Looking Darling at Daycare: Adorable and Affordable Preppy Toddler Play Clothes

What to wear when your tots aren’t dolled up in a smocked dress or john john

Pretty smocked dresses, monogrammed bonnets and adorable John Johns are a must for special occasions like weekend play dates with friends (photo op!) and church… but for everyday play, we have a comfortable wardrobe of preppy toddler playclothes that we mix & match so she always looks darling at daycare.

Related: Classic Southern Baby Clothes

Start with the Basics

Primary.com offers high quality basics for kids to mix and match with each other or provide an excellent foundation for a kids’ wardrobe. We love the leggings, dresses, tops and sweaters for our girl which match pretty much anything else in her wardrobe.

Related: my Primary.com Review

Where to Shop: Primary.com for basic solids in cool colors. Get 20% off plus free shipping on your first order at Primary.com with code AFF20PCT

Preppy Toddler clothes

For the Win: Boutique Style Outfits without the Pricetag

 Fiream on Amazon Prime looks like Mini Boden without the high price tag – most of the dresses are only $15.99! The boys clothes have matching appliqué shirts and shorts, lots of stripes and charming designs.

Where to Shop: Fiream on Amazon Prime

Graphic Tees without Sayings

Cute basic graphic tees featuring cool designs like this ostrich in a tophat are popular on high end kids’ retailers like Mini Boden, but Gymboree has an adorable collection at much lower price points.

Where to Shop: Gymboree for fun seasonal pieces at affordable price points (they have excellent sales!!)

Preppiest Outfits

Season after season, Janie and Jack features the preppiest outfits for boys and girls – and I always wish they had a matching mommy line! The clothes are classic, happy and colorful. For boys, the t-shirts are high quality with clean designs (dogs, sailboats, trains) in pretty colors – great casual play clothes that they love to wear – and you can always find them at great prices in the sale section.

Where to shop: Janie and Jack for tasteful t-shirts and preppy outfits

Preppy toddler playclothes

Durable and Adorable Patagonia Jackets

Also known as PataGucci because it’s outdoor gear for fancy people. Patagonia’s cool, outdoorsy kids clothes are durable and adorable, and you may as well get a jacket that you love since they will wear it daily when it’s cold. The little vest my daughter is wearing at the top has been passed down through 3 kids. Also: it’s a 3T and she’s almost 2, so size up!

Where to shop: Kids Patagonia at Nordstrom

Toddler Converse & Keds Match Everything

This is no joke: for boys and girls, Converse and Keds match everything, even fancy smocked dresses. Our little girl wears the pink Converse with velcro daily. Don’t believe me? Check out both of the photos in this post!

Where to Shop: Zappos, of course


Hanna Andersson with 2 s’s

Sweet and stylish, Hanna Andersson is known for amazing pajamas (Elf pajamas for Christmas are my fave!). The snappy kids’ clothes are made of plush cotton in sweet designs – plus they have awesome swimwear (we wear long-sleeve rashguards in the sun.)

Where to Shop: HannaAndersson.com for swimwear, pretty playclothes and the best pajamas. New customers save 10% off their total order at Hanna Andersson. Enter Code LETSPLAY at checkout. Some exclusions apply. Expires 3/5/17.

Mini Boden

Slightly retro with charming patterns, Mini Boden’s cool kid collection of preppy toddler clothes is always hard to resist. They offer a lot of mix and match pieces so you can buy two tops that match one bottom – but you can also buy the tops and dresses and pair with the simple solids from Primary.com.

Where to Shop: Mini Boden on Nordstrom

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