I’m 34 and My Mom Is 52 And We Both Swear By These Shoes

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Photo Credit:@autumlovedaily

There aren’t many style topics my mom and I fully agree on. I love neutrals, she loves color. I rotate sneakers weekly, she believes two pairs of shoes are more than enough. But every December, we somehow end up having the same conversation:

which shoes actually go with everything.

Between travel, school drop-offs, working from home, long days on our feet, and unpredictable winter weather, we’ve tested a lot of pairs and surprisingly, we’ve landed on the same handful as our go-to’s for 2026.

These are the lightweight travel shoes I pack for every trip, the minimalist everyday sneakers my mom swears by for teaching, and the cozy slippers we both treat like an essential winter uniform. And the best part? They all pair with leggings, wide-leg pants, dresses, jeans, and the rest of your cold-weather wardrobe.

Just a quick heads up if you order by December 17 you can get them by December 23.

Allbirds is running an End of Season Sale (Dec 26–Jan 4) with up to 70% off final sale styles.

Carrie Bradshaw loves shoes — and honestly, so do we. Explore our latest shoe guides:

I’ve Been a Personal Stylist for 10 Years-Here’s What Shoes to Wear With Every Type of Jeans

What Shoes to Wear With Grey Pants: The Colors That Always Work

The Cozy Indoor–Outdoor Slipper We Both Live In

All Birds

Allbirds Slipper

Was $75 Now:$52

Best for: work-from-home days, errands, gifting, cozy winter outfits

You know those shoes you think you’ll only wear inside… and then suddenly you’re wearing them to run errands?

That’s this pair.

• You can wear them with a matching set at home when you’re working, cleaning, or trying to stay warm without blasting the heat.

• My mom wears hers with jeans, a zip-up crewneck, and a coat. On her, they somehow look sleek and intentional, not “slipper-ish.”

They’re plush without being sweaty, structured enough for a quick Grocery run, and soft enough that you’ll forget you’re wearing them.

If you want a giftable pair under $100, start here.

The Lightweight Travel Sneaker That Works for Every Outfit

All Birds

Women's Wool Cruiser

Was:$100 Now:$70

Best for: airport outfits, all-day comfort, capsule wardrobe shoes

These are the shoes my mom and I agreed on immediately — which never happens.

Why we love them:

• Lightweight: perfect for airport days

• Breathable knit: doesn’t squeeze your foot

• Versatile: pairs with dresses, trousers, leggings, jeans

• Comfort-friendly: perfect if you teach you will be able to walk all day in these

• Seasonless: they transition from summer to winter seamlessly

If you want one pair that simplifies your wardrobe and goes with everything you already own, this is the one.

The Breathable Everyday Sneaker for Women Who Walk Everywhere

All Birds

Women's Tree Dasher 2

Was:$135 Now:$94

Best for: errands, school drop-off, active days, athleisure

This is the “I need something sporty, but still cute” shoe.

It’s a breathable, machine-washable sneaker that looks polished enough to wear with leggings, long coats, or even a casual denim outfit. It’s supportive without feeling bulky, which makes it ideal for long days on your feet.

If you want a sneaker that looks elevated but still works for an actual lifestyle, not just photos this is the pick.

The Effortless Athleisure Pair With the Best Color Options

All Birds

Women's Tree Glider

Was:$135 Now:$94

Best for: athleisure outfits, casual workdays, everyday walking shoes

These look and feel different than the typical “white sneaker.”

The dual-tone knit makes them feel modern, they’re incredibly soft, and you can wash them which is key if you’re the type who always gets shoes dirty.

They look great with:

• leggings + long coat

• straight-leg jeans + sweater

• matching athleisure sets

• casual trousers + blazer

If your style leans relaxed but polished, this is your everyday pair.

The Travel Shoe You Won’t Regret Packing

Allbirds

Women's Tree Runner Go - Utility

Was: $$130 Now:$91

Best for: travel days, work outfits with a blazer, walk-heavy weekends

These are the pair you pack when you need one shoe to go with multiple outfits.

Visually, they appear similar to the Gliders shown abouve, but the silhouette is slightly different a bit more structured, a bit more supportive, and still very lightweight. They look great with wide-leg trousers and a blazer, which gives them a small advantage if you want a “work casual” sneaker.

If you want a pair that balances comfort and polish, this one sits right in the middle.

The Minimalist Slip-On That Dresses Up Easily

Allbirds

Women's Wool Cruiser Slip On Fluff

Was:$105 Now:$63

Best for: office outfits, jeans, smart casual looks

If you want a loafer alternative that’s soft, clean, and comfortable, this is the one to grab.

These are great for days when you want something sleeker than a sneaker but more comfortable than a traditional flat.

Wear them with:

• jeans + white tee + trench

• ankle trousers + sweater

• midi skirts + long coats

• casual office outfits

  They’re understated, warm, and practical for winter dressing.

Carrie Bradshaw loves shoes — and honestly, so do we. Explore our latest shoe guides:

I’ve Been a Personal Stylist for 10 Years-Here’s What Shoes to Wear With Every Type of Jeans

What Shoes to Wear With Grey Pants: The Colors That Always Work