Skip to content

MAKE EVERY MOMENT A MILESTONE! Enjoy free US shipping on orders over $150

Search

Account Log in Cart

Menu

New
Thanksgiving

Christmas

Pumpkin Patch
Girls
Pumpkin Patch

Christmas
Boys
Pumpkin Patch

Christmas
Baby
Classic Knits

Monogram Bloomers
Christmas
Collections
Christmas

Thanksgiving
Sale

Home
Fall Playwear

Fall Playwear

(498 products)

Sort by

Featured
Most relevant
Best selling
Alphabetically, A-Z
Alphabetically, Z-A
Price, low to high
Price, high to low
Date, old to new
Date, new to old

Sale

Dark Blue French Terry Shorts

$23.12 ~~$28.90~~

Dark Blue
Mouse Ears Red Stripe Short Sleeve Pocket Shirt

$36.13

Red Stripe
Sale

Round Top Blue Polo Romper

$21.67 ~~$43.36~~

Western Cowboy Blue
Sale

Round Top Blue Knit Button Down Shirt

$18.78 ~~$40.47~~
Sale

Dump Truck Light Blue Stripe Pocket Polo Romper

$33.24 ~~$43.36~~

Dump Truck Light Blue
Fire Truck Royal Stripe Pocket Polo Romper

$43.36

Fire Truck Royal
New

Tractor Navy Stripe Pocket Polo Romper

$43.36

Tractor Navy
Mallard Green Stripe Pocket Polo Romper

$43.36

Mallard Green
New

Blue & White Stripe Long Sleeve Henley Shirt

$31.80

Dark Blue
Mouse Ears Schiffli Red Stripe Liv Dress

$47.70
Mouse Ears Schiffli Red Stripe Polo Shirt

$39.02
Mouse Ears White Short Sleeve Pocket Shirt

$36.13

White
Mouse Ears Schiffli Red Stripe Shorts

$33.24
Sale

Mouse Ears Light Blue Short Sleeve Pocket Shirt

$21.67 ~~$36.13~~

Light Blue
Mouse Ears Schiffli Red Stripe Polo Romper

$47.70
Mouse Ears Red Short Sleeve Pocket Shirt

$36.13

Red
New

Mouse Ears Red Long Sleeve Pocket Shirt

$39.02

Red
New

Mouse Ears Light Blue Long Sleeve Pocket Shirt

$39.02

Light Blue
Truck Blue Stripe Polo Romper

$43.36

Truck Blue
Sale

School Days Smocked Navy Plaid Jon Jon

$47.70 ~~$65.05~~
Sale

School Ready Smocked Blue Plaid Jon Jon

$47.70 ~~$65.05~~
Sale

School Ready Smocked Blue Plaid Short Set

$47.70 ~~$65.05~~
Sale

Bright School Year Smocked Red Gingham Jon Jon

$47.70 ~~$65.05~~
Sale

Bright School Year Smocked Red Gingham Short Set

$47.70 ~~$65.05~~
Sale

Colorful Crayon Smocked Blue Gingham Short Set

$47.70 ~~$65.05~~
Sale

Red Plaid Short

$18.78 ~~$28.90~~
New

Girls Canvas Mary Jane Shoes

$60.73

Red Navy White Light Pink Fuchsia
Sale

Colorful Crayon Polo Romper

$28.90 ~~$43.36~~

Colorful Crayon
Birthday Balloon Long Sleeve Izzy Dress

$53.48
Birthday Balloon Ruffle Romper

$43.36
Birthday Balloon Polo Romper

$43.36

Birthday Balloon
Sale

Pirate Ship Polo Shirt

$33.24 ~~$41.92~~

Pirate Ship Print
Sale

Pirate Ship Print Polo Romper

$36.13 ~~$43.36~~

Pirate Ship Print
Airplane & Clouds Polo

$41.92

Airplane and Clouds
New

Airplane & Clouds Polo Romper

$43.36

Airplane and Clouds
Sale

Easy as 123 White Lola Dress

$33.24 ~~$47.70~~
Sale

Easy as 123 White Lola Short Set

$33.24 ~~$47.70~~
Sale

Easy as 123 White Polo Romper

$28.90 ~~$43.36~~

Easy as 123
Sale

Easy as 123 White Polo

$24.57 ~~$41.92~~

Easy as 123
Sale

Apple Blossom Pink Lucy Dress

$33.24 ~~$47.70~~
Sale

Apple Blossom Pink Lucy Short Set

$33.24 ~~$47.70~~
Sale

Apple Blossom Pink Lucy Bubble

$33.24 ~~$47.70~~
New

Green Stripe Sweatshirt

$36.13

Green
New

Blue Stripe Sweatshirt

$36.13

Blue
Sale

Royal Blue Jogger

$26.01 ~~$31.80~~

Royal Blue
New

Bow Applique Blue Stripe Sweatshirt

$36.13
New

Royal Blue Gingham Side Ruffle Leggings

$23.12

Royal Gingham
New

Light Blue Gingham Side Ruffle Leggings

$23.12

Light Blue Gingham

Previous
Page 6 / 11
1
…
4
5
6
7
8
…
11
Next

Shop Collection Favorites!

Pumpkin Patch

Shop
Collegiate

Shop
Christmas

Shop

Your cart

Your cart is empty

Subtotal:$0.00 CAD

Loading...

Facebook
Instagram
TikTok
Pinterest

Customer Care

Contact Us
FAQ
Rewards
Shipping
Size Guide
Returns

Shop

New
Girls
Boys
Baby
Collections
Sale

Newsletter

Sign up for exclusive offers, original stories, events and more.

Email

© 2026 Classic Whimsy.

About Us
Blog
Safety & Recall