Updated January 2017

Pull out your tissues — your toddler’s first steps pack a wallop. Another huge milestone that pulls on your heartstrings until you realize Hey, he looks just like a drunken sailor.

Or, in my case, Uncle Ed.

Thus, it’s our duty to make sure that we find the smartest (and cutest) shoes to safely anchor our precious new walkers.

Girl with pedipeds

Photo Courtesy of Pediped

The best part about having two kids is a second chance not to screw it up again. I can no longer hide in shame from all the mistakes that I made buying shoes for my first kid. Here’s a few things that I’ve learned along the way:

Size does matter. Before you lunge online to order your toddler’s first shoes — start with knowing the right size. Take a trip to an actual kids’ shoe store and have your toddler’s tootsies measured by a trained specialist (or someone masquerading as one). Make sure to look out for devious curled toes that can throw off a measurement and remember to try on shoes with socks (an obvious mistake that I made).

Make sure you also pay attention to the W I D T H of your child’s feet, as many little ones tend to have fat little cherub feet. Shoes that run wide are denoted below.

baby in shoe store

What’s a good fit? Check that the big toe has enough wiggle room (about a half-inch from the tip of the shoe) and that there’s no pinching on the heel or sides.

Remember: If your kid starts screaming, it may not be the shoe. It may just be nap time! So, congratulate yourself on surviving the crowded (non-virtual) department store with a toddler and head out. Why yes, you deserve that glass of wine waiting for you at home.

One size fits today. As tempting as it may be, don’t buy bigger shoes for the months ahead. Shoes that are too big are hard to walk in and can cause falling and tripping (i.e., drunken sailors on the loose). According to Ross Taubman, DPM, a podiatrist in Clarksville, Maryland, “It’s really important to find shoes that fit properly when she’s learning to walk–otherwise, she could stumble more and take longer to develop the skill.”

Toddler feet can also vary up to half a size, so opt for the larger foot’s size. Kids’ feet grow like weeds, so measure again in a few months. One of my favorite shoe companies, See Kai Run (Smaller) also lists toddler shoe sizes by inches. Handy to know because age and size can be a crap shoot.



If you like shopping for shoes online, invest in an at-home shoe sizer, like the Squatchi. For $19, the Squatchi will prevent you from having to schlep your kids to the mall, but keep in mind that many brands don’t run true to size. Once you find a brand you love, you’ll get to know its nuances over time.

Bend it Like Beckham 

Shoes for toddlers should bend easily in your hand. Be wary of plastic (or those cute, cheap sneakers from Target).

Stiff is bad. The American Academy of Pediatrics recommends that toddlers wear lightweight and flexible shoes that allow their feet to move naturally. The best walking shoes for babies are made of leather or mesh material that enable feet to breathe and have rubber soles for traction.

New vs. Used

Sometimes you can find high quality, “gently-used” kids’ shoes at consignment stores and such, but generally speaking, shoes for young kids take quite a beating and tend to be “single-user” items.

I’ve noticed over the years that cheaper shoes, like those from Target and Payless, have very short life spans and generally land in the trash can once they fall apart, while the higher quality shoes last much longer and may be able to be handed down to a second kiddo if s/he hasn’t already used them to death.

Point being: You get what you pay for.

kids shoes

Hold off on the cowboy boots

And the same goes for the leopard-skin pointy or hipster motorcycle boots. Your shoe fetish must stay in your own closet (for now anyway). Toddler shoes are there to support and stabilize new walkers. Barefoot is best, but when outdoors — think function over fashion. Or, give them both. Mmm… that’s a no-brainer.

Top Infant Walking Shoes

Here are our favorite “first-walker” shoes, in no particular order. All of these shoes have a sturdy sole, so they can be worn outside.

Note that Robeez and other soft-soled shoes are cute and wonderful for indoor use, but won’t hold up in the elements.

1. See Kai Run

“Smaller” is their 0-24 month shoe line. Runs wide. 

After a Seattle mom couldn’t find the best first shoe for her son, Kai, she decided to design stylish, well-made kids shoes that support healthy feet. Hip, adorable, and kudos for colors outside of the primary spectrum of Crayola. Sometimes I wish they came in my size.

Alice see kais

Alice’s first pair of shoes – See Kai Run

Find See Kai Runs on sale at 6PM.com.

Or see the complete collection at SeeKaiRun.com.

2. Pediped

Pediped was founded by a mom in 2005 who set out to make a shoe that was the “next best thing to bare feet.” Pediped now has over 120 styles of fabulous shoes, including super warm winter booties. Pediped is another mom-favorite.

Boy wearing pediped walking (255x400)


Find Pedipeds on sale at 6PM.com.

Or see the complete collection at Pediped.com.

3. Stride Rite

Probably the shoes you grew up in, Stride Rite has been making quality children’s shoes since 1919 and their legacy continues. Earthy, cool, and sturdy; these are the best boys’ shoes out there. These shoes also last forever.

Boy with stride rite

Stride Rite

Find Stride Rites on sale at 6PM.com.

Or see the complete collection at StrideRite.com.

4. Tsukihoshi

Although Tsukihoshi began crafting children’s shoes long before (in 1873!), this Japanese company has been working with orthopedic professionals since 1985 to create shoes that offer the utmost protection and comfort for little feet. Tsukihoshi shoes are lightweight, machine washable, and anti-bacterial, and they come in great designs.

Tsukihoshi Natsu baby shoe (400x400)


Find Tsukihoshis on sale at 6PM.com.

Or see the complete collection here.

5. Livie & Luca

Next are my absolute favorite little shoes: Livie & Luca. These shoes run really wide, which is why you’ll find them in my kids’ closets.

Livie & Luca shoes are handmade, delightfully simple, and extremely durable.

Livie & Luca

Livie & Luca

Check them out at Zappos or see what’s on sale at 6PM.com.

6. Carter’s Every Step

Your baby probably has a few pieces of Carter’s clothing, but did you know they also make shoes? In fact, Carter’s Every Step shoes are well liked and easy on the pocket book.

Every Step™ is a new line of footwear from Carter’s designed for young children (6-18 months). They come in three stages of development: Stage 1 (crawl), Stage 2 (stand) and Stage 3 (walk). And each shoe has self-adjusting elastic and is easy to get on/off.

Carters Every Step

Carter’s Every Step

Find Carter’s Every Step on sale at 6PM.com.

Or see the complete collection at Carters.com.

7. Ikiki Shoes

Ikiki shoes are recommended by physical therapists and pediatricians because they reinforce good walking habits as they squeak when walking heel to toe. And each sole has a different color, making it easy for your kiddo to put the right shoe on the right foot.

P.s. mom and dad, the squeaker can be turned off 😉


Ikiki Shoes

Find Ikiki shoes on sale at Amazon.

Or see the complete collection at ikiki.co

Good luck on your shoe hunt!

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