One bonus for all of you is that when I’m doing shopping for my kids, I spend so much time trying to find the best options that I might as well share them with all of you!
Both Roy and Penelope are getting to the next size shoes which is perfect because we’re transitioning away from sandals and shoes that don’t require socks and getting into boots, sneakers, winter-appropriate style shoes.
I’m kinda picky with my kid shoes because as long as my kids can’t pick out their own stuff, I’m going to pick out things I like! 🙂 I also don’t have time to deal with shoes that are too hard to get on or not going to last and also I’m not going to spend a ton of money on them!
I feel better about spending closer to $50 on Roy’s shoes since Miles should technically be able to wear them but we also have no clue how long either of our kids will be in their current size shoe.
I clearly did not buy ALL of these shoes, but I’m sharing all of the ones I loved in my search for new shoes for Roy. I hope it helps!
Best Toddler Shoes for Boys – Under $50
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1. TOMS Shoes (Lenny)
We’ve had numerous pairs of TOMS for our kids over the years and we’ve loved them all. They last a long time (we have a few pairs that both Roy and Penelope wore that we’re saving for Miles!) and they’re so cute!
Added bonus that they give shoes to a kid in need! I’ve actually seen this first hand when I was in Africa. I love brands that give back!
These come in 2 colors – grey and navy! The velcro makes them easy to get on and off for your toddler!
2. TOMS (Ivan)
Another super cute pair of TOMS! I love that these are a bit on the nicer side and can be worn when Roy’s dressed in things other than his favorite “comfy pants’. 😉
These also come in black.
3. UGG Boots
These super cute Ugg boots are perfect for the cooler months – especially here in MN! There’s a zipper on the side so they’re super easy to get on and off.
They also come in 3 different colors!
Can you go wrong with a pair of Chucks? Answer: no.
These high top sneakers are a great option for school when they need both easy to play in but also a little bit nicer!
5. Chucka Boot
Now these faux leather shoes are sharp looking! I love little kid shoes that look like something my husband would wear. 😉
These have a zipper on the side for easy getting on and off
You can’t go wrong with a pair of fun colored shoes! These green shoes have velcro on the tongue so you’re little one can get them on and off super easy!
7. Brady Boot
Another super cute boot perfect for winter! These also get great reviews and everyone says they’re super comfortable!
Every kid needs a good pair of sneakers for running and playing! Penelope has a pair of Pumas just like these (except glittery!) and they’re amazing. She can get them on and off herself and they hold up really well.
I also really love the retro look of these Pumas!
Keep your little one “on trend” with these white sneakers! Also available in grey and black if you’re not so daring to take on white sneakers with a toddler. 😉
10. Darbie Sneakers
Shoes that are easy to get on and off are my jam…especially with 3 kids 3 and under to get out of the house!
I love these simple shoes that can be worn casual and more dressed up.
11. Adrien Sneaker
I LOVE these! We’re definitely getting these for Roy (probably because I currently obsessed with the grey + black + tan combo!).
He loves sneakers so having a pair that looks really cute to go with his joggers are great for school!
Roy LOVES dinosaurs so I should probably get him these although I think everyday would be a fight if he wasn’t allowed to wear them!
We’ve had a couple pairs of Carters shoes that are super comfortable for Roy and last a long time (they were hand-me-downs!).
Can you go wrong with red sneakers? And Sauconys (my running shoe of choice)?
These are such fun shoes that would bring some cheer to dreary winter days. The velcro top makes them easy to put on and take off!
14. Fischer Sneakers
Another black + grey + tan combo. The top is elastic which should allow for easy put on and take off.
I should note that Roy has a hard time with the elastic type of shoes so I only buy them if he tries them on and can put them on himself. If you only have one kid, though, this may not matter to you!
15. Cayden Boots
Last but not least, these AMAZING boots. These get great reviews, have a zipper on the side and are perfect for winter!
I hope this helps make your shoe shopping a little easier for you little boy and check back on Wednesday for all of my girl shoe picks!