Skip to content

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

Search

Menu

New
Valentine's Day

Easter

Sibling
Girls
Garden Party

Valentine's Day
Boys
Valentine's Day

Swimwear
Baby
Classic Knits

Monogram Bloomers
Valentine's Day
Collections
Valentine's Day

Mouse Ears
Sale

Home
Back to School

Back to School

(220 products)

Sort by

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

FiltersFilter & Sort

Applied Filters

Clear all

Gender

Boys (95)
Girls (164)
Women (3)

Clear

Features

Appliqué (20)
Embroidered (10)
Smocked (5)
Monogram (143)

Clear

Style

Aprons (1)
Backpacks (2)
Bags (13)
Belts (2)
Birthday (1)
Blankets (1)
Bloomer Sets (5)
Books (5)
Bows (16)
Bubbles (4)
Dresses (34)
Hats (3)
Headbands (2)
Jon Jons (1)
Longalls (1)
Lunch Boxes (3)
Outerwear (8)
Pajamas (1)
Pant Sets (6)
Pants (8)
Rompers (6)
Shirts (37)
Shoes (15)
Short Sets (20)
Shorts (4)
Skirts (1)
Socks (17)
Toys (3)

Clear

Size

Preemie (7)
Newborn (15)
3M (33)
6M (30)
9M (25)
12M (77)
18M (56)
24M (55)
2T (88)
3T (78)
4T (72)
5 (68)
6 (68)
7 (78)
8 (54)
10 (90)
12+ (10)
XS (15)
S (5)
M (14)
L (7)
XL (2)

Clear

Color

Black (6)
Blue (120)
Brown (7)
Gray (4)
Green (39)
Metallic (4)
Multi (20)
Orange (7)
Pink (82)
Purple (30)
Red (51)
Tan (12)
White (77)
Yellow (8)

Clear

Bow Size

Baby (2)
Tiny (2)
Mini (6)
Medium (13)
King (10)
Huge (3)

Clear

Shoe Size

Baby 3 (4)
Baby 4 (7)
Child 5 (15)
Child 6 (12)
Child 7 (15)
Child 8 (14)
Child 9 (14)
Child 10 (14)
Child 11 (13)
Child 12 (13)
Child 13 (14)
Youth 1 (1)
Youth 2 (1)

Clear

Brand

Apple Of My Isla (6)
Chus (2)
Classic Whimsy (124)
Floafers (1)
Jefferies Socks (17)
Mint (14)
Mud Pie (3)
Penguin Random House (5)
Petit Ami (1)
Southern Sunshine (2)
Sun-San (12)
Trotter Street Kids (14)
Universal (1)
Wee Ones (18)

Clear

Sort by

Featured
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

123 Apples Pink Gingham Camila Dress

$14.65 ~~$54.24~~
Sale

123 Apples Pink Stripe Milly Dress

$14.65 ~~$48.38~~
Sale

123 Apples Pink Stripe Milly Short Set

$14.65 ~~$48.38~~
Sale

School Truck Green Gingham Short Set

$14.65 ~~$54.24~~
New

Kids Backpack

From $36.66

Pink Seersucker Baby Blue Seersucker Lilac Seersucker Navy Seersucker Red Seersucker Heart Princess Seersucker +5
Sale

Apple Embroidered Moonstitch Bow

From $11.00 ~~$21.26~~
Sale

Apple Ruffle Bodice Pink Gingham Bib Dress

$14.65 ~~$54.24~~
Sale

Apple Embroidered Knee High Socks

$8.78 ~~$20.53~~
Sale

Smart Apple Pink Gingham Chloe Short Set

$19.05 ~~$54.24~~
Sale

Smart Apple Pink Gingham Chloe Dress

$19.05 ~~$54.24~~
Sale

Night Before Preschool Book

$5.85 ~~$8.78~~
Sale

Back to School White Grosgrain Knot Bow

From $11.73 ~~$19.06~~

White/Red White/Blue
Sale

Apple & Flower Royal Gingham Emery Dress

$14.65 ~~$54.24~~
Sale

ABC Blue Windowpane Short Set

$14.65 ~~$54.24~~
Gumdrop Lunch Box

$26.40

Pink Seersucker Baby Blue Seersucker Sweet Pea Seersucker Princess Seersucker Heart Lilac Seersucker Navy Chambray +5
Sale

School Essentials Print Smocked Angel Sleeve Dress

$29.31 ~~$58.64~~
Sale

Apple Light Blue Polo

$10.25 ~~$36.65~~
Sale

Adorable Apple Light Blue Hannah Short Set

$21.98 ~~$58.64~~
Sale

Sweet Apple White Short Set

$14.65 ~~$54.24~~
Sale

Night Before First Grade Book

$5.85 ~~$8.78~~
Sale

Bus Light Blue Short Sleeve Shirt

$11.72 ~~$32.25~~
Sale

Apple Pocket Navy Skort Set

$35.19 ~~$70.39~~
Sale

Colorful Crayons Pink Gingham Chloe Dress

$19.05 ~~$54.24~~
Sale

Crayon Car White Short Sleeve Shirt

$11.72 ~~$32.25~~
Sale

ABC Truck White Short Sleeve Shirt

$11.72 ~~$32.25~~
Sale

ABC Embroidered Moonstitch Bow

From $11.73 ~~$21.26~~

Light Blue Red Blue
New

Pink and White Seamless Ripple Edge Socks (2 pack)

$12.46
Sale

School Bus Smocked Royal Gingham Short Set

$24.91 ~~$58.64~~
Sale

Royal Stripe Apple Polo Shirt

$10.25 ~~$36.65~~
New

Athena Canvas Shoe

$46.92

Red White Navy Fuchsia Light Pink
Chris Canvas Shoe

$46.92

Red Navy White
Sale

School Time Royal Blue Grace Dress

$14.65 ~~$54.24~~
Sale

School Time Royal Blue Polo Short Set

$14.65 ~~$51.31~~
Sale

Back To School Print Amy Dress

$11.72 ~~$48.38~~
Sale

Back To School Print Pajamas

$14.65 ~~$48.38~~
Kids Lunch Box

$30.79

Pink Seersucker Baby Blue Seersucker Lilac Seersucker Navy Seersucker Heart Princess Seersucker Navy Chambray +6
Nap Mat

$73.32

Pink Seersucker Baby Blue Seersucker Lilac Seersucker Navy Seersucker Navy Red Seersucker Pink Gingham Baby Blue Gingham +6
Snack Square

$20.53

Pink Seersucker Baby Blue Seersucker Navy Seersucker Lilac Seersucker Baby Blue Gingham Pink Gingham Sweet Pea Seersucker +2
Sale

The 12 Days of Preschool Book

$5.85 ~~$8.78~~
Sale

Back To School Blue Windowpane Chloe Short Set

$19.05 ~~$54.24~~
Sale

Back To School Blue Windowpane Chloe Dress

$19.05 ~~$54.24~~
Sale

Back To School Blue Windowpane Polo Short Set

$14.65 ~~$51.31~~
Sale

Light Blue Apple Shirt

$11.72 ~~$32.25~~
The Backpack

From $70.39

Blue Pink Tulips Blue Green Fish Hearts Navy Floral +2
School Smocked Red Gingham Short Set

$58.64
Sale

White Polo Pink Gingham Accent

$11.72 ~~$36.65~~
Red Button Up Sweater

$43.98
Sale

Apple Print Medium Grosgrain Bow

$10.25 ~~$19.80~~

Previous
Page 1 / 5
1
2
3
…
5
Next

Shop Collection Favorites!

Valentine's Day

Shop
Swimwear

Shop
Outerwear

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

© 2025 Classic Whimsy.

About Us
Blog
Safety & Recall