Cute Thanksgiving Outfits for Toddler Boys

Cute Thanksgiving Outfits for Toddler Boys featured by top US life and style blog, Baby Castan on Board.

It’s hard to imagine that Thanksgiving is next week!

Where did the time go? I realized I am super behind in finding outfits for the little guys to wear so I thought I would round up the cutest Thanksgiving outfits for toddler boys that you can still get on time for the big day next week 😉

Disclosure: This cute Thanksgiving outfits for toddler boys post includes affiliate links. This means if you make a purchase I may make a small commission at no additional cost to you.

Cute Thanksgiving Outfits for Toddler Boys

Cardigan and Shirt

I love this cardigan and shirt set from H&M. It can be hard to find cardigans for little boys, but I think they look adorable!

3-Piece Shirt and Suspender Set

Is there anything cuter than a little boy in suspenders? This three-piece set from Cat and Jack at Target is perfect for Thanksgiving dinner with family. Plus, the color works for Christmas too, so you can use them for pictures with Santa.

Burt’s Bees Gingham Button Up

This Burt’s Bees brown gingham top is perfect for Thanksgiving. It can easily be dressed up or down which makes it perfect for both casual gatherings or more formal ones. This is another shirt that can be used all winter.

Burt’s Bees Multi-Stripe V-Neck

If your Thanksgiving is more casual, this t-shirt screams Thanksgiving to me. I love the fall colored stripes.

Gobble til You Wobble

Here is another cute Thanksgiving tee from one of my favorite small shops.  I love the expression Gobble to You Wobble, and it’s definitely an accurate description of my toddler on Thanksgiving!

V-Neck Sweater

Aiden has a bunch of these Gap V-Neck Sweaters. They are super versatile. You can throw one over a button-up (like the Gingham button up listed above) for a cute holiday look.


I am dying over these adorable slim cords I found at Gap. I like that corduroy seems a bit more durable for rough and tumble toddlers. The green color is perfect not only for Thanksgiving but for Christmas too! These would look great with the brown gingham top and v-neck sweater listed above or even the t-shirt to dress them up a bit.

Herringbone Joggers

It can be hard to find dressier pants that are still comfortable for toddlers. I spotted these herringbone joggers at Gap and they seem like they would be perfect for on-the-go toddlers. These would really go with any of the tops I mentioned above.

The great part about many of these options is they come in smaller sizes too (in case you have a baby like we do).

Do you go all out with a formal Thanksgiving or is your Thanksgiving more causal? I would love to hear in the comments.

Don’t forget to check out our daily adventures on Instagram and Facebook. You can also join my mailing list to receive periodic updates and bonus content.

Hi, I’m Melissa! I am a mama to an energetic preschooler and newborn, a wife to my amazing husband Dan, and I work full-time as a meeting planner. I started this blog because, after having my first little guy, I quickly learned that exhaustion and baby brain causes you to forget some of the amazing (sometimes horrible and sometimes wonderful) details related to the first several months of raising a baby. Realizing that we would probably have more kids in the future, I wanted to document everything, so we would remember what worked the first time around, and hopefully help other first time mamas along the way!

Find me on: Twitter | Facebook