is a solid pick.

It’s got this cool retro vibe with a platform sole that gives you a bit of extra height without compromising comfort. Because it's made from recycled materials, wearing these feels like a small win for the planet.

Whether you're running errands, heading to work, or just out for a stroll, these sneakers move with you, providing support and a cushioned feel that lasts all day. Plus, the easy-clean sides make keeping them fresh a breeze, so you don't have to stress about scuff marks after a wintery day out.

What People Say

Most people rave about how comfortable these sneakers are right from the start. The cushy insoles and good arch support make them ideal for long days on your feet. Customers also appreciate the sustainable materials and how easy they are to clean.

Some mention the toe box feels a bit snug if you have wider feet, but overall, they fit true to size and look great with everything from jeans to dresses.

Pros

Cons

âś… Comfy cushioned insoles that feel like memory foam

❌ Toe box can be narrow for wider feet

âś… Eco-friendly materials made from recycled plastic

❌ Might need some breaking in around the heel

âś… Lightweight and flexible for easy movement

✅ Stylish retro platform look that’s on-trend

âś… Easy to clean and maintain

How They Fit Into Your Day

Situation

How It Helps

Long city walks or sightseeing

The cushioned insoles and flexible soles keep your feet happy even after hours of walking, making them a great travel companion.

Casual office days

Their clean design and subtle platform add a bit of style to your work look without sacrificing comfort.

Running errands or everyday wear

Lightweight and easy to slip on, these sneakers make quick trips or daily tasks feel less tiring on your feet.

Comfort & Care Features

Benefit

Description

Anatomical cushioning

Supports your arches and helps reduce foot fatigue throughout the day.

Anti-microbial insoles

Keeps your feet fresh and odor-free even after long periods of wear.

Extra grip outsole

Provides stable footing on different surfaces, especially helpful on slippery winter streets.

Comfy All Day

These sneakers feel soft around your ankles and offer a memory-foam-like insole that cushions every step. You’ll notice less noise from footsteps too, which is a subtle bonus when you want a quieter stride.

Trustworthy Brand

Dr. Scholl's Shoes is known for combining style with health-conscious design, and they don’t disappoint here. Their use of sustainable materials and thoughtful comfort technology shows they care about your feet and the planet.

Why You'll Love Them

  • Eco-conscious build with recycled fabrics and materials
  • Extra cushioning with algae-infused BLOOM® foam insoles
  • Lightweight and flexible, perfect for all-day wear
  • Platform design adds stylish lift without discomfort
  • Pre-treated sole sides keep your shoes looking cleaner longer

Current Price: $61.63

Rating: 4.2 (total: 7774+)

Buy Now

Dr. Scholl's Shoes Women's Madison Sneaker

Retro-inspired platform women's sneakers with eco-friendly materials and extra cushioning for comfort and style.

$61.63

Buy Now

If you’re looking for a sneaker that’s as stylish as it is comfy, the Dr. Scholl's Shoes Women's Madison Sneaker is a solid pick. It’s got this cool retro vibe with a platform sole that gives you a bit of extra height without compromising comfort.

Because it's made from recycled materials, wearing these feels like a small win for the planet. Whether you're running errands, heading to work, or just out for a stroll, these sneakers move with you, providing support and a cushioned feel that lasts all day. Plus, the easy-clean sides make keeping them fresh a breeze, so you don't have to stress about scuff marks after a wintery day out.

What People Say

Most people are happy with how comfy these sneakers feel right away, especially noting the cushioned insoles and supportive fit. They often mention the sustainable materials and how easy the shoes are to wipe clean.

A few note the toe box runs a bit narrow for wider feet, but generally, folks find they fit true to size and are versatile enough to wear with everything from casual jeans to dresses.

Pros

Cons

âś… Comfy cushioned insoles that feel like memory foam

❌ Toe box can be narrow for wider feet

âś… Eco-friendly materials made from recycled plastic

❌ Might need some breaking in around the heel

âś… Lightweight and flexible for easy movement

✅ Stylish retro platform look that’s on-trend

âś… Easy to clean and maintain

How They Fit Into Your Day

Situation

How It Helps

Long city walks or sightseeing

The cushioned insoles and flexible soles keep your feet comfy even after hours of exploring, making them perfect travel shoes.

Casual office days

Their clean, subtle platform style adds a bit of polish to your work outfit without feeling stiff or uncomfortable.

Running errands or everyday wear

Lightweight and easy to put on, these sneakers make your daily outings feel less tiring, keeping your feet supported all day.

Comfort & Care Features

Benefit

Description

Anatomical cushioning

Supports your arches and helps reduce foot fatigue so your feet stay happy.

Anti-microbial insoles

Keeps odors at bay, even if you’re on your feet all day.

Extra grip outsole

Offers stable footing on slick or uneven surfaces, ideal for winter days.

Comfy All Day

These sneakers are soft and gentle around the ankles, plus the memory-foam-like insoles add a cushy step that lasts. You’ll also appreciate how quiet they are as you walk, a nice little touch when you want to stay low-key.

Trustworthy Brand

Dr. Scholl's Shoes has a solid reputation for blending style with thoughtful foot care.

Their focus on sustainable materials and comfort tech means you’re getting sneakers that care as much about your feet as you do.

Why You'll Love Them

  • Eco-conscious build with recycled fabrics and materials
  • Extra cushioning with algae-infused BLOOM® foam insoles
  • Lightweight and flexible, perfect for all-day wear
  • Platform design adds stylish lift without discomfort
  • Pre-treated sole sides keep your shoes looking cleaner longer

Current Price: $61.63

Rating: 4.2 (total: 7774+)

Buy Now

Dr. Scholl's Shoes Women's Madison Sneaker

Retro-inspired platform women's sneakers with eco-friendly materials and extra cushioning for comfort and style.

$61.63

Buy Now

If you’re after a sneaker that blends cool retro style with real comfort, the Dr. Scholl's Shoes Women's Madison Sneaker has you covered.

These come with a raised platform sole that adds a little boost without feeling bulky. The eco-friendly materials make it an easy choice for anyone who likes to wear their values, while the cushioned footbed keeps your feet cozy whether you're running errands or catching up with friends. They're surprisingly light and flexible, so you won’t feel weighed down during your daily adventures.

What People Say

You’ll find most folks really appreciate the immediate comfort these offer, especially the soft, supportive insoles. The eco-conscious materials get a thumbs-up too, and many love how easy they are to keep looking fresh after a day out.

Some mention the toe area feels a bit narrow if you’ve got wider feet, but generally, they fit true to size and work well with lots of different outfits.

Pros

Cons

âś… Soft, cushioned insoles that feel like memory foam

❌ Toe box may be tight for wider feet

âś… Eco-friendly construction using recycled materials

❌ May require a little break-in around the heel

âś… Lightweight and easy to move in

âś… Fashionable retro platform look

âś… Easy to clean and maintain

How They Fit Into Your Day

Situation

How It Helps

Long walks or exploring the city

Thanks to cushioned insoles and flexible soles, your feet stay comfy no matter how far you wander.

Casual office or hybrid workdays

The sleek platform vibe adds just the right amount of polish without sacrifice in comfort.

Running errands or weekend hangouts

Lightweight and supportive, they keep your feet feeling good during those on-the-go moments.

Comfort & Care Features

Benefit

Description

Arch Support

Provides good support to ease foot fatigue during extended wear.

Anti-microbial Insoles

Keeps odors in check so your feet feel fresh throughout the day.

Non-slip Outsole

Offers dependable grip on slick surfaces, essential for winter outings.

Comfy All Day

Expect a soft, cozy feel around your feet with memory-foam-like insoles that mold to your steps. The design is gentle on your ankles, and the shoes move quietly as you walk, so you can stay comfy and low-key.

Trustworthy Brand

Dr. Scholl's Shoes is known for combining style with smart footcare.

Their commitment to eco-friendly materials and thoughtful comfort tech means you’re choosing sneakers that care about your feet and the planet.

Why You'll Love Them

  • Made with recycled eco-friendly fabrics
  • Soft algae-infused foam insoles for extra cushioning
  • Lightweight and flexible for all-day wear
  • Platform design adds a trendy lift without discomfort
  • Pre-treated sole sides to resist scuffs and dirt

Current Price: $61.63

Rating: 4.2 (total: 7774+)

Buy Now

FAQ

Are Dr. Scholl's Shoes Women's Madison Sneakers suitable for winter weather?

Yes, Dr. Scholl's Shoes Women's Madison Sneaker is designed with features that make it a great choice for winter 2025.

The sneakers have an ultra-flexible outsole with extra grip and cushioning, helping you stay sure-footed on slippery surfaces. They are also treated with an Easy Clean Repellant, making it easier to wipe off mud or rain spots. While they aren't heavy-duty winter boots, they offer comfort and style for everyday winter wear, especially if you layer with warm socks.

How do I know if these sneakers will fit comfortably, especially if I have wide or sensitive feet?

You’ll want to consider that the Dr. Scholl's Madison Sneaker tends to have a slightly narrow toe box, which means if you have wide feet, it might feel a bit snug at first.

Many users with average to slightly wide feet have found them comfortable right out of the box, but if you have very wide feet, sizing up or trying them on in-store can help. The padded heel and cushioned insole provide excellent support and comfort, especially if you have sensitive feet, but adding custom inserts can further help if needed.

Remember, the sneakers offer good arch support and the cushioning feels like memory foam, which keeps your feet happy on long walks.

What are the best tips to maintain and clean my Dr. Scholl's Madison Sneakers during winter?

To keep your sneakers looking fresh through winter, make use of the built-in Easy Clean Repellant on the sidewalls which helps repel dirt and stains. For mud or wet spots, simply wipe them down with a damp cloth as soon as possible to prevent stains.

Avoid soaking the shoes since they are made with synthetic and faux leather materials that dry quickly but can be damaged by excess moisture. If you plan to wear them in particularly wet or snowy conditions, consider waterproofing sprays to add protection.

Lastly, let them air dry naturally after exposure to moisture and avoid placing them near heaters to preserve the materials and structure.

Wrapping Up

To make winter footwear decisions easier for you, we've highlighted three exceptional options with different strengths. Dr.

Scholl's Time Off sneakers impress with their sustainable materials and reliable comfort, making them a smart choice if you prioritize eco-friendliness. If you want a great value women's sneaker that combines style and support, another version of Dr.

Scholl's Time Off steps in with all the essentials at an accessible price. For men seeking performance-driven sneakers that deliver durability and comfort for active days, Under Armour's Charged Surge is a dependable pick. Each of these shoes is crafted to keep you moving comfortably and confidently through winter, so you can focus on conquering your day with style.

Dr. Scholl's Women's Time Off 8 White Smooth Dr. Scholl's Women's Time Off 9 White Smooth Under Armour Men's Charged Surge 4 Sneaker 10.5 (001) Black/Black/Black
Product Image
Product Image
Product Image
Rating 4.2/5 (N reviews) 4.2/5 (N reviews) 4.6/5 (N reviews)
Price $61.63 $61.63 $45.50
Materials
  • Faux leather
  • Canvas
  • Fabric
  • Microfiber (partially recycled plastic)
  • Faux leather
  • Canvas
  • Fabric
  • Microfiber (partially recycled plastic)
  • Mesh
  • Synthetic overlays
  • Cotton
Weight 1.8 Pounds 1.8 Pounds 2.4 Pounds
Dimensions 12.01 x 10.16 x 4.8 inches 12.01 x 10.16 x 4.8 inches 12 x 6 x 5 inches
Buy Now Buy Now Buy Now
This Roundup is reader-supported. When you click through links we may earn a referral commission on qualifying purchases.